What is the best orgasm you have ever had? As a guy, I’ll never forget the best orgasm I ever had. I had just gotten out of a year and a half long relationship. The sex was great but me and her just didn’t work. I was in my early 20s and just wasn’t looking for another relationship. This one girl though knew I became single and was on the border of being obsessed with me I think. Hung out with her a few times, she did what I said. I’d I told her to suck, she sucked. If I told her to swallow she swallowed. Then I got the idea that well, she will do anything I say, and I have always wanted to try anal. Sure enough, she was willing to do whatever to please me. She came over and we were down in the basement of my house on spare bed, I snuck her in through the back door (pun intended). I fucked her ass and she took it like a champ and when I came, I shot it deep in her ass, it was like fireworks going off in my head. See with my ex the sex was great but she wouldn’t do anal, and I just came in her mouth every time after pulling out of her pussy so this was the first time I didn’t pull out while fucking someone. It was such an intense orgasm I felt like I came a lot and my legs felt so weak to walk. It was absolutely amazing. She knew that I didn’t want any relationship and she eventually went and got a boyfriend not too long after. Though she came to me to help her “train” anal with her because her boyfriend wanted to do it with her. I did it a few times, all were great but it never recaptured that feeling of that orgasm.
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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!
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Shyanne's 1st Photo Session
She was my first model in a long time. I found her by placing an ad in the local paper. When she replied to the ad, the only photo she ever did was a "Glamour Studio" head shot. So my setting up a photo session was a partial risk just going by a portrait and measurements. Her measurements were "off the charts" in the WOW departments.
We met at a local restaurant and then she rode with me to the hotel. Once in the room, I had her sign the model's release and I checked her ID. While I set up the equipment, I directed her to strip so that I could take her measurements. As I was doing my setup, I looked at her figure and knew it was a "winner". I shot thru doing the tape measuring as we chatted about the types of topics we would try in this session.
As she was already nude, I posed her on the bed for a couple shots and then had her spread eagle. Her pussy was totally shaved and I wanted to eat it right away. First off I wanted to see if she would do Adult Type shots, so I handed her a flesh colored Penis Dildo and told her to pose as if using it on herself. Placing it in her hands, she smiled as if this was a real first for her. I told her to spread her legs and act like she is going to insert it into her pussy. She quickly did so while spreading her pussy lips with one hand, and directing the dildo at her opening with the other.
I had her lift it to her mouth and act like she was going to give it head. She was doing great without any objections. So I had her roll over, spread her legs. I reached in and spread her pussy lips and placed the dildo at her vagina. Then I had her reach back with her right hand and I placed a thin flesh colored anal toy at her butthole. She held it in place as I did a photo. Having her then hold it near her face, I did photos of her examining it. Then I had her reach back with it and hold it at her ass. I was getting no "Red Lights" so I knew she would be open to actual toy play later.
Wanting to not scare her at this point, I had her dress in a Female Santa Costume. While taking shots, I directed her to flash more and more of herself. Continuing the theme, I had her strip and climb into a full body sized Christmas Stocking. It was to make her look like the best "Gift To Receive".
Having her strip out of that outfit, I ran the water in the Whirlpool Tub for the next setting. Having her sit in the water, she was laughing and told me how it was not something she was expecting. I told her the topic was that of playing with herself in the tub and how we would just try a few poses to see how it worked out. I posed her standing at the wall and holding the grab rails. Turning around, spreading her ass, I got good butt shots as well as open pussy photos. She was getting into these poses now so I knew she was getting turned on. As the Whirlpool jet had a waterfall-head, I had her straddle the water spray and open her pussy lips to receive it. Making her pose that way and move around, made her facial expressions very real looking. After a series of shots, I handed her a towel and we did a few shots that way.
Having her remove the towel, I dressed her in a Belly Dancer costume. It had a Gold Glitter Bra, Pink Sheer Skirt, and a Gold/pink Glitter Thong. Various posing with and without items, flashing nipples and pussy lips. Stepping into the bathroom, I had her pose as she also wanted to see in the mirrors.
Having her remove all except the thong, I had her pose on the bed. Then directing her to lower the thong, she displayed her pussy and butt for more photos.
The last costume was a bit strange but I like to try for laughs as well. It was a leather Warrior Princess outfit and she got into the acting ok. It did not inspire me very much so we moved on.
I had her dress in a black night gown and do a few standing and sitting poses. She flashed tits and pussy at times, making for great close-up photos.
I told her that in the next session, that I wanted to shoot some video to capture her voice with action. We talked about the posing we just did and I asked her if she would try actual masturbation with toys next time? She said "Sure". So we packed up and left it till the next time.
I have a confession.
I went to the adult theater a few weeks ago. The theater section always has a guy getting blown. I sat in those seats this time and let a couple older guys stare at my cock. Them one of them said he liked my cock so I left him stroke it. we were interrupted so I didn't cum in his throat. but he said he wanted to drink my cum and blow me.
a young gay guy asked me to hook up but I only receive blowjobs I don't fuck in the ass of suck guys i'll beat them off and rub dicks together and cum on each other but No anal.
So each guy there had small dicks so I hurried up and got my 9 inch cock hard which made them all beat off harder. I enjoyed just being watched but when the one guy started rubbing my dick I wanted to fuck his mouth bad. instead when I came I was in a booth and nobody made it to catch it in their mouths. next time im wearing a cock ring and bringing some ice to smoke. shit will get kinky then. those guys will be riming me and begging for my cum. Last time I got high and came 3 times twice on some guys once in a guys mouth
I confess that I miss my ex. We were constantly making love and trying new things. He convinced me to buy an anal plug. One time he fingered me so much that I squirted twice, so much I was sitting in a puddle. I rode him until I came and collapsed from exhaustion. He made me keep going until I came again and again until I couldn't speak or breathe or move. Another time he started teasing me, making me wet. He held me down and whispered in my ear how bad he wanted to fuck me. We snuck into his room, and the second I got there, he pushed me down against the bed. I moaned 'oh God' right as he did it. He pulled my panties down, putting his dick on my pussy. Then he grabbed my waist and shoved himself inside me and fucked me soooo good. We also snuck down to my basement once and I gave him a unexpected bj and after I had swallowed his whole load I stood up and he turned me around and laid me over the dryer and fingered me until I orgasmed. There was the time I grinded on him, he had his eyes closed and softly moaned every so often. I loved seeing him like that. He kept kissing and biting my neck and it felt soooo good. I would gasp every time he'd kiss me right under my jaw, I just couldn't help it. He pushed me down and while I was back, he put his hand over my mouth and was kissing me in that spot. I was so turned on, He grinded on me while holding me down, kissing me. Making me beg for him to fuck me. I would risk my current relationship to make love to him one more night (we'd most likely go 3 times in that 1 night)
my G/F has always refused anal sex. i mean she would freak out if my dick even touched that hole. but i tore that ass hole up yesterday.
let me tell you how this all went down. it started a few days ago. we was laying on the couch watching tv. and she jumped up for some reason and kicked me hard in the balls. and let me tell you if i wasn't already laying down i would have went down. she laughed and grabbed my balls through my pants and started jerking on them. she backed off laughed and i was almost in tears. she came up saying i'm sorry and start rubbing my dick then she undid my pants pulled them down to my knees and started rubbing my dick again. i was thinking she going to give me a i'm sorry blowjob. I WAS WRONG. she grabbed my balls and started pulling me off the couch on to the floor and started pulling me down the hall.
i don't mean in a playful way i mean. i'm going to fucking hurt you way. i manged to get one leg up and i kicked her as hard as i could in the pussy she turned loose i grabbed her hair and pulled her to the living room and yelled what the fuck are you doing. you need to get the fuck out of my house now. i wasn't playing she laughed and said she was trying to be just a little kinky. she striped and said want to fuck now. i told her to get the fuck away from me and get the fuck out of my house now.
she got on her knees and started sucking my dick not touching me with her hands i was ready to forgive her even though my balls was killing me. blow jobs seems to over rule anything. then she bit me and i mean clamped down on my dick. first time ever i tried to knock that bitch out. she stood up and kicked me in the balls.
i don't know how my dick and balls was black and blue with deep red teeth bites hurting like hell but was hard as a brick. she ask what i was going to do because i had her pinned down on the coffee table. i spun her around and no lube no nothing and i was balls deep in her ass i took my shorts and stuffed them in her mouth. i fucked that ass and they only lube i used was spit when i felt my dick getting dry.
i fucked that ass for over 45 minutes at least i know because mash was just coming on when i started and it went off and the brady bunch over half over when i pulled out and came and pissed all over her.
picked her up through her out the front door and locked it. i'm sure she had cloths in her car she always does but she left.
i thought she would be calling the cops but she didn't and this morning she called and ask if she could come back that she is sorry she went to far. but never thought i would get her back the way i did.
i told her give me a few days and we will see.
but all her cloths are already packed and in the garage and all the locks have been changed.
i'm kinky but not that kinky.
Hello all you dirty kinky perverts. I have a confession and I can only tell you all because none of my friends and family would like it, I am still not sure I do but it happened and there is nothing I can do about that now.
Ok my name is Ann and I am 39 years old, I left my husband about 4 months ago, he was very abusive both verbal and physical. I had to move over 400 miles away to get away from him. It was an old friend from school who actually convinced me to leave him. We reconnected through facebook about a year ago. And in that time I opened up to her about what was happening in my life. She always said I could come and stay with her if I needed to get away and I finally took the plunge packed a few bags left my husband a note and left, got on a train and turned up at Lisa's door that same day. She welcomed me and it was like we had never been apart, we had always been close at school until she moved away when her dad got a job. She had gone through something like me and had got away from her abusive husband, but unlike me she had 2 daughters Jan 21 and Laura 19. She was much stronger that I was and took her husband to court and he is actually serving time. That first night we just sat and talked drank a lot of wine and she told me she was seeing someone, what I didn't expect was she was seeing another woman and said I would meet her later in the week. She showed me to the spare room and I was very drunk at that point, I woke the next morning with a bad hangover laying on top of the bed totally naked. I couldn't remember getting undressed but I needed to pee so very much I ran to the toilet still naked burst into the bathroom and sat down to pee. It was only then that I saw Lisa in the shower, I laughed and said I was sorry but really needed to pee. The bathroom was a full on wet room with no shower screen and I got a very good look at her naked body, and thinking back she got a good look at me too. Now about the only good thing my Ex did for me was making sure I kept myself fit. I am quite short just 5 foot tall, I have long dark hair but very small almost no breasts at all. For 10 years I have waxed my pussy and don't think I will ever let hair grow back now. As I looked at Lisa, feelings of jealousy came back because unlike me she has and always had massive breasts and also unlike me she had a nice pubic bush, he strawberry blonde hair looked amazing next to her pale skin. She also has freckles all over. I remember seeing her naked as we were growing up but couldn't remember all those freckles, I asked her where they all came from and she laughed saying she always gets more every time she sunbathes. I finished peeing and said I should go put something on, she laughed and said not to worry about it as she and her daughters really didn't bother too much with clothes at home. I stood up and she said to come and shower and she would was my back and hair for me. She was so gentle and I almost didn't notice as she got lower and washed my bottom too. We dried off and she said I should come and meet her girls. I had a towel on but when we got to the kitchen both her girls were totally naked and oldest Jan was her double. Laura was short like me and a natural blonde, She was in a word beautiful.
Now as the weeks went on I got very used to being naked with them all, and Kerry, Lisa's girlfriend was so nice I could see why she liked her. Last month Lisa had to go away on a course and left me alone with the girls. Jan had gone out and I went to ask Laura what she wanted for dinner, her room door was wide open and she was on her PC, there was no mistaking what she was looking at, it was a lesbian porn movie and there was also no mistaking what she was doing, she had a vibrator deep inside her pussy, I didn't know what to do or say, but she laughed and said sorry she forgot to close the door, all the while sliding her vibrator in and out her pussy. She turned round and I got an even better view of what she was doing, her legs wide open and shaved pussy it looked amazing. Now I had never ever been with another woman before but had thought about it and more so since I started living here. Laura laughed and asked If I liked what I saw? Before I could answer she reached out and put her hand on my pussy, she smiled and said "your wet" All I could say was what do you want for dinner? she pushed a finger in my pussy and said "your pussy" I was lost from that moment on, she pushed me onto her bed opened my legs and before I could say no she was licking my pussy. I gave in and let her do what she wanted. I have to say her tongue was amazing, I knew she had done this before, maybe lots more. I came soon after and she kept licking and I came again and again. She finally stopped and said she had wanted me from the first time she saw me. I told her I felt so guilty but she laughed and said not to. I went to make dinner and I felt her behind me, she kissed the back of my neck her hand at my ass, she pushed her finger at my asshole and then pushed it in, I am very used to anal sex as my ex would fuck my ass most nights and if I am honest I enjoyed anal more than in my pussy. She had me bent over the worktop and she was fingering my ass, now she was quite rough too and spanked my ass too, she called me her whore and said I would have to do what ever she wanted now. She kept spanking me, quite hard and I knew it would be sore to sit after this. She pulled her fingers from my ass and put them to my mouth and told me to lick them clean, I did as she asked and then she turned me round and kissed me. Now the next 2 weeks she would come to my room at night and do what ever she wanted to me. We almost got caught by her sister a few times.
I moved out last week into a small flat just down the road. Laura visits me each day and uses me like a whore. I am so scared Laura will find out
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