So, we go out to dinner. Nothing too exciting, but we do pick up her birthday present, a Bluetooth mouse for her tablet. She gave me mine yesterday, a paid trip to a local gaming convention, hotel and everything included. Also, one book of my choice, since when she went to go look, the ones I wanted were sold out.

Anyway, when we get back, as soon as the door is closed she’s stripping, like a good little Slut. She then gets up on the bed on all fours, presenting her ass for her spanking. New rule implemented starting this weekend, and one she loves. So, I take care of a couple things while she’s waiting, and then get onto the bed behind her and start administering her spanking, light slaps, nothing hard, but they do come fairly fast. It takes a couple minutes before her ass is red, but it does happen. As I’m doing this, I look over and see her hairbrush nearby. I reach over and grab it and slide it into her wet cunt (you can smell it, from her excitement about being spanked) and resume my spanking. She moans like a good little Slut.

I give her a few more spankings, then reach down and start manipulating the brush in her cunt, sliding it in and out, turning it, wiggling it side to side and up and down, just driving her crazy. Soon she’s begging to cum. I let her, with her countdown starting at 15. As she’s counting down, my hands are wiggling that brush side to side, and you can see her jiggling, and hear the trouble she’s already having with numbers.  My hand needs a couple seconds break, and she rushes through as many numbers as she can. Probably wouldn’t have made it if I didn’t need a break. Seems those hours of popping a counter 3 times a second helped out. ;)

After she cums I have her roll over onto her back, leaving the brush inside. She spreads her legs for me, and I continue with fucking her cunt. I keep up the same things, eliciting a different feel due to the position change. Pretty soon she’s asking to cum again, and without hesitation I tell her to go. She has a good orgasm. As she’s coming down off of it, I slide her brush out and tell her to clean it. The little hole in the handle is filled with her goo, nice, white, and creamy. She opens her mouth and in it goes. I leave her there as I go to the toy drawer, thinking about what I want to use.

I come back and first cuff her hands, and then secure them above her head (while putting on the cuffs, some of the cold metal touches her skin, and she gives a little shiver. Delicious to watch). Next comes the blindfold. I make sure it’s in place correctly, and then go to get the rest. I put a couple more cuffs around her ankles, and then tie a couple of short ropes around the runners on the top of the bed. Next I snag her little red vibrator, turning it on and slide it into her still wet hole. She moans in satisfaction as two of her three holes are now filled. I then thread the rope through the rings on her ankle cuffs, and secure them in place, pulling her legs up and out. With both like that, her cunt is nice and exposed.

I point this out to her just as the little leather strands from her flogger find her cunt and clit. The reaction is sublime, as she tries to shy away, but with her legs as they are, she isn’t very effective. I’m using the small end, which is thinner and has more strands, and faster. She squirms as I continue the assault, the vibrator going about half speed. I continue this for a couple minutes, varying the tempo and placement of the strikes to keep her guessing.

As I ease up with the flogger I reach down and start work with that vibrator, which has her going all over again in no time, begging to cum. Tonight I’m in an obliging mood. She only has to count down from five this time. With a vibrator in her cunt and a brush in her mouth. It takes longer than normal, but she holds out until she’s allowed to cum, and then watching that back arch and that body spasm is great. I smile to myself as I catch it on video.

I toy with her feet a bit, watching her jump away from my hands as they slide along the soles, unable to go too far, being held in place by the ropes. Then, I turn her vibrator off (it shouldn’t be on for more than 15 minutes, and it’s been about that long since I broke it out) and pull it our of her, with an audible pop. Reaching up, I remove her brush, which she gladly relinquishes, leaving her mouth open, her tongue seeking for what’s coming next. The vibe goes in, and her mouth closes around it hungrily, tongue already working on licking those juices off. Not wanting to leave the brush alone, I pop it against her clit a couple times, getting a good jump from her, and then slide the handle back inside of her.

I look up and see her toybox sitting open, and notice the nipple suction cups we’ve hardly used since buying. I grab them and apply to first one nipple, and then the other, and her voice goes up an octave. The little Slut likes this. Then it’s back to fucking her with her brush, which she actively participates in, fucking it back like a bitch in heat. I pull out all the way out a couple times, and once it slaps against the coverlet, leaving a gooey mess. Guess I’ll have to wash the bedding after this. Oh well, worth it, I think. It doesn’t take long before she’s begging to cum again, this time on video, unbeknownst to her. I let her, and give her a few seconds to recover before I tell her to cum again. She spasms even harder than the previous one as the orgasm racks her body. Such an obedient little Slut. I do love her trick of being able to cum on command. For fun I have her do it a third time, and that one must have been pretty intense for her, and she writhes around on the bed, lifting her ass into the air and pulling those legs every which way. I had to make sure the ropes were holding and the knots weren’t slipping, but everything was fine. She didn’t pull the bed down around our ears, not for lack of trying though.

I ease her brush out one more time, and it goes into her mouth, her vibrator being set off to the side. She’s recovering, but I can’t just leave her there, can I? I reach down, two fingers parting her folds while a third finds her clit. She goes wild as soon as I do, and within a minute is ready for another go. She starts at 10, as told, and does have some trouble getting there. She manages, and cums, legs clasping around my hand as much as they can. It’s a nice long orgasm. Must have enjoyed that one. :)

She is spent, so it’s time to get her released. The ropes and cuffs come off, the nipple cups go back into their box, and the brush and vibe are set off to the side for cleaning (she’ll take care of that and put away the ropes when she’s recovered enough). I get her a glass of water, which she accepts, before going back and just laying there for the next five minutes, unable to really think or move. I cuddle a bit, and she rolls onto her side, molding against me.

While we lay there, I lightly stroke her side and squeeze her shoulder. She’s still horny, the little Slut. You can hear it in her moans and see it in her movements. Yes, well trained. As soon as I tell her to get a hand busy on her cunt it‘s there, working that pussy. I concentrate on her shoulder, one of her weak spots, and let my other hand idly play with her nipples as she undulates against her hand. The action on her shoulder is what really gets her going, the nipple play is just a bonus. As I increase the pressure, she is asking to cum. I let her, and it’s a nice and easy one, she’s had time to cool down.

I stroke up and down her exposed side as her hand continues it’s ministrations (she hasn’t been told she can stop yet). I then stroke lower, over her ass and then into her wet pussy from behind. She moans louder as I begin to lightly pump in and out of her, every few strokes taking time to just rub up and down on those lips of hers. It’s constant attention, though, and with her hand still going she doesn’t last long. She cums, hard, with me inside her. I do love her doing as she’s told.

Then, to end the session like it began, I slide out and land a slap to that ass. The sounds she lets out is exquisite, and I continue, the slaps becoming harder and faster, but only on the one cheek that is not covered by me. She doesn’t seem to notice that only one side is getting the attention, or doesn’t care. She’s bucking against her hand in no time. And her request for permission to cum takes her 30 seconds to say, the words won’t come to her pleasure addled brain. I love that, too. Can’t even concentrate enough to say “Sir, may I cum?” She doesn’t get to cum until she’s finished her words. It’s difficult for her, but she perseveres and lets out one final orgasm for the night, before collapsing, as I tell her she can stop.

We cuddle for a few more minutes. As I get up to leave, I lean down and kiss her ear, whispering “Happy Birthday”. I’ll take the grunt that elicits from her to mean “Very happy indeed”. After I leave, it’s another 20 minutes before she can get up and move again without falling down. She does clean her toys and tries to put away the ropes. But she can’t remember how to wrap them just yet, so I show her one, and she does the other. Brain foggy and all that.

Anyway, that’s how our night went. Hope you enjoyed. :)

With the house all to myself from Thursday through Sunday night, I suggested to Robby (our gang bang guru) that it would be great for him to arrange a fuck session where we could take advantage of an empty house for a change, rather than renting a hotel room for our activities. He came through within the first couple of hours, which just shows what an amazing track record he has of snagging seriously fuckable women.

He'd connected with Jamie via a Craigslist ad. She's 30, 5-5 120, with blonde-highlighted light brown hair and 32B tits. The photo posted here is the one she sent along with her request to meet. Because it was midday Thursday, Robby was only able to arrange a threesome, since the rest of the guys in our over-50 GB group couldn't make it on such short notice. Jamie was apparently OK with that, though, since this was to be her first multi-guy sex encounter and she wasn't too sure how overwhelmed she might be with more participants. And if her claims could be believed, it would prove the first time in more than a month that she'd had any kind of sex at all.

While waiting for them to show up, I gave Robby some shit via text because, after picking Jamie up from her place in North Denver, he had trouble finding my house on the southeast side. He claimed his GPS was all fucked up, but I was more certain it was operator error. Also on the way over, he "warned" me that Jamie was a bit on the skanky side, but I replied that, given our plans for the afternoon, that was a benefit rather than a flaw.

They showed up at my place just before 1:00 p.m., around 20 minutes late. I'd prepared our guest room in advance by stripping the queen-size bed and putting on a new bottom sheet plus clean pillow cases, setting out a brand-new tube of lube, and adjusting the shades so the room wouldn't be quite so bright. Meeting them at the front door, I saw that Jamie was dressed in a pleasantly slutty outfit: Short green cloth jacket over a black lace sleeveless top with a purple bra showing underneath, a denim micro-mini skirt that barely covered her ass, and over-the-knee high-heeled leather boots. She had her hair tied back in a ponytail and spun around after coming through the door so I could apply the green silk scarf I was using as a blindfold. She'd asked for this as one of the conditions of the afternoon's activities, and I was happy to oblige.

Given the lateness of their arrival and the fact Robby had to leave in an hour to pick up his kids from school, we immediately headed upstairs and got down to business. I helped Jamie off with her jacket and unzipped her skirt so she could slip it off. She quickly removed her lacy top and I unhooked her bra. We all agreed she could leave her boots on for the duration. Meanwhile, Robby was stripping down to bare skin, tossing his clothes haphazardly onto the floor in his haste to start in on Jamie. She asked us to leave her undershorts on -- they were leopard-print boy-shorts -- which was fine because they'd been altered by having two carefully placed holes cut out of the crotch. One showed off her smoothly shaved pussy while the other exposed her tight little asshole. I ran my hand down over her buttocks and slipped my middle finger into her tight, wet pussy while removing my clothes at a pace considerably slower than Robby had achieved. He put his hands on her small, firm tits and began to suck on her nipples, which stood up nicely to the attention. She used one of her hands to tug on his fully erect cock - it was hard even before he took off his trousers -- and meanwhile I disengaged so I could remove the rest of my clothes as well.

Robby suggested she lie on her back, which she did, and he stuck his face in between her thighs to taste some of that sweet, sweet pussy. I thought he might be down there a while, but after only about a minute of some serious licking he stood up, pulled her hips closer to the edge of the mattress, and jammed his seven-inch dick into her wet slit. She had her legs up in the air with Robby pressing his hands against the backs of her thighs to keep them there as he pounded her hard. I'd stroked myself from a semi-hard to a fully erect state and climbed onto the bed so she could take my dick in her mouth. By changing my angle of approach, I was able to slide my entire member into her mouth. Of course I'm less than six inches, so it's not a huge challenge, but I could still sense the tip of my cock hit the back of her throat with every downward thrust, which was a great feeling.

After a few minutes of fucking her while standing alongside the bed, Robby suggested it was my turn to squeeze my dick into that pussy. We helped flip her over -- her equilibrium was compromised somewhat by the blindfold -- and I entered her from behind, doggie-style. It had been a couple of months since I'd had sex, so this was a welcome opportunity and I made the most of it, thrusting enthusiastically as Jamie reached down with her right hand and rubbed it briskly across her clit. Meanwhile, Robby had opened up the small bottle of Astroglide he'd brought with him and suggested we DP the girl. She was definitely on board with that idea, so we maneuvered ourselves into position with me on my back and her on top, facing me. She reached down and re-inserted my cock into her pussy and leaned forward so I could suck on her tantalizingly erect nipples. I moved my legs together and Jamie did the same with hers, which allowed Robby to climb aboard and straddle the two of us. He squirted some lube onto his index finger and worked it into Jamie's rear hole, removed it quickly, and leaned forward while pressing his cock's head against her anus. She balanced on one hand above me while reaching back with her other hand and pulling her butt cheek aside to provide him greater access. A deep grunt from her, plus added pressure on my dick inside her pussy, told me he was in her ass. I lay still with my hands on Jamie's hips while Robby did all the work. He pounded her ass with enthusiasm and some deep penetration while she ground my pussy against my lower body. I saw Jamie's chest flushing red and moved my hands from her hips to her tits, tugging insistently on her nipples to match the rhythm the two of them were playing out above me. After a couple of minutes, Jamie let out a big groan and announced she was cumming.

By this point Robby was starting to run out of gas, so he pulled out of her ass and stepped across the hall into the bathroom so he could find a towel for wiping off his dick. Jamie rolled off me and onto her back, but she was clearly far from done. Neither was I -- so I climbed off at the foot of the bed and pulled Jamie toward the edge, pushed her legs up into the air and told her to hold them there (which she did by looping her arms around the backs of her knees), and then I sank my cock into her ass. It was the first time I'd done anal in probably 20 years, and it felt terrific. I was soon pounding her with balls-deep thrusts, and she let go of one leg so she could reach down and mash her fingers against her clit in a rapid-fire manner. Meanwhile, Robby crouched next to her face and stuck his newly cleaned-off dick into her mouth. She sucked him enthusiastically while I fucked her ass; then her butt muscles clenched and she was suddenly in the midst of her second orgasm.

Once it passed I withdrew, especially since my legs were shaky from all the thrusting that I was hardly used to anymore. Robby decided he wanted some more of Jamie's asshole, so we switched positions and he stood at the foot of the bed with his dick inserted all the way into her poop-chute. After about eight or ten thrusts he announced he was ready to cum, so he pulled out and shot a nice thick glob of white goo all over her pussy lips, with some coming to rest on her shorts. I was positioned behind her, with her head cradled in my lap, so I reached down and used two of my fingers to scoop up some of Robby's ejaculate. Then I popped my fingers into Jamie's mouth and she sucked them dry.

By now it was time for Robby to split, but I wasn't quite ready to call it quits and Jamie agreed to let me take her home. As Robby dug around on the floor for his discarded clothes and started to put them on, I finally pulled off Jamie's blindfold -- it was simply too much in the way after all this time -- and convinced her to get on top of me, 69-style. Robby said a quick goodbye, to which Jamie was only able to reply with a muffled grunt, since at that moment she had my entire cock in her mouth. I licked her pussy, sucked on her clit and slipped a finger into her ass, hoping to induce a third orgasm, but she came off my cock long enough to explain we'd made her pretty sore down there, so instead I pulled my face and hands away from her crotch and simply let her do her work. About three minutes into this latest activity I said, "OK, finish me off." Jamie took that as a cue to get me to cum, so she wrapped her hand around the base of my cock, sucked harder on the head, and shortly thereafter I was pumping my jizz down her throat.

She wanted to smoke a cigarette (Marlboro!), so she slipped on her black lace top and I led her toward the deck that's just outside our back door. She also wanted something alcoholic to drink, so I unscrewed the top off a tiny bottle of Barefoot Moscato and poured it into a juice glass. Classy presentation, eh? By now it was nearly 2:30, so rather than begin another fuck session -- we were both pretty sore at this point -- I suggested I drive her home. We got dressed and hit the road. On the way there, we enjoyed an interesting conversation about local politics, the police -- she was on probation for her 2nd DUI, thus a suspended drivers' license and the inability to drive -- and other non-sexual elements. As she exited my car she stuck her head back inside and gave me a warm kiss on the lips. "Tell Robby I'll be in touch again soon, OK? And next time, a couple additional guys would be all right." She'd obviously enjoyed herself!

I am 20yo 5' 105lb female and LOVE rough sex! I want to experiment with another girl so badly. NOTHING is off limits for me ;).

I have finally made a profile and would like to take requests for pics and videos... if it goes well maybe oovoo or sky with some :)

Friday Night….

On a warm Friday evening back in 2019, around 6p, I get a desperate call from my best friend… “Can you stay at the house this weekend, entertain her, please” he desperately begins the call with? “Her” is his wife… I chime in “yeah man, she’s definitely feeling lonely lately” I say as I push for specifics…

(her and I chat, he and I chat, offering my opinion is very common as this has been the topic of conversation for quite some time)

Ignoring me completely, he continues,

“She keeps busting my balls, calling every 10 mins. She feels isolated, alone, you know how she is!” Again, I chime in, “brother she’s 40, the kids are almost out of the house, she wants you to spend time with her, take her to dinner, do shit”. He wants to respond but has nothing, he knows I’m right. “Brother, you both can afford to go do things, she wants to go places, experience life”.

For the record, and totally off topic. this man’s wife has the greatest pair of big fat tits. For those who think “bigger is better”, this is the one! Furthermore,
she’s thick but tone with dirty blonde hair, about 5’7”. Thinking about it, she has Kitty Lee’s body with a much prettier face.. A very attractive woman with a body built for fucking.

(according to hubby, she has a high sex drive and is very open minded… Cocksucker hit the lotto for sure)

With a long sigh he annoyingly utters what I could see coming from a mile away, “I don’t have time for this, Bobby is about to go on, can you stay at my place and keep her off my back so I can enjoy myself?”

And there it is…..

Honestly, he’s frustrated, I get it. He plans ahead for this weekend long festival well in advance, keeps her in the loop through the entire process, it’s kind of fucked thats she’s laying this guilt trip on him while he’s hours away. I’m torn, he’s been dropping the ball with regard to their marriage for a while now.. Then again, this is his once a year “get fucked up and jam out with thousands of dirty hippies weekend, “I suppose she should honor that.

Regardless…

Reluctantly, I respond with Sure man, I’ll head up there now and hang with her….” (honestly, I just want to hang at home, rub one out and crash, it’s been a long week but fuck it, she’s good people and fun to drink with)

Relieved, he replies “text me when you get up there, I’ll call and let her know, thanks brother” and quickly hangs up.. I set the phone down, take a deep breath, collect my shit and prepare for my hour long trip….

A bit of background on the friendship. Buddy and his wife married young, 18-19, had kids, they’re in their teens. We’ve known each other for about 20 years and they are 4-5 years my senior.

For the last few years we do dinner on Friday evenings at their place, a modest spot in the middle of cow country. We smoke, drink and eat well. I normally stay the night, sometimes sticking around on Saturdays to help with ongoing renovation projects.

We’re all an open book by the way, we know everything about each other. It’s actually very nice, I enjoy their company, as they definitely enjoy mine..

I’m divorced, have a great job and a high school age kid. I also have a very comfortable couch and plenty of food in a decent suburban apartment.
An apartment I will enjoy some other time, my drive is complete..

Teresa (wife) is on the porch, shorts, tank top, drinking a rum and coke. She has her hair in a ponytail, which is new for her. She normally dresses like a Sunday school teacher. Her hair always down, outfits very conservative, “boring” is the best way to put it. She certainly doesn’t show off her figure, her gigantic tits always put away, which is a shame quite frankly..

With a hug and peck on the cheek, I make a sarcastic comment, as I normally do, “sweet handle bar, you’re missing one side”. Teresa gives me a “you’re not funny” smirk” and proceeds to tell me that she’s been “experimenting with new styles”.

I waste no time, “you got it, flaunt it, I know Sam (hubby) would like to see more of you experimenting”. She immediately lets out a laugh, like, a quick chuckle filled with doubt, if that makes sense?

Again, in a serious tone I proclaim, “seriously, switch it up, show him you still got it, let him see other men gawk at you, get that little head going…..” She looks at me defeated and says “he knows what I have, what he has access to. He chooses to ignore me” using her hands to outline her breasts and body, exactly how the Price is Right women would display a new prize.. “I’m lonely, tired of being treated like I don’t exist. Months ago I asked him to sit the festival out” she exclaimed. “I asked if we could go away, focus on us for a minute, that I needed him…” Starting to well up, she rhetorically asks “Where is he” as she walks into the house….

So here I am, barely been there 10 minutes, she’s already crying and I’m on the porch by myself thinking “you couldn’t of talked about something else, you had to immediately bring up her failing marriage, good job jackass”….

She’s a strong woman, emotional and poetic, but tough. It wasn’t long before I hear her calling my name from inside the house. I take a deep breath and head inside. Teresa is in the kitchen, she cleaned herself up and is mixing both of a strong cocktail. Without missing a beat, she hands me my drink, we cheers and take a sip as she immediately picks up from where we left off.

As she starts to speak I take a step forward and gently lean in to give her a warm, comforting hug. I definitely surprised the shit out of her. At first she was stiff as board, cold, surprised at my very forward act. It took a minute before you could feel her body relax…. Not saying a word, we stood there hugging, my arms around her upper shoulders, hers around d my waste. Both of us, a firm yet gentle embrace, you could tell it meant something. It was quite nice if I’m being honest.

(being a dude, I have to point out how great her tits felt pressed against my chest, I finally have visual confirmation, as well as touch, of just how fucking big they are. Her puffy hard nipples, pressed against my chest, perfecto!)

After what felt like 20 minutes, I now have a rock hard dick so I pull away. “You’re a smart, beautiful, sexy woman who deserves happiness” I say, as I try to conceal my very obvious excitement. She looks at me and smiles as I conclude my thought “ponytail and tank top, my new favorite look” as I look down, laser focused on her giant titties that were currently on display, hours and hours of fun, beautiful cleavage, no bra)

Remember when I said “we know everything about each other?” It’s no secret hubby and I both have a thing for huge giant titties, conversations she’s been privy too, normally just giggling and walking away.. Staring down at them was certainly knew, however, she was well aware of my infatuation, in general, for big natural breasts. Yeah, I’ve looked at her, but nothing more than looking, in my head she’s a no-go, off limits..

It’s at that moment, still in our embrace, she says “I have to come clean”. Oh boy” spews out of my mouth as I question her, not with words, but wi5 the look in my eyes….

“I’ve had a crush on you for the last 20 years.” And don’t worry, Sam knows, he thinks it’s funny. “But, I want you to know, I’ve always had a thing for you.” Shocked, I ask “When me and the ex visited you, is this why you treated her poorly? Shaking her head in agreement, Teresa responds “that bitch took you for granted, treated you like shit for years”, you deserved better, fuck her”.

I laugh out loud as I share “she’s my one and only bad lay, dead inside and in the sack, terribly boring with no enthusiasm, a waste……” Teresa chuckles and shares “well, at least Sam has a big dick but I fantasize about other people when he fucks me. The one or two times a month he does fuck me, I keep my eyes closed, I go through the motions to keep my life semi-normal, but I’m not in love with him anymore, too many years have gone by, I’m over it”.

“Teresa, I had no idea it was this bad, I know he can be a dick, but never thought it was on this level, what are you going to do?” Teresa takes a step back, grabs our drinks and confidently shares “Hanna has three years of school left” as she hands me my drink, “once she graduates and goes to college, I’m leaving”. Her eyes start to fill with tears as we both take a big gulp of intoxicatingly strong rum and cokes… She leans over, grabs a tissue and wipes her eyes as we both take a well deserved gulp of mind numbing spirits…

Our drinks polished off, Teresa quickly time for another” as she grabs my glass and heads for the counter…… Unsure of what to say, completely blown away with the last hour of my life, Teresa swings her head around, ponytail in the air, and says “I’m sorry if my confession has made you uncomfortable, that was not my intention, I just needed you to know” as she turned her head forward to focus on drinks.

I don’t know what came over me, but I felt this urge to hold her.. The last hour had quickly turned in an emotional adventure for the two of us. However, she had a minimum of three years of hell to go through, which saddened me. I had lived that life and it miserable, my heart ached for her.

Throwing caution to the wind, I walked over and wrapped my arms around her stomach, careful to stay below her breasts, resting my head on her shoulder. She took a deep breath and reached for my arms. I whispered in her ear, “I’m here for you” as she let out a whimper and sigh of relief.

It wasn’t long before my dick was coming to life.. She was absolutely pressing her ass just enough for my guy to feel it. Moving from side to side, T was knowingly trying to get me hard and I could care less. I whisper in her ear “I know what you’re doing”, as I begin to mirror her movements, moving my dick from side to side, pushing in….

With both a whimper and deep breath Teresa takes her hand and begins to run it along my covered dick.. “Oh yeah” she says as I let out a gentle moan, immediately, and slowly, moving my fingers to the base of her giant breasts. I think to myself, “Finally” as I open my hands and grab the biggest pair of tits I’ve ever felt. Teresa let’s out a soft moan, catching her breath enough to say “please fuck me!”

Im so fucking hard I can’t stand it, as I respond “soon baby, soon” as I move my right hand inside her waistband, her pussy and clit my targets. She moans out again as I take my left hand, already squeezing and pinching her left nipple, I quickly grab her throat, pulling her head to my my face, forcefully, T whimpering away “How bad do do you want my dick in you” I whisper as she runs her tongue along her upper lip..

3 seconds later, and not missing a beat, Teresa, her hand in my pants now, my dick in hand……. Actually, it’s more like, “Teresa the magician, her hands suddenly down my pants, with a king fu grip on my dick, a grip so tight she could tell you how many beats per minute my heart was pumping” she’s rapid fire jerking me, it’s to tip, long strong stokes……

In return, my left hand still gripping her neck and my right hand buried in her pussy, I have two fingers fucking her pussy while rubbing and pressing her clit with her thumb.. T, well, she starts to moan and loudly and shake as she nutted all all over my fingers….

Teresa hadn’t been touched like this for some time, that was evident!

I nibble on her ear lobe, as she catches her breath, still feeling the effects of my fingers…. I whisper, “now you can have my dick”, slide me into your pussy” as I turn her to the right, and bend her over her kitchen table.. With my dick rock hard and still in her hand, I grab her ponytail and make my way for her opening.. With my left hand, now gripping the sexiest tits I’ve ever played with, I turn her head toward mine and say “that’s my pussy” as she loudly grunts out “take your pussy” as she rests my dickhead at the opening of her love canal..

Deep breath, deep breath as I tease Teresa with my dick, ready to push in fully, sliding in, the phone rang.. I pause, caught of guard by the phone, I say “fucking figures” as T slams her ass backwards and takes my dick…. “Yeah it does” she says as I quickly remember what my objective is….Pony-tail pulled back, left hand firmly holding a giant tit, sexy mom/wife panting as her wet pussy is ready to make a mess, I lay into to her, hard, deep, and aggressive, phone ringing off the hook…..

Let’s be honest… This didn’t last long… 5-6 minutes later, as our hearts race, Teresa screams out “you’re going to make me cum” in what I can only describe as a surprised tone.. “You’re pussy s soaked i murmur, ponytail still in hand, her back still arched, her moans and pants, now similar to a countdown. She’s ready to blow boys!! I give her everything I have, table creaking, both of us moaning loudly, Teresa’s pussy tightens…..

That’s all it took! In unison, I thrusted as deep as I could into her tightened pussy, and fucking unloaded as T let me know just how appreciative she was, nearly falling over as she came all over my dick. With her ponytail still in hand, left titty still firmly in my clutch, I bit on her ear and neck as we both appreciated just felt the effects of a fantastic nut……

A few minutes later, both of us, chuckling and giddy, completely spun from what just happened, get a drink of water. As I’m guzzling like a thirsty African baby, T pipes up and says “I haven’t came like that in years” as she stood back and took a sip of water, almost shocked at what happened. I ask if everything is ok and she quickly says “oh yes” as she intentionally spills water out of her mouth and down her huge jugs. “Thirsty” she asks as I quickly do what a man with a huge natural tit fetish does, as I grab both tits, in a loving embrace, pull them to my face, kiss her deeply and begin sucking her nipples………

Oh yeah, the ringing phone? That was Sam, I forgot to let him know I had arrived… No worries, 60 seconds after pumping his wife full of my nut, as I’m sucking her tits, Sam called back.. T answered, out of breath, Sam completely unfazed, he babbled away, praising me up and down to T, as she stroked my dick.

Sam, “so happy” that I “gave up my weekend to help him out”, requested me on the phone.. “Yo brother” I shout as he immediately thanks me then starts a long winded diatribe, excited to share the highlights of the bands, the setting and the great food. T, left to her own devices, grabs my dick, fat tits swinging, full naked body, she leads me by my dick to the couch as she holds up two fingers…. Sam, he’s still raving about his stress free hippy induced weekend, clueless to the fact that as I say ”sounds like so much fun brother” his wife is on her back, legs spread, pussy soaked, guiding my dick back in the very same spot Sam used to call home.. Round 2 has indeed started,,

Sam called back the next day, he and I on the phone for quite awhile. I remember him saying “its much more relaxed now” as he immediately started the process of repeating the same shit he said the night before, which led to him thanking me again for getting his wife off his back… “Yeah man, she seems happy to have company” I blurt out as he asks for me to put her on the phone…

“Oh man, she’s at the market” I say, as Sam chuckles quite loudly, blurting out “yeah she loves spending my money,” as he chuckled on, eventually saying “I’ll call later” as he hung up…. I’d imagine he saw a half naked dirty chick, or dudes eating shrooms, which is why he just hung up.. He was “on to the next one” ass they say…

Speaking of which…

I’m triple checking to make sure the phone is off screaming out “I can’t hold it anymore!” T, mouth soaked with saliva and spit, and clearly not at the market, grabs my nuts and slams her face to the base of my dick, not missing a beat, or drop, as she emptied my sack deep in her throat… Like a bitch, I screamed out as I felt every last drop empty my nuts. By the way, a second orgasm not long after a man’s first orgasm is quite intense, it’s quite nice!

Teresa enjoyed sucking my dick with her husband on the phone. Admittedly, I enjoyed it as well. The threat of getting caught is quite addictive. So much so, we test the limits of our sexual prowess weekly. I fuck my friends wife regularly, right under his nose..

Case in point-

Friday before Christmas, while Sam sits in his recliner, stoned out of his mind, eating cookies zoned out, Teresa and I will go for a night walk. Sam completely unfazed and happy to have the tv to himself, clueless that his wife and over night guest are 20 ft away, watching him watch tv, fucking like school kids. Me squeezing her nipples, smacking that ass, pulling her hair, drilling her pussy! Teresa, holding onto a tree, taking my dick from behind like the good girl she is, her fat little pussy tightening as she cums, while empty my seed deep into her, fully embraced, while hubby watches cartoons or some shit…

Or right now.. He just got in the shower. T, in a flannel, no bra, immediately goes in and grabs a tissue, making sure the coast is clear. Sam, fully engulfed in washing his ass has no idea his wife literally walked out of the bathroom, about 10ft, slide her pants down and sat on his buddies dick. Of course, I’m unbuttoning and pulling the monsters out, as the smell of Irish Spring permeates the air..

Till next time..

I confess that I had my first sexual experience with another man last night.

I've fantasized about being with a guy for a long time. I'm not attracted to other men, but the idea of sucking another guy's dick, having a man finger my butt or even having a guy fuck me in the ass has always turned me on. I've bought toys - dildos, buttplugs, prostate massagers, etc - used them on myself and had some amazing orgasms...but I'd always be fantasizing about a real dick sliding up my ass.

After a going through a recent sexual drought, I finally decided to get over my shyness and fulfill my fantasy. I responded to a couple of interesting ads on Craigslist and found a guy who sounded decent and was interested in some of the same things I wanted to try. We corresponded a bit, then agreed to meet up in public and get a hotel room for the night to fool around. He was about 10 years older than me (mid-40s), slightly overweight, average height and a bear; he seemed decent during our brief public conversation and we discreetly got a room.

There was little conversation once we got in the hotel room, as we both quickly stripped and got things started. Neither of us was into kissing or embracing or anything like that, just looking for sex. I'd indicated in our correspondence that I was looking to bottom and be more submissive, while he was interested in being more dominant. He sat down on the bed and I got down on my knees in front of him, with his cock in my face. Prior to this, I'd never had a close look at another guy's dick. His cock was average length (five to six inches) and slightly thicker than mine, while his bush and balls were unshaven. I cupped his balls with one hand and started stroking the base of his shaft with the other, then finally slid the head of his cock into my mouth. I didn't try taking it very deep, as I have a hell of a gag reflex, just sliding it in and out a little and running my tongue around the head and along the underside. I'd pretended to give blowjobs on my dildos before, but this was totally different. The taste of his cock, how it felt in my mouth, his balls in my hand...incredible. From his groans, he was clearly enjoying it. After awhile, I felt his cock throb and the head flare in my mouth - at first, only once every couple of seconds, then more frequently - and I got my first taste of his old-cum. At that point, he told me to sit on my hands and just use my mouth. I obliged and focused just on sucking him, until he put his hand gently on the back of my head and his cock began to pulse. I've eaten my own cum before, but having a load shot directly into my mouth was entirely different. Usually, by the time I'd get my own jizz in my mouth, it would have cooled and started to become clumpy. His load was a spurt of warm liquid directly onto my tongue and down my throat. Each time his dick would pulse, another burst of sperm would flood my mouth and I think he shot five spurts before he was finished. He told me to keep his dick in my mouth and suck out the remaining cum until he went soft, then had me kiss each of his balls and thank him for the jizz.

He told me we had some time until he was hard again and that he'd use it to prepare my virgin ass. By this point, my dick was throbbing and I desperately wanted to cum, but he told me I wasn't allowed to yet. He instead had me get up and bend over a small table in the room. He then put on a set of latex gloves, spread my ass cheeks and told me to keep my eyes forward. I did and soon felt a cool fluid applied to my asshole and the surrounding area. He began to rub my hole with a well-lubed finger, slowly, in a circular motion and gradually applying more pressure. I tried to relax as much as possible as he slowly pushed the tip of his finger through my outer sphincter and continued his slow massaging of the inner ring of my asshole. During my solo play sessions, I've fingered my own ass, but the sensations of having another man sliding his finger slowly up my butt was entirely different. On my own, I could control the speed, depth and pressure of the movement, but here I had to just accept his movements. Finally, my anus yielded and his index finger was inside me. The slight pressure in my butt felt good and I enjoyed it for a few moments before he began to stroke my insides, the beckoning motion of his finger searching for my g-spot. When he finally found it, the sensation was incredible. My urge to cum shot up as pulses of intense pleasure went through my dick with every motion of his finger. The feeling was so much more intense than any of my attempts at massaging my own prostate. I couldn't decide what I wanted more - to cum or to have him fuck me. I think I begged for both at one point. Buried in the pleasure was a feeling of increased pressure on my asshole as he started to work his middle finger into my ass. With both of his fingers inside me finally, my butthole started to hurt a bit, but I forgot about that as he intensified the prostate massage, using both fingers. I pleaded for him to milk me, to jerk me off and let me cum, but he still refused. It wasn't time for that yet...it was time for him to fuck me.

Keeping his fingers up my ass and me bent over the table, he presented me with a condom and made me unwrap it and slide it over his stiff cock. I kissed his balls again, at his request, then he had me apply lube to his sheathed cock. Finally, he withdrew his fingers from my hole, took off the glove and positioned himself behind me. He pressed the head of his cock against my asshole gently at first, then increasing the pressure until my anus spread for him. As he pushed in, I relaxed and pushed back against him - within a few seconds, he was inside me. I'd put dildos up my ass before, but this was a completely different experience. His cock was warm and moved inside me as he shifted position; it felt like he was so deep up my ass and his girth stretched my anus even further. I could feel his bush against my ass cheeks and his balls against my upper thighs. After giving me a few seconds to adjust, he started to fuck me. He started slow at first, drawing his cock most of the way out, then sliding it all the way back in slowly. His strokes would catch my prostate on occasion and I couldn't help but moan as ecstasy shot through my dick. He changed up his thrusts, pulling out maybe an inch, then pumping back in, keeping his cock deep inside of my rectum. After a few minutes, he pulled his cock out most of the way, staying inside me only an inch and doing shallow thrusts, which felt so good on my prostate. Once I'd relaxed enough, he withdrew his cock completely, allowed my ass to close a little, then thrust back deep inside me. The first time he did this, I moaned especially loud and begged for more - after that, each time he withdrew, he told me to beg before he'd put it back in again. And I did. Over and over. He then thrust deep into me, laid on top of me on the table and began to thrust more rapidly - deep, hard, fast pounding of my asshole. His breath quickened in time with his thrusts and it felt like his cock was swelling inside me. With a final groan, he shoved his dick as deep in me as he could - I could feel him pulse even through the condom and knew he was cumming, finally cumming after almost 15 minutes inside my butt.

He withdrew his dick from my tired asshole, took off the condom and laid down on the bed, then beckoned me over. He had me straddle his thighs and then he began to finally stroke my dick. I came in less than 10 seconds, my throbbing cock finally getting release. I pumped out more jizz than I think I ever have in my life and he made sure it all ended up on his dick and balls. When I was done, he squeezed the contents of the condom out onto his cock, mixing our loads, and had me lick him clean. I was still shaking and weak from the intense orgasm and thorough fucking, but did as he said and cleaned up all the cum from his body. With that completed, we both dressed and left.

My writing may not convey it as well as I might like, but it was an amazing experience. I've never felt such intense pleasure, never thought it would feel so good to be fucked in the ass and never cum so hard. He's already sent me a message suggesting we do it again, though he'd like me to show up with a buttplug in next time, so my ass is already prepared and he can just pull my pants down and pound me. He's also suggested maybe bringing a few other toys or even having a longer meet-up, so he can give me a real prostate massage and spend a few hours with his cock in my ass. I'm already looking forward to it.

I'm about to have a three way with my boyfriends two bestfriends.

Eight months ago my boyfriends(of two years) bestfriend(we'll call him chris. he's been my boyfriends bestfriend since the third grade?) moved away. A month after that he got drunk one night and talked to me about my bum and how he use to look at it and i liked that so by the end of the night we were trading nude pictures:$.

August came along and chris was in town for three nights. We hooked up two times in each night awhile my boyfriend was sleeping and it was the best sex I've ever had. Mind you chris is three or four inches bigger and two or three inches thicker. The first night, my boyfriend had fallen asleep and we we're still up playing the Xbox so he messaged me saying "so are we doing this?" and i got up to the spare bed and we started kissing. I grabbed his dick and for the first time it felt so new and fresh. So I gave him hand over the boxers for a bit while we kissed and him pulling my shorts down. Ithen rolled onto of him still kissing until i moved my head down towards his dick - something my boyfriend has been talking to for two years. When I put his dick in my month that was when I could feel just how big he was. After a solid five minute blow job I crawled back up to him and put his dick inside me. I began to ride him and he loved it, so did I, I had so much more room to hump and more my ass up and down on. He then switch me over to doggy and we did that for like 20 minutes until he came inside me. I requested him to not put on protection because my fetish is cum lol:(.

Now my boyfriends over friend(We'll call him Cam, friend for 3 years I think.) got involved because well I want to see how he would react to my nudes(chris showed him) and he loved them. So Chris told him to truth and that I was down for a three way with them. it took awhile but he's finally down. I'm excited but nervous, my boyfriend doesn't know and I don't plan on him knowing.

When I was younger and chatrooms were still popular, I spent some time on Yahoo in local, state chatrooms. I chatted with a few women over the years, but had never worked up the courage to actually meet one in person. The internet still had a stigma attached to it back then and I guess I was just afraid of the potential consequences.

When I was 22, I began having a conversation with a 40 year old, married mom whom lived about an hour and a half from me. Her children were older so they were rarely home and her husband was deployed to Afghanistan. She told me that their relationship had been slowly deteriorating for months. She said the few times that she would get to talk to him, it often ended in an argument and that they were most likely headed for divorce once he returned home permanently.

She was a beautiful woman. She told me that before her husband had left, she was a bit heavier, but had worked her tail off to lose the extra weight. By the time we began chatting, she was down to I’d guess around 130 pounds—perfect for her five foot, seven inch frame.

We chatted for several weeks and would occasionally use the webcam. Webcam technology was still pretty new and the image was always laggy and blurry with no sound. As our conversations became more intimate, I would ask for her to show me different things. She was hesitant to show me her breasts. She explained how the weight loss had taken its toll on them. Reluctantly, she showed me. While I thought she was gorgeous either way, she was right. The radical change to her body had done wonders in other places, but the opposite was true in others.

One day, after having been absent from Yahoo Messenger for a few days, she hopped on and said that she was sorry that she had been away. She said that she had had some surgery and wanted to show me something. She turned on her webcam and proceeded to take off her shirt and bra to show me that she had gotten breast implants. Like I said, I thought she was beautiful before, but now every inch of her body was perfect. She would definitely be causing heads to turn everywhere she went.

She told me that I was the first to see them and that she hoped I would see them in person someday. We exchanged phone numbers and within a day or two she texted me to tell me that she was in town to pick up her husband from the airport. His plane would not be coming in until the next day. She had gotten a hotel room downtown and had nothing to do so she wanted to know if I would want to meet to have coffee or something. I agreed to the meeting, despite being nervous as hell.

We had planned to meet at Starbuck’s. It was my hope to get their first simply so she would have to come up to me as I was scared to death to have to come up to her. When I arrived, I was too late. I could see her standing at the counter waiting for her order, but I could really only see her from the side. As I approached the counter from behind her, I heard the kid working the register tell her how beautiful she looked. She said thank you and turned around to see me standing there nervously. My jaw nearly hit the floor. She was stunning! She wore a tight tank tope that amplified her already amazing cleavage. She was also wearing those sexy, cat-eye glasses that I absolutely love on girls.

We awkwardly hugged and I placed my order before joining her out on the patio. We made small talk for well over an hour. It was getting later in the afternoon—early evening. I asked if she wanted to go somewhere and get some dinner. She agreed so we walked a few blocks to a nice Italian restaurant where we had a nice dinner and a few drinks. We continued to make small talk for another good while before I finally paid the check and waited to see where things went next.

I nearly jumped for joy when she asked if I would like to go back to her hotel room and order a movie or something. We walked to her hotel and as we were going up the elevator, yet another guy commented on how beautiful she was. He looked at me jealously as if he knew what was going through my mind.

We entered the room and we both made ourselves comfortable on the bed. She turned on the TV and began searching the pay-per-view titles for a movie to watch. She could’ve turned on anything at that point—I didn’t care. She picked a movie and we began to watch. While I do remember the name of the movie, I couldn’t tell you anything about it as my mind was racing a hundred miles an hour.

We lay there for about forty-five minutes to an hour in silence—except for me getting up to go to the bathroom every ten minutes because I was so damn nervous. Finally, I figured it was now or never so I gently began to caress her cheek with the back of my hand before leaning over and kissing her. This lead to a very passionate make out session before I asked if I could finally see the work that she done.

She lifted her shirt over her head and I wrapped my arms around her back to unclasp her bra. I threw it to the floor, exposing the biggest, most perfect pair of breasts that I had ever been this close to. I asked if I could touch them or if they still hurt too much for them to be handled. She said that she had taken some painkillers as soon as we returned to the room so it would be fine. I gently placed my hands on them being very careful not to be too rough. However, she insisted that she was fine and such delicate care was not required. I continued to fondle her as we kissed, our tongues swirling in and out of each other’s mouths. I lowered my head and carefully licked her breasts, churning my tongue around her nipples.

She told me to lie back and relax. She removed her shorts leaving on the lacey, pink panties that she wore. She undid my belt, unbuttoned my jeans and slowly slid down my zipper. She was somewhat surprised by the fact that I wasn’t wearing underwear, but this only slowed her a second as she took my cock in to her hand. She stroked it gently before lowering her head to give it a lick. She slid her tongue down the length of it stopping at the base to take my balls in to her mouth. She slid back up and whirled her tongue around the head before finally taking the whole thing in to her mouth.

It was pure ecstasy! I had never felt anything like this—the things she could do with her tongue! I desperately tried to recite baseball statistics in my head to keep from cumming too soon so that I could enjoy this for as long as possible. I gave the best effort that I could before finally exploding in to her mouth. It was the most intense orgasm I had ever had. She swallowed it all and smiled as she came up and rested her head on my chest. She must have been able to feel how fast my heart was racing.

We laid there for a few minutes. The entire time she was gently playing with my now soft cock in her hand. After a few minutes, I was hard again and she began stroking me harder. I tried to slide my hand into the front of her panties, but she cut me off and resisted my advance. I told her how bad I wanted to fuck her. She said that she wanted me too, but unfortunately, it was just not a convenient time of the month to do so. So she continued to just stroke my cock for a few minutes.

I was as hard as a rock; throbbing in her hand when suddenly, she stopped and excused herself to the bathroom. I hedged my bets and assumed this was simply and excuse to make preparations as she wanted to fuck as badly as I did. I reached down and took my wallet from my pants that were still lying on the end of the bed. I removed one of the condoms that I had bought on my way to meet her in hopes that something like this would happen. I had been so nervous about what this encounter would be like that I bought those condoms with the desensitizing lubricant to help ensure that you can last longer. I took one and placed it on the corner of the nightstand.

A moment later she returned from the bathroom, having removed the pair of panties that had blocked me from getting to her pussy earlier. She was ready, and so was I. She noticed the condom that I had placed on the nightstand. Standing next to the bed, she took the condom and unrolled it down my penis before climbing on top of me and guiding me in to her pussy.

We fucked forever—in every position imaginable. If it hadn’t been for the extended pleasure condom; I know I only would have lasted a couple of minutes, if not a few seconds. I eventually reached the point where I desperately wanted to cum, but the condom was working all too well. I knew that if I kept it on, I was never going to climax.

Remembering one of our more intimate conversations from Yahoo, I knew that doggy style was her favorite position so I asked if we could do that next. She happily climbed up on all fours and I took my position behind her, discreetly removing the condom in the process. We were facing the mirror so I could see the look on her face as I slid my now naked cock inside of her. She could tell right away what I had done, but didn’t seem inclined to care. I began thrusting harder and harder and told her that I was going to cum. In the slightest whimper, she said, “I want you to cum inside me, baby.”

That was the moment of no return as I thrust my cock one last time and pulled her as close I could by her ass. I unloaded inside of her before we both finally collapsed on the bed. We continued to lie there, now in the dark; kissing and fondling each other before finally falling asleep in each other’s arms.

We spent the entire next day texting back and forth about the encounter and how incredible it had been for both of us. Later that week, she told me that she was going to be coming back to the city to return her husband to the airport. She asked if she could stay with me once she was rid of him. At this point in time I had just returned home from college and was still living with my parents. I was too embarrassed to tell her, so I essentially just dodged the question and explained that I would be busy. Our messages became fewer and fewer over the next couple of days before just finally ending altogether.

To this day, I still think about this night and recreate it in my mind. About a year ago, right before my own wedding, I decided to see if I could find her. All I had to go on was a first name, an old cell phone number that was no longer in service, and the screen name she had used on Yahoo Messenger.

After some creative Googling, I managed to find her Facebook profile. I discovered that she was now living in another state as her husband had been reassigned. They were still married; apparently living much happier than she was at the time of our meeting. I sent her a friend request, but she never responded. I took this to mean that it was best to leave well enough alone. I still check in on her Facebook page from time to time. I have since learned that her son is right around my age and that her daughter, only a couple of years younger than me, is as gorgeous as her mother.

I wish that I could simply tell her how much that night meant to me, but I wouldn’t want to risk jeopardizing her marriage or my own. I am left with the lasting memory in the back of my mind and very few days pass that I do not recall that evening and wish that I would have met her again the following week like she wanted to.

Advice needed....I have been happily married for 22 years and dated 4 years. My wife was a very straight girl and we waited to have sex at her request since she was a virgin. We did the normal messing around so I lived with it. She was and is beautiful. We did the normal marriage thing and had kids and life got real busy. Fast forward....she landed a job working with someone who we considered a friend. He treated her good at work and everything seemed fine. Well it turns out he was in love with my wife and told her. He showed her a lot of attention and since he had 8 hours a day well it was a lot more than I had. I could tell they were close but I always trusted my wife since we had been together since we were teens. Finally one nite I left the room and came back and heard them whispering. I asked him to leave and confronted my wife. She said she have in and had feelings for him. She said they had been involved for 6 months. Turns out the guy has a history with married women. She said they would kiss and she would only give him handjobs to relive him. During the 6 months our marriage seemed good and we have sex a least 3 times a week or more. I was convinced she fucked him so I had her take a polygraph and she agreed. She passed. Anyway I can't get it out of my head anyway but I want to stay married. I get somewhat grossed out but a turned on thinking of her with someone else which is really fucked up..,any one of else experience a case like me??????

I have really screwed up my life.

I'm married to a gorgeous woman for 5 years and we both have very good jobs. "The perfect couple", or, so friends think. 

The problem....I have a gambling addiction......a very bad one. My wife knows about it and is giving out to me about it but she definitely doesn't know how deep I'm in.... hundreds of thousands, over 3 different loans from him. I've been beaten, broken bones and my life was threatened.

The last time was when I was out having a drink with my wife. They came up to me in the restroom, banged my head off the wall and sink. He gave me 1 last week to pay him. 

The following day I got a phone call from him saying that he might have a way that I could pay him back, he said, "well not you but maybe my wife could if you know what I mean". I know exactly what he meant and said, " he could forget about that because she won't be letting that happen". He suggested to me to get her drunk, and I replied that she'll have to be passed out before he'd get what he wanted. He finished the phone call telling me to meet him at his club tomorrow. That doesn't sound good for me.

I called to see him at the club and thinking the worst was about to happen, but I got a shock. He had one of his minders hand me a little bag. He said, " about our conversation last night, give her this in a drink on Saturday night and he'll be calling by at midnight for part payment. It takes about 1 hour to take full affect, have her ready. Now get out of my face."

Saturday arrives. I'm sick. I don't want to do it. I can't do this. But if I don't I'm in huge trouble, I'm a done. 

It's now 9:00, I'm really, really sick to my stomach. I tell her that I'm thinking of staying home tonight have a few drinks here instead of going out. I told her I was having a rum and coke, would she like one. She thought it was a good idea and said that she'd love one. I poured her a drink and we finished our first glass and I offered her a second. As I poured it, I just couldn't put the pill into her drink, I couldn't do it. During the second drink I noticed, it was the closest we've been for a long time. With this gambling problem, we drifted apart, we haven't been intimate in a couple of years. We did nothing but fight. But tonight she was getting close to me. She had her head on my shoulder and started to rub my thigh and even rubbing off my dick and I could see her rubbing her legs together and her body at times started to quiver. She was getting herself ready for me. It was now almost 11:00, and she asked me, could she have one more drink before bed. I went into the kitchen poured out her rum and I hesitated. This sick feeling in my stomach and a lightheaded dizziness came over me as I dropped the pill into her drink....what have I just done. The pill almost disintegrated before I had my drink poured. I brought it out to her, she took a drink from the glass and........ nothing........ nothing at all. She didn't notice. It took her about the 40 minutes to finish. Her words started to get slurred, she had trouble keeping her eyes open, the pill was taking affect. She even joked asking me what did I put into the drinks. She gets up off the couch and stumbled across the room making her way to the bathroom. It is now almost midnight I went in to the bedroom only to see my wife, sitting on the toilet unconscious. She has only her bra on and her panties are around her ankles. I lifted her to the bedroom placing her on the bed, all the time she was as limp and didn't come around. I just waited.

12:30 passed. 1:00 passes. I start to feel better thinking he was too busy or just forget when.....bang, bang, bang on the door. My heart sunk.

I answered the door and in he bursts along with his 2 minders and barks, " where is she."  I lead them to the bedroom where he lifts her eye lids and then slaps her face quite hard. He said something in Russian and the 3 of them start laughing. He checks her eyes again and after that he starts to squeeze my wife's boobs. He slaps them around for a bit and then starts to feel her pussy through her panties. He then pulls my wife's panties to one side and shoves his fingers into her pussy, fingers her for a bit and pulls them out and shows it to his minders saying something to them in his language and they start laughing again, and they start to squeeze her boobs. He takes out his phone and said to me to take off her knickers and bra and as I start, he records me. When I had them taken off I got up and started to walk to the door when he called me back. He said that it was my fault that this was happening and I have to watch.  One of his minders said something to him. Again they start laughing but I'm then told not only do I have to stay but I have to record them with my wife. They took turns with her mouth and pussy. Slapping and squeezing her boobs. I could see them turning a reddish/ purple color. Her nipples were being twisted and pulled. Her face was getting a beating from the whip of a big dick, getting her mouth forced open, getting a dick pushed back her throat. Her pussy was getting rammed by their there dicks which also got her tits bouncing everywhere. This lasted for almost a hour before the first of them shot a load of cum over her face and hair. Not long after the second minder emptied his dick all over her boobs, leaving the boss ramming his dick in her pussy, finally giving one last trust and shooting his load deep into my unconscious wife. He orders me to get a closeup of his cum dripping out from her pussy lips.

They put their clothes back on and head out twords the front door when he hands me one of the slips with the smallest amount from my gambling debt and with it gives me a bag saying they'll be back next week to get his money's worth from us. 

In the morning when my wife woke she was saying that we must have had a great time. She said, " you left your cum all over me. I'm still dripping from you", as she looks down between her legs, showing me the cum running down the inside of her leg. She also said that her breasts are really tinder.

Next Saturday came, I did the same thing to my poor wife. I used her. This time I was told to sit in my car and wait until I was called, which I did. The 2 minders went back to their car opened the door and lead some man into my house. Someone else was about to have fun with my comatose wife. I waited and waited. Eventually, almost 2 hours later, the strainer leaves my house and I get called in. The boss gives me the second slip with my owed money telling me that the biggest amount is still outstanding. He told me to keep Saturday 3 weeks from now free that myself and my wife are invited to his club, VIP guests. I told him that I don't know about that. But he said that it wasn't an offer, it's a request.

What happened that night is something I'll never forgive myself for. Me and my stupid gambling.

I'll write what happened that night, if there is any interest.

It's been a few months since the first time I posted, but I finally have an update after what went down in my post here: https://mlos.pika777.eu.org/V4F8FE98. Short recap, my twin brother hooked up with a girl on Bumble, but wasn't interested in dating her and met someone else. I thought she was cute, despite being annoying. He made plans with her to come over to his apartment under the pretense that he was in the mood for a blowjob, but I was there in his place, so she gave me a blowjob thinking I was him.

My brother is still with the woman he was seeing at the time, but they're only sort of unofficially dating. Idk. He still talks to Rachel, who still seems interested in him, but he's still not interested in her. He seems to enjoy talking to her via text, but in person she’s a chore. He flirts with her here and there, but mild stuff. Since the last blowjob she hasn't come over. Leading up to it she seemed reluctant to be his fuck buddy, so I was glad I got her to myself before she stopped wanting to come by. She also lives a ways away, so it's kind of a commitment for her to come all this way to pleasure a dude that won't date her.

Last week my brother asked if I wanted to have another go with her. This past weekend she was going to a wedding past his place and said she had plans to chill with some wedding friends about 20 minutes from where he lives on the way back from the wedding. She was originally going to uber over, in case she ended up drinking, and then would just need a ride back to her car after seeing him. He instead suggested she park at his place in his 2-car parking space and uber to her friend’s so her car wouldn't be left in some parking lot. He also threw in that he'd be busy when she first got there, but would be back by the time she ubered back to his place. She agreed.

This was actually pretty devious. The real reason he wanted her to park in his spot was so that after she left I could move his car (parked around the corner) behind hers, blocking her in. This meant she'd HAVE to see him to get him to move his car, so she wouldn't be able to get cold feet and go home without coming up to his apartment. She didn’t seem very confrontational, so as long as I was even a tiny bit pushy about coming upstairs it would work out.

So the time rolled around, and about 45 minutes after she was supposed to drop off her car at his place I drove by, and sure enough she was parked in the garage. My bro made plans to be out with his girl so I'd have the place to myself for the night, like the last time. I parked on the street, and moved his car behind hers in the lot.

She ended up coming back about three hours later. When I let her in she was really smiley and giggly, not drunk, but kinda buzzed. We talked for a minute or two, and she told me about the wedding and stuff. She was definitely a bit of a chore to talk to in person, which is why my brother didn’t want to see her, but still definitely tipsy enough that I didn’t have any concern she’d know I wasn’t my brother.

She got up and asked if she could make a drink, but I didn’t want to wait for her to make it and drink it and talk to her the whole time. I just wanted to get on with using her since I had been thinking about it for a few days. I worded it a bit differently when I told her I had been thinking about her all day, and was looking forward to having her to myself. She playfully tried to get away to go make a drink, so I sort of wrestled her into a bear hug to force her to kiss me. Normally that’s kinda fun, but given the circumstances it was pretty damn sexy considering I was wrestling a stranger into kissing me, and I wanted more.

We kept kissing and I walked her backward toward the bedroom. I had one hand rubbing her ass and pulling her waist against mine, and the other on the back of her head so she couldn’t break away from the kiss. I perched her on the edge of the bed, then kissed her neck and pushed her back so she was laying down. She rubbed her hand down between my legs with a big smile, so I took her hand and pinned it flat on the bed and started frenching her. She let me enjoy myself still not realizing she was being used by a stranger. I felt her playfully push back against me holding her down, which was really getting me going.

I took it up a notch, and said “Let me tie you up.” I couldn’t tell if she was genuinely or playfully reluctant, saying stuff like “Wow, taking advantage of a drunk girl?” I kept pushing it, and she agreed. I started climbing on top of her and working her clothes shirt up.

Bro told me where there were a couple belts in a drawer made of thicker cloth material. He had playfully flirted with her about tying her up over text a couple times, per my request, so he told me where to find the belts in case it went that way.

I’ve used handcuffs and belts for restraints before, but of course this was different because of the deception. Once her top and bra were off I scooted her up toward the headboard. I straddled her chest to pin her down as I tied up one hand to one corner, then the other to the opposite corner. As I finished, I stood up and just stared at her. She suddenly looked a bit sheepish as I checked her out. She did the thing where she pulled one side and then the other to prove she couldn’t get away.

I climbed on top of her and sucked on her tits, moving my hand up through her hair and pulled a bit as I did it. She went to say something, but I covered her mouth. I moved down past her belly button and started unbuttoning her pants. I kissed down her hips and pulled her pants off.

One thing I hadn’t asked my brother about was whether she wanted him to use a condom before. I knew where they were, but didn’t want to go for them if I didn’t have to. Plus, even if she asked him to use one before, I might be able to talk her out of it this time. Luckily she didn’t even mention it.

I got on top of her and pressed her down into the bed as I kissed her and felt her up. She was definitely into it. I kept going with the foreplay for a minute or two until I could feel her moving her hips up and down against me. I got up and started to undress, but I had to push it with something cocky I had been wanting to say. “God, you’re really sexy… You should be glad I don’t have a twin brother with a crush on you. If I did, and I owed him a favor, you would be in some serious trouble right now.” She rolled her eyes and told me not to be creepy.

I positioned myself, started kissing her again, and slid my way in.

I found out that my bro’s bed is really solid, so I really started digging in. I kissed her a lot, more than I normally would during sex. Something about the intimacy of kissing during the sex made it even hotter since she had to kiss me back. She had to participate, more so than the sex because she was tied up and didn’t actively have to do much. I stuffed my tongue in her mouth, sucked her lips. I pulled her hair and sucked her chest. I firmly held onto her hips to hold her in place as I pumped and pumped.

I thought about fingering her or eating her out, but I had her in a very compromising position, and wasn’t looking to impress her or even make it pleasant for her, so I didn’t bother.

It was really hard not to cum right away. I had to focus really hard. She was giving it all up because she wanted to impress someone ELSE, which meant that everything I was taking and taking was all for nothing, but she didn’t know it, so I kept taking. I couldn’t help thinking “She doesn’t know… She doesn’t know… She doesn’t know...” over and over each time I stuffed my dick in and raked it back out. I didn’t go very fast. I wanted to feel each in and each out.

I wanted to keep going forever. She was fooled into letting me have her as long as I wanted, and there’s no way she was going to tell me she wanted to stop even if she did.

Finally I got to a point where I couldn’t keep holding it back. The sides of her forehead had little dots of sweat, and I was pretty sure I left a hickey on one of her tits. I told her I wanted her to make me cum.

Until then I had felt her legs loosely wrapped around my hips, and her feet occasionally bouncing up and down, but then she changed her positioning a bit. She kind of planted her feet and arched up her hips so she was more firmly planted. She wanted to give me that extra leverage to really get in there.

I held the back of her head with one hand and started frenching her. With the other hand I went from squeezing her thigh to running up and rubbing her chest, back down to her thigh again. I was fucking her as hard as I could, moving the bed a bit. I could feel the cum getting there until I couldn’t keep it back any longer.

I stuffed it as deep as I could go. It was like when she sucked my dick and I specifically remember the jizz starting to shoot inside of her. It’s such a satisfying feeling, knowing she was giving it up to an impostor. Our tongues rubbed against one another as I convulsed, rope after rope, groaning and pumping as much as I wanted.

I submitted a confession post a few months ago describing my first sexual encounter with another guy (http://mlos.pika777.eu.org/V1C49967), but had another new experience recently that I wanted to confess to enjoying immensely.

After my initial meeting with that guy went well, we decided to start fucking on a regular basis. Started off just meeting at hotels, then at each other's places, then overnights and eventually weekends. Similar dynamic to our initial meeting, with me pleasuring him with my ass/mouth until I earned the right to cum myself. He introduced a lot of fun things to (and into!) me and taught me a lot about being a good submissive bottom. After we were both tested and came back clean, I even let him start fucking my asshole bareback - the first time I felt his sperm pumped up my butt was incredible. Anyway, stories for another time. The relevant point of information is that we have one simple rule. During our meetings, my mouth and asshole are there for his pleasure, whenever and however he requests it.

This last weekend, I stayed the night at his place after an extended session of sucking his dick and riding some of his dildos. We never share a bed when I stay the night ("Only fags *sleep* with other men" being his logic), so I slept in the guest room. I'm a fairly heavy sleeper, even in a somewhat unfamiliar place.

I'm not sure what time it was, but it was still dark when I woke up to him on top of me. I was laying prone and he had the covers pulled away, with his entire body pressed against my back. I could feel his cock, warm and slick with some kind of lube, sliding across my butt crack, spreading that lube over my asshole, He was trying to be quiet, but I could still hear and feel his breath in my ear as his cock ground slowly across my anus.

I must have jerked involuntarily or something, because within a few seconds of me become aware of his presence, he sensed I was awake. Instantly, he slapped one hand over my mouth, stifling a gasp from me. His other hand slid down my body and he began to press the head of his penis hard against my asshole with his fingers. It was so slick with lube that he was inside me within seconds, forcing my anus open and plunging his dick deep inside me. While I had gotten used to his size and having him inside me during our meetings, this sudden penetration caught me off-guard and I groaned against the hand clamped over my mouth. It was a confusing sensation - pain in my asshole from the surprise entry mixed with the pleasure of his cock inside me. Bringing his hand back up, he settled his weight on my ass, driving his dick even further into me, pressing his balls and bush against me.

During most of our encounters, he wasn't very vocal with me, but this was different. As he drew his cock back, he kept his mouth close to my ear and grunted "yeah, this is my ass", before thrusting back hard into me. HIs thrusts were powerful, pulling his cock most of the way out of me, then slamming it back in deep, calling me his "little bitch" and telling me to "fucking take it all". It did hurt - and I squirmed under him, groaning against his hand - but it also felt so incredibly good. Being held down like that, forced to accept his dick pounding into my asshole, was so intense. While I'd been submissive up until then, I'd never felt like such a perfect bottom before. The pain in my asshole was washed out by pleasure and I started moaning and raising my ass in time with his thrusts.

I have no idea how long he spent fucking me. But, finally, he began to thrust faster...and within seconds he pushed as deep inside me as possible, groaned and began to pump his warm jizz up my ass. He's a heavy cummer and, even after having taken his load in my mouth earlier, he still had plenty of sperm for my rectum. His hips shook a little before each hot pulse. After he came, he stayed inside and on top of me until he was soft. He finally rolled off of me and got up, told me I wasn't allowed to touch my own dick and/or cum, then got up and left the room. My dick was throbbing - begging for release - and my asshole still sore from the rough fucking, but it all felt so amazing and my head was spinning. I'm surprised that I managed to fall asleep again after that experience, but I was exhausted from the rough fucking and eventually did.

A few hours later, he woke me up again the same way for another round...