so yesterday I went onto a sex toy website because I was thinking about buying some lube and I got really horny while browsing, I ending up buying lube, a fleshlight, a cock pump, 3 butt plugs (small, medium and large), a dildo and a vibrating prostate massager all set to arrive on Thursday, I cant wait. I have only tried anal masturbation a few times with my fingers and few small items I found about the house, now I cant wait to i become an anal whore able to take my new large butt plug or dildo without hesitation. I was thinking about documenting my adventures would anyone be interested in seeing that sort of thing?

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 met a random married lady at a motel yesterday. She messaged me out of the blue and things escalated quickly. I will post some of the chat below. I managed to sneak a few pictures as well.
The deal was she would take her panties off outside and hand them too me. At first she said she would have a butt plug in but said she couldn't get it out of the house because her husband was home.
Anyway she knocks and straight away bends over an pulls down her panties and hands them too me. They are a bit wet too. She had a big smile, nice face and a fat ass. Didn't expect this but she had dreads, lots of tats and smallish fake tits.
We go inside and after a quick chat get into it.
I start eating her out then finger fuck her to make her cum. The most surprising thing was as she was about to cum she grabs my arm and yells "Fuck You". She yells that every time she came. At first I was a bit shocked but then really liked it by the end.
I start fucking her and she knows how to make it fun. Legs up, sexy moans, pulling her nipples the whole lot. I jumped off and quickly finger fuck her again to orgasm. This time it's a lot wetter and I thought I felt a little squirt.
I put my cock straight back in and start fucking harder. As she gets close again I do the same thing. This time she squirts all over my hand and the motel bed.
I do this one more time then bend her over (like the pic).
I fuck her doggy and then do the same fingering to make her cum again. This time she explodes yelling the biggest fuck you so far. She squirts so hard some hits the wall 2 meters away. The rest covers my leg and foot. I was standing in a puddle and almost falling over so had to grab a towel and clean it up.
I fucked her doggy until I came inside her.
We both lay on the bed exhausted until we go again.
I make her cum a couple more times but no more squirt, think she was out, and cum inside her again.
We clean up and she leaves without her panties which I can still smell her pussy on.
Was fucking amazing.
Can't wait to meet her again.

this is my first confession. i am a girl, about 5'2 with DD 32 boobs, id like to say i have a nice figure, and a pretty nice butt. when i was a sophomore in highschool, i had this teacher named Mr.Drew (names are of course going to be changed) who i had a huge crush on, he wasn't old, he was maybe 25. he was fit, with an amazing body, and model status hair. One day after school in video tech, he and i were discussing the layout of our school news, and i told him about the fact that everyone thinks he's cute, and he said, "honestly, i find some of the girls attractive" and i looked at him, and he said, "yes. Even you." we laughed for a bit, and then he put his hand on my leg, and slowly muved it up my thigh. he looked at me, and i smiled, so i guess he thought it was okay to grab my right tit. i felt pretty ecstatic at this point, especially when his hands reached the hot spot under my pants. long story short, i let my 10th grade video tech teacher finger me, for the first time in my life.

This Saturday my wife and I will be heading out for the evening. I am going to instruct her to wear a light summer dress. While we are having drinks I am going to tell her to go to the bathroom and take off her panties. When she brings them back to me I will hold them up to "inspect" them and allow everyone in the restaurant to see that my wife's panties.
We will leave soon and go to my car. I will instruct her to sit with her butt directly on the seat (maybe on a towel) making sure her dress is not under her butt. I will then hand cuff her hands to the head rest. I will recline her seat and give her the option of wearing her shades or putting on a blindfold.
Once we hit the road I will pull her top down and her dress up to show her off. I will instruct her to spread her legs and I will use my fingers as well as toys to please her and show her off while I drive.
We have a small car and so everyone in an suv, pick up truck or semi will be able to see her in all her glory.

I confess that I'm s sick fuck and like to stick pickles up my butt and walk around with them all day in my anus.Then come home and finger them out while jacking off on the toilet.My girlfriend has caught me and is disgusted by it but I can't help myself from doing it .I go through 5 jars of pickles a week .Any help would be appreciated.

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.