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The Caught Compilation 27

The Caught Compilation 27

The Single Worst Invention of All Time

The Single Worst Invention of All Time

Threesome Gone Bad

Threesome Gone Bad

Gangbanged Into Orgasmic Bliss

Gangbanged Into Orgasmic Bliss

The Art Of Male Stripping

The Art Of Male Stripping

Homo Fail

Homo Fail

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35
Anonymous
@confessions
05 Feb 2017 12:27PM
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I am Lisa and im 63 years old, I have been coming here for about a year and love reading peoples confessions and feel it is about time I write my own. It all happened way back in 1973 and I will try and write it down as best as I can remember it.
I was 19 and still very much a virgin, I was raised by very strict catholic parents, they even made me think that masturbation was wrong, even though the year before I had started doing it. but feeling very guilty after doing it. I had left school the year before and didn't have many friends. I got a job for the summer at a holiday camp on the east coast of England (not going to name it) I was really looking forward to getting away from my parents and when I got to the camp the manager put me in with two older girls, Karen 26 and Tina 30.
Tina was tall blonde and had the biggest boobs I had ever seen, Karen was Tiny only 5 foot tall and like me had red hair. Both girls very very friendly and they had made me a bed up in the living room of the cabin. The first few days were a blur as i learned what my job was. We worked almost every day and only got 2 days off a month. My first day off was 2 weeks after I started and Tina was also off that day, she decided she was taking me into town for a drink, I tried to tell her I did not drink and never had, but she would not take no for an answer and told me to put on something nice, since it was still very warm even at night I put on my best dress that I had with me, it was a pale yellow summer dress and since my boobs were so small I never needed a bra. We went to a local pub nothing very exciting but it was the first pub I had ever been in. She got me a glass of wine and it went right to my head but I loved it. We talked a lot and the subject turned to sex and men. She got it out of me that I was a virgin and that I had never even kissed a boy, the more wine I had the more I opened up. She told me that she would have to find me a man this summer. Now because of Tina's big boobs and because she was also very beautiful she did get a lot of attention from the guys, she used to be married but her husband had died in a car accident 3 years before. She loved the attention and one guy (Tom) was really nice he was 21 and I could see he really liked Tina. About an hour later she told him she didn't want to leave me alone and he suggested that we both go back to his house as his parents were gone and he had the house to himself. 10 minuets later we were back at his house and i got handed another glass of wine and Karen and Tom were Kissing and touching on the couch next to me, I thought they would go to a bedroom but they started stripping each other right there and were soon naked, I didn't know what to do, but I couldn't look away. His cock was hard and he was soon fucking her hard and fast. They finished and it was only then they remembered I was there, Tom stood up and Tina laughed and asked if I wanted to touch his cock, she didn't need to ask me again I just reached out and grabbed it, it was still wet from Tina and he got hard again as i held it. Tina smiled at me and said I should put it in my mouth, I didn't really want to but he got closer to me and Tina just kept saying do it, so I opened my mouth and he put it in. Now I had no idea what to do, but he was pushing it in and out and I have to say I felt very naughty and it felt good. He pulled it out and shot his cum over my face hair and dress, It was then I noticed Karen had her hand on my thigh, she moved it under my dress and found my panties, I had gotten quite wet, and before I knew it she was pulling them down and Tom was trying to get my dress off, I had to stand up and before I knew it I was naked. I had never been naked in front of anyone since I was very young. They pushed me back on the couch and Tina told Tom to fuck me but said to wait until she had got me ready, she used her fingers on my pussy gently rubbing me and she slid a finger in me, I was totally under her control, my legs were spread wide and when she thought I was ready she told Tom to move in, I was a little scared but Tina kissed me and that distracted me as Tom put his cock in, very slow he pushed it in, it hurt but she kept on kissing me rubbing my small boobs too, he kept pushing then all of a sudden it went right in, that really hurt but it also felt kind of nice and it kind of sobered me up. he kept fucking me, I am not sure how long but he shot his cum inside me and pulled out, when I looked down I almost cried there was so much blood but Tina said not to worry as that was normal. She took me to the toilet and cleaned me up. She asked If I was OK? to my surprise I found I was and told her I had enjoyed it, She kissed me again and told me it was going to be a great summer. We got back from the bathroom and found Tom sleeping on the couch, we got dressed and left. On the way back to the camp she kept stopping and kissing me feeling my bum and when we got back she pulled me into her room, she stripped me naked and pushed me onto her bed, before I knew it she had her face in my pussy, she licked me I am not sure for how long but all of a sudden I felt funny and started shaking then for the first time ever I came Oh my god the feeling was amazing. She moved up and cuddled me. I woke the next morning in her bed alone. She had already gone to work and I was alone in the cabin. I showered and dressed and went to work feeling very happy.

That night I got back to the cabin, Tina kissed me as soon as I walked in, Karen was on the couch and she said I was one of the girls now, as I walked past her she gave me a light smack on my bum, it was then I saw that Karen must be as naughty as Tina.
Now our work didn't leave us a lot of free time and usually left us knackered after it. It took 3 days before Tina took me to bed again, this time I was sober and she just grabbed me as I walked in tore off my clothes and before I really knew it she was down on my pussy, Her tongue worked its magic and soon had me cumming, She got off me and I was about to get up when Karen walked in she took Tina's place and was licking my pussy, Tina straddled my face and lowered her pussy to my lips, she was already very wet and I was not sure what to do, but like Toms cock before I let her do most of the work with my tongue finding its own way, they swapped palce's but I was always on my back. After about an hour I was exhausted and we all sat and had a little drink. I discovered I loved being naked
Our next day off we all went out together to a secluded beach, we had wine and a picnic and it wasn't the warmest so we had the place to ourselves. We did start with wearing bikinis but we were soon all naked the had cover with some rocks and someone would have to be right next to us to see us, so we felt safe. We had lost of sex that afternoon, too much to list or remember but to this day sex in the open if my favorite.
It was 3 days later Tina had to leave as her mother was sick, and it only left Karen and I. I was going to move into Tina's room but Karen said I should just sleep with her. Over the next few months we fell in love, now back then being a lesbian was not as accepted as it is now, so we hid it. Our summer job ended and I did think about going back home but Karen and I moved into a small flat together in a city I wont name. We got jobs working in a pub, and I was very happy being with Karen but I did want to try men again and Karen knew it, she didn't want men at all but did say if I wanted one I could as long as she was there with me.
There was one guy I liked he came in to the pub most nights so I set about getting him into bed. and that proved harder than I thought, he was about 40 but still very good looking but also married. We got talking and I took every chance to flash him some skin, I would wear the shortest skirts and never wore a bra, I wore loose fitting tops and would bend over knowing he could see my small boobs, he finally took the hint and one night he was waiting for me leaving the pub, we kissed and touched for ages and I took him back tot he flat I told him about the condition and to my surprise he was cool with it, Karen sat and watched us strip and fuck, it was all very quick but he did have a big cock and oh my god he shot so much cum inside me. he dressed and left and Karen was on me as soon as he left, she didn't mind licking his cum from my pussy in fact I think she really liked it. This happened once a week for a month until his wife found out and well things got a little messy she attacked me and I ended up in hospital
Karen decided we should move and for the next year and a half she was my only sexual partner, then out of the blue Tina got in touch, she invited us to her house as her mother had died and left her very well off, so off we went to Devon and my god Tina's house was massive very private with massive garden in the back and a swimming pool. We had no idea Tina was so rich, she hid it very well. We were only there 10 minuets and we were all naked, but as it was cold out we stayed in doors, we caught up the only way we knew how but fucking each other till we could hardly move. Over the next week we fucked so much we almost never dressed and Tina asked us to move in, we jumped at it.
Now it is not easy living in a 3 way but we worked hard at it and we all loved each other very much, Tina brought us men to play with and in 1976 I fell pregnant and gave birth to my daughter Emma, Tina was next to get pregnant in 1978 and had a son Mark. Karen had still never fucked a man yet but that all changed in 1980 when one of the men we had over really wanted to fuck her too and with all the booze she gave in and let him do it, she loved it and from that day on she would fuck with the guys we had over and well in 1982 she fell pregnant too and had a daughter Lucy.
Our sex life sort of calmed down a bit, we still had sex with each other a lot but the men got fewer and fewer.
Tina got sick in 1990 and died in 1993 she left everything to Karen and I. I adopted Mark and Lucy and we really had a great life, our kids knew about us being lesbian and my own daughter came out as bisexual that year.
I never had sex with a man again until 2010, Karen and I were talking as all the kids had left home maybe it was time to spice things up again, but it was not so easy since we were not as young and hot as we used to be, then we had a stroke of luck, My daughter Emma asked me if we could put up a friend of hers for a week as he was down our way and had no place to stay, she had told him of our nudist lifestyle and he was fine with it. David turned up the first week of June, what Emma had left out was how young he was, he was just 22.
We didn't want to scare the poor boy so when he turned up at the door we were dressed when he turned up, we let him stay in Emma's room, looking back it is kind of funny because Emma is a very girlie girl, her room is very pink and we didn't clear it out and we didn't know she had so many sex toys in there, he started to un pack and the first thing he found in the drawer was a big vibrator, I couldn't help but laugh, he did too and told us not to worry he knew Emma very well. We left him too it and went to make lunch, we had got naked and when David came down he was also nude and my god what a body his cock even soft was big and meaty.
That night we had a few drinks and discovered he and Emma were an item about a year ago but she left him for another girl, my daughter can never stay with anyone for very long. As we drank the more I looked at his lovely cock and the more I wanted it inside me. Karen saw my look and being more than a little drunk she told him that I wanted to fuck him, she never could handle her drink but when she told him his smile told it all. Now we may have been older but we did keep in shape and his cock was getting a little hard, Karen reached over grabbed it and it was soon very hard, it went over and lowered my mouth onto it, he never tried to resist and Karen let me suck him she stood up and let him finger her, that night we took turns fucking him, I loved the feeling of a cock cumming in me again. It turned out to be a very very naughty week, he fucked us both so many times I lost count, we even did anal something I had only done with a man once before but lots of times with sex toys. At the end of the week he left us but we were feeling very happy and told him to come back any time.
Sadly Karen got Cancer in 2013 and died 2015 I was in bits for about a year and decided living in this big house all alone with so many memories was too hard to take, Emma and her girlfriend moved in and I went traveling Visiting Mark In Canada with his family, Lucy lives in Greece she is as wild as Karen ever was and when I visited her she had a man waiting for me , she knows me so well, I spent a month there and it was like re living my youth I lost count of the men I fucked she just kept bringing them home for me ages 18 to 55, it was easy for her because like her mum she was very beautiful but unlike her mum had 36DD breasts
I went back home for new year 2017 Emma had some close friends over and we had a nice naked new year and that is where I met Gavin, he is Emma's girlfriends (Susan) dad, we hit it off right away and as we talked he told me how after his wife died he visited Susan and Emma often and slowly got used to being naked with others, it took a week but we ended up in bed and so begins a new chapter in my life

That is my story i hope you all liked it, first off there will be no pictures mainly because when most of the good stuff happened we never took any but mostly because I just dont want too
So if you want to leave a comment please do so but if you are going to be nasty please go away

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Anonymous
@confessions
06 Jun 2014 1:04AM
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I confess that I want to have sex with my friend's sister. Before my friend Eddy moved a couple states away, I used to go over to his house on a pretty regular basis. This was back when we were about 12 years old and liked to pick on his younger sister, Maive, who was 7 years old. She would try to bother us in return, but it was usually in the form of tattling. That summer, I joined Eddy and his family at their lake house (which was really more of a small cottage) further north for the weekend. I thought it was odd that his sister was naked often but it turned me on, despite the age difference, and I had to hide a few hard ons. She came out of the bedroom once when her parents weren't in the cottage, she was naked, and she kicked her legs up and sang a weird song about Chinese Chickens. I was watching between her legs the whole time, since she had only nipples up top. She went into the bedroom when she finished her song and put on some clothes.

The next day, after swimming, Eddy, Maive and I all walked up the hill to the cottage and went in the bedroom to change. The bedroom was small, and had two sets of bunk beds. One for girls and one for boys. I was expecting Maive to change in the bathroom, but she took off the top and then the bottom of her bikini right in front of both of us, revealing her pink nipples and smooth, pale vagina (which she called her "mini butt"). Eddy was unfazed, and took off his trunks as if this happened every day. I took off my trunks and my penis stuck out, embarrassingly. Maive saw my erect penis, reached over, pushed it down, watched it bounce back up, and giggled a little. I noticed then that my Eddy was uncircumcised. I asked "why does your wiener look weird?" and he just said "I don't know" Then Maive walked over to him and stretched his foreskin a little. "Boys have a weenie and girls have a tickle spot" she said, standing next to her brother. "Touch it" she said to me, pushing her pelvis in my direction a bit. I nervously extended a finger and brushed the middle of her vagina a little. "See, it tickles" she said. I sat down on the bunk bed behind me and looked at her vagina, admired its smoothness, its softness, trying hard not to get up and grind my penis on it. "What are you staring at?" she asked. "Oh, it's just that the knot in the wall over there looks like a smiley face" I lamely replied, hoping to distract her. It worked, and that embarrassing moment was over.

We finished changing and went back outside to play kick the can with the other kids who lived nearby until it got dark. Eddy's parents cooked dinner, everyone ate, and we went to bed. I woke up late the next morning, as I usually do, and Eddy was already up. Maive was standing in front of her bed, and I rolled over, grumbling and stretching a little, to look at her. She heard me and turned around, saying "Oh good, you're awake! Wanna help me in the bathroom?". I thought she meant cleaning the bathroom by that so I efforted myself out of bed, still in my pajamas, and followed her into the bathroom. She then pulled down her pajama bottoms and sat on the toilet. "Wanna watch?" she asked. "Okay" I replied, surprised. I leaned in, putting my head between her parted knees to see the stream coming out of her vagina. "Want to wipe it?". "Oh, no thanks, I'm good" I replied nervously, despite that I really wanted to and had a raging boner. She then wiped and flushed, and we left the bathroom together. Fortunately, her parents were on the lake fishing, and Eddy was playing his Gameboy in the loft, so nobody noticed.

That was the last time I really saw Maive's body until a year later, after her parents were divorced and I came to visit at her mom's house. Eddy and I played two man football in the garage (yes it was as stupid as it sounds), then took a walk to BK and got some lunch, shooting the breeze, wasting time, and most importantly, getting away from Maive and her cousin, Mary, who was spending the night. Once we came back from lunch, Maive and Mary kept spying on us, which was irritating, since we were trying to play Mario Kart in Eddy's room. We hatched a brilliant plan to get rid of them, however. We paused the game and hid behind the door of the bedroom. Maive and Mary walked in, looking for us, and I shut the door behind them and stood in front of it. Eddy stood in front of the other door. "Come oooon Eddyyyyy! Let us ouuuuut!" Whined Maive. Eddy didn't move, and neither did I.

"We're not letting you out until..." started Eddy. "...until you freak us out!" I finished. "What do you mean?" asked Maive. "I dunno, lesbian stuff" I replied, grasping for an idea. "Oh, okay" Maive said, no shock in her voice. Then she whispered something to Mary and they started kissing. They were eight years old and already knew how to french kiss, which I thought wasn't really impressive at the time. The way that Maive was rubbing her leg on Mary's started to arouse me though. "Meh." I said to them, acting unimpressed. Then, Maive whispered to Mary again, and they took off their shirts. Maive was still flat, so she wasn't wearing a bra. Mary, on the other hand, had developed some small breasts, and Maive walked behind her and and removed her bra, dropping it on the floor. Mary's nipples were a tad browner than Maive's and stuck out.
Then Mary turned to face Maive, and they resumed kissing, but this time pressing their budding breasts together, nipple on nipple. My penis was super hard at this point, but being 13, I didn't know what to do about it, and Eddy was there, so I tucked it under the waist of my jeans. "You're gonna have to do better" I said. So Maive and Mary stopped kissing and took off their pants and underwear. Maive's vagina was still smooth and hairless as I remembered it, and Mary had just sprouted her first thin patch of wispy black pubic hairs. They went back to kissing again, but they pushed their pelvises together, attempting to touch their vaginas together. Maive looked over at me. "Well, at least you're not running at us or something" I said. Mary stopped kissing Maive and did exactly that. I took my hand out of my right pocket and placed it on my thigh. Mary ran to me and rubbed her vagina on my leg, touching my hand multiple times before returning to Maive, who had finished doing the same thing to Eddy. "Wellll?" Maive asked. I turned to Eddy and said "I'm a little freaked out, how about you?". "Yeah." he said. "You can go". I moved aside from the door I was blocking, and Maive and Mary, carrying their clothes, ran around the corner into Maive's room. Aside from an uneventful game of truth or dare with the girls the next day, I haven't had any more encounters with Maive. She's older now, taller, has beautiful breasts and an athletic build. I hope she's still as adventurous as she used to be.

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Anonymous
@confessions
02 Jul 2014 2:58PM
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I am a lesbian and I have a thing for my mother. weird right. I knew I was gay since I was 14, had my first relationship at 17 and later at university I found out I liked older women. I was exclusive with a woman (35) my first year at uni.

During my summer break I went home and one evening I spied my mom and her boyfriend in the living room. I didn't run away but watched from the top of the stairs. My mom is beautiful and sexy and couldn't take my eyes off of her body. I went to bed and jilled off hard that night. That weekend I went to the bar and cruised for an older cougar and found one close to how my mom looks. We fucked hard all weekend and parted ways but I kept her number.

The next weekend my mom had a barbecue and a few friends over. Mom got quite drunk and while Lui kept friends company I helped mom to bed. I must say I took advantage of her, helping her undress and put on pj's. I copped a good feel and even said she looks hot for a mom. She was so drunk she said she doesn't remember anything after getting her plate of steak. So I guess she doesn't remember me laying her down with my knee pressed to her crotch, or when I felt her breasts and pinched her nipples. Or how I stuck my tongue to her lips when I kissed her goodnight.

Where do I go from here? What kind of hell is there for me now??

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Anonymous
@confessions
09 Apr 2019 7:34AM
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Well hello all you perverts out there, I have finally decided to share my naughty life with you all. Now because of where I work I can't really give out pictures or personal details even though I would love to, but it would get me fired so I can't risk it. Even doing this is risky.
You can call me Lisa and hubby is Mark, I am 33 he is 54. We got married a little over 7 years ago after a very fast romance, we met on holiday and got married in under a month. Our sex life started very normal until a little over a year ago when he wanted to spice up our sex life. He knew I had been with other women before and asked if I would do it again with him there. I would do anything to make him happy and said yes. Then he hit me with the bombshell and said he wanted it to be my best friend Joanne and that he had always lusted after her. I said that would be fine but I knew she was very straight and it would not be easy. That and the fact she was happy with her boyfriend was going to make it even harder. So one night I invited her out for a drink and after quite a few I let slip to her that Mark wanted to watch me with another woman and join in, I watched her reaction and was surprised to see her smile. She said her boyfriend Luke had been trying to get her to do the same thing and would get her to watch lesbian porn as they fucked. I asked her if she liked watching it and again to my surprise she said she did. I asked her if she would ever do it? and she said she would. I got very excited because even though I was married and Mark had suggested it, I would love to be with her and always had. She is very beautiful and a natural red head. I told her that Mark was away for the week and said we should go back to mine and talk in private. We got a taxi and when she got in I just grabbed her and kissed her, my hands went to her ass and I pulled her close to me, she kissed me back and before I knew it we were ripping each others clothes off. I only had on a black dress, no underwear and was naked first, I pulled her skirt off and top as I pulled her panties down she took off her bra letting me see those massive 36DD breasts, I was surprised to see she had a nice red bush too, I am totally waxed. I pushed her down on the floor in the hall, my mouth going to one of her massive breasts and my hand right between her legs. I worked my way down and buried my face between her legs my tongue working her clit, she was so wet already and she tasted so sweet. It had been a few years since I had tasted another woman and I was in heaven. I have no idea how long I was licking her but she came fast and hard her thighs squeezing my head as she came over and over. I got up and looked at her, she smiled at me and I took her hand and pulled her to her feet. I led her to the kitchen and poured her a vodka, as I did this she put her hand between my legs and slid a finger inside my now very wet pussy. She pulled it out and licked it, downed the vodka and pushed me onto one of our bar stools. She got down on her knees and her mouth was soon on my pussy, I could tell she had never done this before but she learned fast, she used her fingers inside me as she licked my clit. I never take long in cumming when I am excited and when I did I squirted into her mouth and over her face, I grabbed her head and pushed her in, making her lick me clean. I asked her if she liked her first girl on girl action, she laughed and said she had and wanted more. That night we licked and fingered each other so many times it would take me forever to tell you about it, we used all my toys and finally fell asleep in each others arms. I woke the next morning she had gone but had left me a not saying to call her later that day. Around mid day I was about to call when I heard a knock on the door, there was Joanne she came in and kissed me again, she said Luke had just fucked her and pulled up her skirt and I could see cum on her leg, I asked where he fucked her and she laughed and said in the car just before he dropped her off, I went down on her licking the cum from her leg and pushing my tongue inside her knowing his cum would now be in my mouth. I made her cum again and she kissed me and said she wanted Luke to join us soon, I told her I wanted Mark to do the same. So we made plans to have them both at the same time, now this wasn't something that mark had asked for, nor Luke but we wanted them both there at the same time. She called Luke and told him and he was happy to go along with it, I had no idea if Mark would and said they should both come over that Saturday, Mark would be home Friday and I would convince him that this was the only way.

That Friday Mark came home and I told him what had happened with Joanne, It got him so turned on he ripped my clothes off and fucked me hard from behind as I told him. As we lay there talking I told him that Joanne and said yes to joining us and he was so happy but that she wanted Luke there too. He was very quiet and I asked him what he thought? He said OK but he was not sure. I then told him that they were both coming over the next day and that nothing may happen but we could talk about it. What he didn't know was that Joanne and I had planned it so that something happen and that we knew that once it started they would get on board.

I had bought a new dress, red and very short, I had nothing under it, my breasts are not that big but it was nice and tight and made them look much nicer and bigger than they were. I had been to the Ann Summers shop and bought a strap on dildo that had a nice big black cock on it. I also bought some vibrating butt plugs and had them in a bag at the side of the couch, Mark knew nothing of this. Joanne and Luke came at 8pm and the conversation was a little slow at first because I think the men were a little unsure. Mark sat on one chair Luke on an other that left Joanne and I on the couch, after a few drinks they started to relax and I decided to get things started and asked Joanne how big Luck's cock was? she laughed and said it was an easy 7 inches but very thick, his face was a picture and very red, I laughed and said Mark was bigger and very thick. I leaned over and gave her a kiss and as I did I opened my legs a little and let both of them see I had no underwear on, I saw Mark smile and kissed her again, she reached under my dress and pushed her finger inside me. We had decided this was the best way to get them worked up. My hand went under her dress and like me she had no panties on. I pulled her dress up and she did the same to me. I looked at Luke and there was no mistaking a bulge in his trousers, Mark was the same. We stood up and she pulled my dress up and over my head, I did the same and then undid her bra. I looked at her and smiled, we went over to them, She went to Mark and I Luke. We both undid their trousers and soon had both of them out and in the open. Luke had a lovely looking cock, he was circumcised, I looked at Joanne and she already had Marks cock in her mouth. I did the same to Luke and his hands went to my boobs. I sucked him for a while and then got on him sliding his cock deep in my pussy and I bounced up and down on him. Joanne was on her knees and Mark was fucking her from behind. Luke pulled out of me and shot his cum over my belly and boobs. Mark didn't pull out and shot his deep inside her. We got the boys naked and I pulled out my new toys, I put on the strap on and bent Joanne over and slid it in her wet pussy and as I did this I wet my finger and pushed it in her ass, Luke got in front of her and put his cock in her mouth. We fucked like this for a while and Mark was stroking his cock. I pulled out of Joanne and Mark put his cock in, I moved round behind Luke and as he moth fucked her I surprised him by pushing my finger up his ass, then another and told him I was going to fuck his ass, Joanne grabbed him and I pushed the dildo at his ass, now I knew from Joanne she had used vibrators on him before, it went in quite easy even though it was big. Mark looked at me and he must have known then I intended to do the same to him. I fucked Luke for a while and when he shot his cum in hr mouth I pulled out and got behind Mark, without cleaning it I pushed it right inside Mark, I had fucked him like this lots of times and knew he loved it. Joanne turned round and kissed Mark her mouth full of Luke's cum. She then got on her back and told Luke to lick her clean, Marks cum was all over and inside her. He went right in there, he either didn't care or wanted to. We drank and fucked for a few hours until we were all exhausted and the boys were drained of all their cum. Just before we finished I asked Mark to rub Luke. he looked at him and then grabbed his cock Luke did the same with him. They got dressed and left. We sept very late the next day and Mark told me the next day he had a great time and wanted more. Much more. The next weekend Joanne and Luke came over again and again we fucked for hours and it became a regular thing, at least once a week. Joanne and I were spending quite a bit of time together too and one night in the pub we got talking to 2 younger women, Tina and Julie both 19 we actually got them a little drunk and called Luke to go to my house and wait with Mark as we had a surprise for them


now that is chapter 2 and will tell you all once I have recovered from writing this one :)

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olddenverguy
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@confessions
14 Jun 2024 1:25AM
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In mid-May, I took a road trip to SW Minnesota to visit my long-time FWB. We've spent long weekends together in the past, going back to the fall of 2013, but this was the first time I'd be staying at her place -- a double-wide trailer outside a small Minnesota town of about 15,000. It was our first meeting since October 2021. In the interim her dog had died, she'd dumped a "boy toy" 30 years her junior, suffered a hysterectomy, and was taking medication to help her cope with her agoraphobia (fear of public places). In past years, we'd always met at a hotel or Airbnb in the Twin Cities, about a two-hour drive from her place, so this would be quite a departure (venue-wise) from our standard weekend fuck fest.

She's exactly 20 years younger than I am (minus four days!), a natural redhead (my Scandinavian princess!), extremely bi-sexual (her words), and clearly the hottest woman I've been with sexually. I'm constantly amazed at her interest in me, since I'm a lot older, not particularly good-looking, about 25 pounds overweight, and definitely NOT hung. But every time we're together, she's really happy to spend time with me. On more than one occasion she's said, "I feel smarter when I'm with you." I guess that's a good thing.

I got to town on Sunday morning and came by her place at 10:00. T was dressed in a t-shirt and yoga pants, with bare feet. She's a night-owl, whereas I'm definitely a morning person. In fact, one of the first things we talked about when I got to her place -- just outside town in a fairly rural area -- was our circadian incompatibility. As I was making buttermilk pancakes for us (from scratch!), I said, "You know, we'd never be compatible enough to live together, since you're up 'til all hours and I'm in bed by 10:00." It was a nonsense issue, anyway, since she'd never move to Denver (her daughter and grandson are 10 minutes away), and there's no way I'd willingly move to where she lives. Oh -- and another complication involves the fact that I'm married (although she thinks my wife is actually my lesbian roommate, and thankfully they've never met).

Interestingly, she countered my "couldn't live together" statement with a surprising suggestion. "Well," she said, coming up behind me and pressing her braless breasts against my back as I was mixing pancake batter. "We could always compromise. You could stay up until 11, I'd get up at 8, and we could have sex at night, instead of in the morning when you seem to be at your horniest." I followed up with, "Every night?" She replied, "I suppose, five out of seven."

She was unnecessarily self-conscious about her appearance, which is why she spent most of the time we were together in fairly baggy tops and long pants in place of shorts. At 5'5, she'd always weighed around 110-115 pounds, but after taking anti-depressants to help with her agoraphobia, she'd gained about 30 pounds. "One bonus, I guess," she declared ironically, "Is that I'm a 36C or D instead of a 32B, but now the only bras that fit me right are sports bras." I told her multiple times during my visit that I thought she looked as desirable as ever, but she wasn't entirely buying it.

We spent the rest of Sunday checking out the town (such as it is) and had dinner at an Italian restaurant before going to a newly opened ice cream shop for dessert. Back at her place, she fired up a bong with some home-grown ganja (it's legal in Minnesota) and enticed me to take a few hits as well. One thing about T -- getting high means getting horny, and she didn't spare the smoke. It was my first foray since college, and she thought it was HILARIOUS that I hadn't indulged in close to 50 years. However, it seemingly had no effect on me, which she found equally funny. We ended up watching a PBS special on the life and times of Richard III of England, which apparently was much more entertaining for her in her altered state.

After a shower, I put on some short summer PJs and climbed into bed. She joined me about 10 minutes later wearing a different baggy t-shirt and long-leg pajama bottoms. She again expressed her displeasure with her weight gain, explained she hadn't had sex since New Year's Eve (the boy toy's final campaign, as it turned out), and stated she wasn't ready to "do anything" with me. I knew she'd consumed a fair amount of silly smoke, but I truthfully told her I was OK with that and didn't want to pressure her into anything. She switched off the light, and I figured that was that.

After about five minutes, she asked, "Are you asleep?" At the moment I was semi-hard and trying to figure out how I could jerk off without disturbing her. When I told her I was still awake, she asked, "Would you like a hand job?" Naturally I said yes, stripping off my PJ bottoms and tossing back the covers to give her all the access she required. She reached over to the bedside table and grabbed a tube of lube, spreading it generously on my cock-head and down the shaft before taking a firm grip and stroking me with precision. After a minute or so, she asked, "Does that feel good?" I said, "T, my love, whenever a woman has her hand on a guy's dick, that is a question that never needs to be asked!" She laughed and rested her head on my chest as she continued to stroke earnestly.

Curled up against me as she was, I managed to reach down behind her and slide my hand between her thighs. I wasn't sure she'd let me continue to rub her PJ-covered crotch, but she shifted around to give me better access, so I kept up the pressure. One thing about T -- she goes from zero to 60 faster than a tricked-out Shelby GT. I had her squirming, humping against my hand, and moaning loudly in less than two minutes. Without warning, her mouth engulfed my cock and she was delivering a very satisfactory blow job. I slid my hand inside her pajama bottoms and discovered how wet she was. I quickly had two fingers fully inside her pussy, and her vocalization was suddenly louder and about an octave higher. After a brief minute, she declared, "You just HAVE to fuck me!" Pulling away from me momentarily, she stripped off her PJs and climbed aboard. I was rock-hard and slid inside her with ease. Despite her surgeries a year earlier, she was still as tight as I'd remembered. T loves to be on top, and she was soon grinding her clit against me as she rocked back and forth on my cock.

I wanted to take off her top, but she resisted by saying, "No -- don't!" Instead, I pushed the hem of her t-shirt up above her breasts and tugged on her nipples. That trigged the first of what would prove to be dozens of orgasms that night, as she moaned, grunted, breathed hard, muttered "Oh, fuck" about 50 times, and bent down to kiss me with a ferocity I'd rarely experienced with any woman. After she worked herself into a second orgasm, T climbed off and rolled onto her back. That was my cue to do what I do best -- eat pussy. For the next 60-75 minutes, I had her quivering, crying out obscenities, shaking like a leaf, and coming again and again. The next morning, when I questioned whether she'd enjoyed what was close to a three-hour session, she struck back with my own logic. "When a guy with your skills has his mouth on a woman's clit and his fingers massaging every inch of the inside of her vagina, that's a question you never need to ask!"

Following wave after wave of orgasms, T pushed my face away from her crotch and asked, "Zac, you still hard?" I'd been grinding my erection firmly into her mattress the entire time I was eating her pussy, and it hadn't abated. "You bet," I replied enthusiastically, which was a surprise since it was close to 2 a.m., well past my normal bedtime. "You need to fuck me some more. You can come inside, since I have no more womb." I reminded her I'd had a vasectomy decades ago, at which point she said, "Oh, that's right. Well, what are you waiting for?" She rolled flat on her back and spread her legs wide apart before tugging on my erection and saying, "C'mon, shove it right in." And so I did.

When I was in my 20s and 30s, I suffered from a fairly quick trigger, ejaculation-wise. Now in my early 70s -- and really for the past 10-15 years -- it always takes me a long time to come, but I rarely if ever have difficulty getting and staying hard. Such was the case that night, as I fucked her insistently. She wrapped her legs around me and crossed her ankles to provide some leverage as she tugged me toward her, stroke after stroke. My arms were tiring from propping up my 225-pound body above her, and I started to make a move to disengage so I could find a less stressful position and then re-insert. She sensed I was about to climb off when she pulled me down against her chest and whispered in my ear, "You're not heavy. Just keep fucking me until you come." Who was I to argue with that? At this point she was well into double-digit orgasms, and figuring I'd done all I could to make her feel special, it was time to look after my own release. I let my mind focus on one thing -- the feeling in my cock as it was being gripped by T's pussy. Something like a dozen thrusts later, I froze up and pumped her full of man-jizz (that's what she likes to call it). I was exhausted and let my body press fully against hers. "Get off me, ya big lug!" she called out, half-jokingly, and I withdrew and rolled onto my side of the bed. "I suppose you want me to clean that up?" she asked, scooping up a drop of cum from the tip of my cock with her index finger before putting it into her mouth. "Well," I suggested, "You clean me up and I'll return the favor." "Nah, it's too late," T responded. "You stay there, and I'll bring back a washcloth."

She returned a few minutes later with the promised rag, moistened with warm water, and proceeded to mop up my crotch. "I can't believe how much you came in me," she said. "What -- you were saving it up for a special occasion?" I declared there was no more special occasion for me than being in her bed, which prompted a sensuous kiss on the lips and a "Oh, you're such a sweet-talker!" I was out like a light in less than two minutes, I'm sure, and we slept in until 10:30 the next morning. I awoke before she did (that's almost always the case), and after visiting the bathroom to pee, I came back to bed and tried to get her in the mood for some morning sex. After putting up with my hand rubbing her snatch through the PJs she'd put back on after we'd finished, she pushed me away and said, "Don't! My pussy's sore and I'll need all day to recover." That sounded like a good indicator for what might take place when next we went to be, and indeed it was. To be continued -----

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23 Dec 2018 12:01PM
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I promised I would never tell this story, and even doing it here is risky. First off my name is Kerry (yes my real name but that's all your going to get from me) I am 23 years old. I am a very shy girl and always have been. I still live at home and work in a small café. I have never had a boyfriend and have only ever kissed one boy, but that is not my confession. This is.

It all started back in the summer of 2016 when we got a new neighbour. Sally moved in and for the first few weeks I never saw her, that was until one very hot day I looked out my bedroom window that over looked her garden and saw more of her than I ever expected. She was sunbathing totally naked. I now know she was 42 but at the time I had no idea. I know I should have looked away but I couldn't, She was very beautiful with an amazing body, her small breasts covered in freckles and she has a small tuft of hair on her pussy. Now I didn't masturbate very much but found my had was under my skirt rubbing myself as I looked at her. I am not sure how long I watched her but I came more than once. And again that night in bed, thinking about her naked body I fingered myself. I was at work all the rest of that week but I couldn't get her out of my mind. My parents were going away that weekend and left me all alone. I woke early on the Saturday, it was very warm again, I was going to get dressed and for what ever reason I decided why bother as I was all alone. Now my body is not the best, I am only four foot ten tall, I would say my only saving grace is that I have quite big Breasts D cup, but I have a bit of a belly so I only ever go naked alone. I also have a lot of dark hair at my pussy. But that morning I was feeling very naughty and went down to the kitchen for my morning coffee totally naked. Now I know the only person that could see me if I went into the back garden would be Sally, but That morning I just couldn't pluck up the courage to go out. I spent that whole day naked, something I had never done before, I went onto the internet and I found some videos and masturbated watching them. I was feeling so horny and It was just starting to get dark I opened the back door and walked outside not knowing if she was there. I didn't spend long outside and to be honest I was scared. I woke the next morning still naked and I looked out my window, Sally was doing some gardening again she was naked. I watched her and then she looked up and saw me, I froze but she just smiled and waved at me. She just kept on doing her gardening as if being naked was the norm. About an hour later I had put my dressing gown on and went into the back garden, she popped her head over the fence and said hello, introduced herself and I did the same. She asked if I wanted to join her later for a drink, she just needed to finish the gardening. What could I say? so I said yes and she said to just come in as the gate between our gardens was open. So an hour later I had by this time put on a top and shorts and opened the garden gate, Sally came out the house still very naked, she laughed and asked why I had put clothes on? I think I went bright red and she said that she had saw me in the garden the night before and that I didn't need to be shy with her. She looked at me and handed me a glass of wine. She looked so at home being naked with me then she told me that she had seen me watching her again my face went a bright shade of red, but she laughed and said she didn't mind at all. She sat down at the table and said I should make myself at home. She told me she was divorced and when she said she was 42 I almost spat my wine out because she didn't look it, not even close. As we talked I relaxed a lot and decided to take the bull by the horns and took my top off then my shorts and we sat drank wine and talked. I could feel myself get a little drunk and more than a little horny. I said I needed to go pee and she laughed and said her flowers needed watered, she stood up and pissed over her flowers and told me to do the same. I had never in my life seen anyone pee before and no one had ever seen me but I did as she did and she asked. It felt amazing peeing outside and more so being watched doing it. My nipples had got very hard, they always do when I'm horny and I was very horny. My nipples are quite big when hard and Sally said my breasts looked beautiful and wished hers were as big as mine, she said the boys must love playing with them, and she was shocked when I told her I was a virgin and had never played with a boy before. This is where our conversation turned very naughty, as she told me about some of her most naughty experiences with men and then she told me about her times with other women. My fingers were at my pussy gently rubbing myself under the table as she told me. I needed to pee again and went back to the flowers and as I started to pee, I felt her hand on my bottom and she kissed the back of my neck, I almost fell over, her hand moved between my legs and she touched my pussy as I was peeing, I almost came on the spot. Her fingers got covered in my pee but she rubbed me as I pissed. I finished and she turned me round and kissed me, full on with her tongue pushing into my mouth, her fingers pushed into my pussy and she almost carried me back to the table and sat me on it, her mouth replaced her fingers and she was licking me. I have no idea how long but I came and came again. As I lay there feeling confused and exhausted She took my hand and put it at her pussy, my fingers explored her, pushing in and fingering her. She took my hand and she lay on the grass legs wide open and I knew what she wanted me to do, maybe it was the drink or maybe it was what I had wanted all along but I got between her legs and slow at first started to lick her, the smell was amazing and the taste blew me away, I licked for all I was worth and I must have been doing something right because she started to move her legs closing on my head then she screamed out, I kept licking and she kept cumming. As I kept kissing her pussy she grabbed the back of my head and then I got the shock of my life because she started to pee over my face and in my mouth, she wouldn't let go and I was covered in her pee and some even into my mouth. She finished and kissed me, then asked if I was OK. I kissed her back and said I was. It was getting dark and a little chilly so she took me into her house and up to her bedroom. She opened a drawer and took out a vibrator, she pushed me onto the bed opened my legs and pushed it inside me, she wasn't being gentle anymore and she fucked my pussy hard with it, It hurt a little, more than a little if I'm honest, she kept going fucking me fast and hard. She told me to turn over and I felt her fingers at my ass, she pulled it open and then I felt her finger go in, my god it hurt, then she pulled the vibrator from my pussy and pushed it into my ass as far as it would go, I screamed with pain but she fucked my ass hard. She pulled it out and spanked my ass hard 4 or 5 times. Then she got on the bed next to me and cuddled me kissed me. She said she would have to find me a man to fuck next time, kissed me again and told me to go home.

That night I was in bed feeling very sore very confused but very satisfied. I woke the next morning my bottom hurt a lot, so did my pussy, but I had to go to work and my boss kept asking me what was wrong.
I got home that night and when I checked my asshole was very red and it took almost a week for it to get back to normal. And all that week I never masturbated because my pussy was also a little tender to the touch. A few days later as I was walking home, Sally pulled up in her car and asked If I had an hour or so to spare? I said sure and got in, she kissed me and said she had a surprise, we drove to a house and she took me by the hand and led me inside. We got to the bedroom and there was a man tied to the bed fully naked with his cock standing straight up, he had a hood covering his face and she told me to strip and get on him, I got the feeling I had no choice and she stripped off as I did, she put her fingers into my pussy, I was already wet with excitement and she got me over his cock and helped it into my pussy, she got in front of me and pushed her ass into his face as she removed his hood, she kissed me as I moved up and down on his cock, she was sucking one of my nipples when I felt him cum inside me, she kept me on him as he pumped his cum inside me. then she got off him and I saw his face, I almost wet myself because there was my old teacher from school, I had not seen him since I left primary school but there was no mistaking who it was. She pulled me off him and got me to lick his cock clean and asked me how I liked my first cock? I asked her if she knew I already knew him and she had an evil smile and said of course she did, then she introduced him as her ex husband. She untied him and told me to dress and took me home.

Over the next few months she would either get me to visit her house or take me to other peoples homes and she would get me to fuck them, mostly men but also a few other women. Most of the time involved other people and It was only last month I discovered she was getting paid for me to have sex with these people, I had become an unknowing prostitute but I was loving it because I always got off and I had fallen in love with Sally. I have since told my parents I am a lesbian but they have no idea about Sally and I. Now the reason it is risky posting this here is because I found this site on my dads laptop and promised Sally I would never tell anyone

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