Painkillr

Painkillr Avatar
Gender: Straight Male
Age: 55
Relationship Status : Not specified
Profile Visits : 331
Number of Comments : 46
Number of Confessions : 0

Painkillr's Favorite Confessions:

Becoming The Lover And Office Fuck Of My Coworker

My virginity was sold in a businesslike manner. It was a conversation, like talking about the weather. He was intrigued at how I had gotten to be 34 and was still a virgin. Lots of heartache and missed opportunities, but there I was 34 and a virgin. He told me he had never popped a virgin and it was worth a try, if I was game.

We went to my apartment because I lived alone. I told him that one of my fantasies was to be broken in over the back of the couch, like so, my arms outstretched looking out the window and he stands behind me and does his thing. It wasn't a fantasy, it was made up right then. I really didn't want to see his dick or get naked. This way all he had to do was lift my dress, pull my panties down, lower his pants behind me and it was going to be over. That was my plan.

I got a slap on the ass, a 'what the hell' slap on the ass. A hand on my neck, bending my head down. All I saw was the cushions, I never got to look out the windows. He fucked me, no other word for it, and then he pulled me up by my hair and gave me his dick to suck. So much for not seeing his dick.

He wanted tits. 'Show me your tits'. Followed by 'this time I'm fucking you on your back'. He had gone all male on me when I didn't get my tits out fast enough he tore my shirt and got my tits out. I undressed in a hurry, that was 100 dollar shirt. He shoved me down on the bed, on my bed covers. He fucked me and all the time I was worried about my bed covers, he came inside of me and I dripped right out, permanently staining my bed covers. Now I had to deal with him being all naked, his dick hanging there threatening me, my tits out and my pussy all wet and still dripping. I begged to be let go to the bathroom to get a hand towel to mop up his cum from my pussy and my legs.

This time I had to sit on the bed and suck his dick gently, a slap on the face to keep my eyes focused on his. 'Look up when you suck dick'. How long was this going to last? We had to get back to the office. I mentioned it and he told me to keep sucking dick and keep my mouth shut. Ok, but that sounded like a mixed message, but I got it, don't talk when I'm sucking dick.

I had to pull the bed covers off, down to the bottom sheet and lay back on the sheet to he could get a good look at me. Hold my legs open just so, so he could get a good look at my pussy. He offered to take a picture, but I declined. I felt foolish after a while, laying their naked and cold and he standing over me looking down at me, touching my pussy with his finger. I asked him what he was waiting for and he told me he needed time to reload, he was fucking me again.

So I lay there naked with my legs open enough for him to look at my pussy. The clock went by slowly, he was naked and I was naked and he was over me and I was laid out for fucking. That's all I knew. Then he spread my legs open to eat me and get me wet again. I did get wet again, but I don't know how, it was all so mechanical. This fucking was mechanical. He had enough to finish the job and then have me get a warm washcloth and wipe him clean and suck his warm dick again. What's all this about sucking dick? But I did what he told me to do.

We went back to the office, he dropped me off at the door and went to park the car.

After that, it was never planned, or discussed. He came over when he wanted it, if I was ready fine, if not, get ready, he had to get home. The only rule I insisted on, being the woman in the affair, was for him not to talk about his wife. I'm sure she didn't want him talking about me either.

I am 47, female, in decent shape still. I am divorced once, married a second time to a wonderful man with a very big cock which pleases me to no end. I have black hair, keep it trimmed but still showing on my pussy, have short hair on my head. I am 5ft. 8in. tall, and keep my weight at 120lbs. I have full C cups with nice firm, pokie nipples. I have been having sex now for 34 years, my first time being at 13 years old. I recently experienced a life changing sex session. On my own for two weeks while my husband was out of town on business, I hired a female escort to come to my house. When 14 I kissed another girl a few times, and we played with each others breasts under our blouses and outside the bras, but that has been my entire repertoire of lesbian sex. I don't even know why I did it. I think I wanted sex, but I also wanted body to body contact to feel someone else touch me, not just masturbation. I didn't want to cheat on Don (though he has shared me with other men) so I called for a woman who would have sessions with another female.

Dani came over and was gorgeous; as tall as me, but thinner, she was 32 years old and a natural blonde. She said mostly in the escort business women shaved, but she just trimmed because being blonde between the legs made her some extra money. I was terribly nervous as I had t get naked first after paying her. Then she got naked and made me totally relaxed, didn't rush anything at all. In the next two hours, I learned just how much of an orgasm one can have without a cock involved. I also got to taste Dani, and I think I brought her off. I was always afraid of my smell and taste but after tasting her I was no longer ashamed of my smell, and really got off on the smell and taste of a womans pussy.

I hired her twice more that week, then tried one other woman as well. My husband came home and I was getting fucked again by his big cock, and tried to forget my lesbian encounters but couldn't. Then just before the holidays Dani called me and asked if I wanted to go out with her. Not for pay, just the two of us hanging out. I told her my husband was back in town, and she agreed to come over, meet him as a friend of mine from the hospital. So we went out shopping and for dinner ended back at her bedroom making lesbian love again. This time really making love, not me paying her. She said that in her personal life she was rather the dominant one, and even though she did escort and sleep with me, in her personal life she rarely did that. She preferred women, and women who were less butch, and a bit subservient to her. TO test the waters, she rolled me over on her lap and proceeded to spank me and between swats, she pinched, pulled, twisted and even punched my nipples and tits. She make me kneel on the floor and lick her pussy in the same way I've sucked so many cocks.

I was totally hooked on her, on her body, her tits, her butt her beautiful pussy. After she got off, she turned around, laid over the edge of the bed and spread her buttcheeks. Not having to ask, I started licking her butthole. After several moments of her moaning, and my fingering her pussy, she stood up, took me into her shower and made me kneel down, open my mouth and peed in my mouth, all over my face and down my tits to my pussy. During the shower, she licked me and fingered me to orgasm several times, and when I was leaving told me to start using the "C" word for our pussies, and to expect a good anal stretching soon.

Mother In Law, Grandmother, To My Husband's 'girl'

Two decades ago, that's twenty years to many of you, I made a mistake in pushing a young recent graduate on my husband. Shy, she did poorly on interviews and I decided yo help. My husband was looking for an entry level bookkeeper. That night he told me she presented poorly and he didn't think she would work out. If I felt I could approach her, he advised public speaking.

She was quiet, reserved, thoughtful. Shy. She answered in one word and refused eye contact. I was unable to reach her, I had done what I could, got her a job. My husband told me he would give her a couple of weeks, but in a small office he couldn't have a head case.

He took her under his wing. She learned fast, paid attention to detail. She was under employed, but she did her job. He extended her probation. He also started down the forbidden road, personal attention, physical approvals. Kisses on the forehead, arm around her shoulder, holding her hand when he talked to her. I got daily reports from her supervisor, she was a new puppy to play with, to train for his lap.

When I found out she was pregnant, a mere two months after she went to work for him I wasn't surprised. Her supervisor wasn't surprised, no one in his office was surprised. His favorited got pregnant. When I confronted him, he said she had gotten under his skin, and her getting pregnant was the furthest thing from his mind. Making her his, that was the only thing that mattered. Well now she was his, what was he going to do?

I tried to be jealous, I tried being angry, I thought it was funny. He got himself in this, let's see how he gets out of it. The only rule I put down, do not mess with that baby. She was so cute with her bump, she stole my heart, the hearts of her coworkers. The first baby in the office, she wasn't only his favorite. Along with her supervisor we gave her a baby shower, her mother came, her sister came, I was there. It was time to celebrate a new baby.

She lived with her mother who agreed to babysit when it was time for her to return to work. If there were any hard feelings it was between me and her mother. This baby needed my love too, and I was crazy in love with her. When by the by she became pregnant again, it was even less of a surprise, have your babies early, eighteen months is nice spread. With so many aunts at work, a mother and 'mother in law' fighting over baby sitting, well protected, no financial worries, she blossomed into a fine young woman. My continuing advise to my husband, hold her close, show her you love her, tell her you love her. Don't lose this girl, you will break both our hearts.

Once upon a time long ago my cousin decided to check out my pussy and fuck me. I don't remember trying to get away, he had me on my back on the bed holding my legs open by the ankles admiring my pussy, and then he got on me and he stuck his dick in me. He tore my shirt off so he could get to my tits and he kissed me on the mouth while he came.

For some reason I remember as he got off of me and he pulled his wet dick out of me and I looked at it while he held himself up by his hands. After a few minutes he crawled up high over my face and I sucked him. I sucked him for a while, he talked to me while I looked up at him from underneath. He pulled his dick out of my mouth and turned around and straddled my face and lowered his dick so I could continue sucking him and he lowered his face down between my legs and ate my pussy. I must have been very sensitive, because he only ate me for a few minutes and I came, I felt my leg muscles lose control and I let go of his dick which was hard again.

He got around until he was on top of me again between my legs and he lowered himself and fucked me again.

He made a big impression on me because that is the fucking I tend to think about. He and I fucked many times after that, sometimes two or three times a week. He told me that I wasn't for sharing, so it was only later in college that I had sex with another guy.

After my divorce he consoled me and fucked me. It just feels right.

Firsts

The summer before I left for college I was heading home from my summer job. It was dark as it was nearly midnight and storming like a bitch, when I got a flat tire bout 5 miles from my house. While I was trying to decide if I should try and wait out the storm or just get out and change it when, I’ll call him Mr. Smith, showed up. I babysat for The Smith’s off and on through high school. Mr. Smith is very attractive. He’s super nice. And maybe I was just a dumb girl but anytime he looked at me I could melt. So when he pulled up and rolled his window down I was relieved, but also suddenly aware of my drenched clothes clinging to my body.

Mr. Smith had me sit in his car while he changed my tire. He had an unsmoked joint in his ash tray. After he got back in the car, also now drenched, I pointed at it. “Didn’t know you were into that.”

“Oh, occasionally yeah. Better to do during the week after a long day than drinking, right? You?”

I told him I wouldn’t mind trying, college and all right. He asked if he should light it and I said sure, but asked him if he could not tell anyone. We smoked in his car and it being my first time I was really high. So much so, I accidentally told him I thought he was hot. Not like blurted it out, there was a legit path of conversation, but still I did. He told me he always thought I was really cute and would be breaking hearts in college.

I don’t want to go into the whole conversation that led to it because I’d be here all night trying to remember all of it but before long my head was in his lap, his cock in my throat. It was my first blowjob. In fact, aside from some making out and being fingered it was the only sexual act I’ve done at that point. And though I was a little nervous I was so turned on by how naughty the situation was. Dark stormy night, giving head to a married man (Mr. Smith!) in his car while high. I remember thinking how I was glad my clothes were already wet because… well, yeah…

When he came it was so intense. He moaned out “fuck” really loudly, his hand moved from the back of my neck to my head and he shot this thick, salty stream after stream down my throat. After he was done and I made sure he was clean I had to get home so I got out of his car and back into mine. Before I did I thanked him for changing my tire… and the snack. He told me that I was a natural.

I laid in bed that night thinking of how he tasted and how it felt when he came and how it felt in my stomach and I masturbated myself to sleep.

Sorry if the story was lame.

Best Blowjobs Of My Life

When I was 16 and horny, I went to my friend's cottage. His parents were European and as soon as we got there, his mother got totally nude. This was very new to a Canadian boy and I had never seen a woman's body.

I was a skinny boy with a big fat cock and I had a hard time hiding my bulge in my board shorts all weekend.

She would sunbath and swim a good part of the weekend and we would take boat rides and she was totally nude. She had beautiful breasts with large nipples, a nice figure and a small strip of hair on her large pussy lips.

On Sunday morning I woke-up late and went outside - turns out my friend and his father were gone to get firewood on some island on the lake. She was there in the sun naked again with a large sun hat. We chatted for a while and at one point she turned over and asked me to put lotion on her back.

She handed me the lotion and I started with her neck, her shoulders, her back, her lower back and was doing her buttock when I realized maybe it was wrong. She told me that she was enjoying my hands and that I could continue so I continued and did her legs and her feet and then back to the buttock and back. I don't think I missed an inch.

She turned over and asked me if I wanted to do her front. I was so hard my cock was almost hurting. I began with her shoulders, her arms, her nice breast & nipples, her stomach, etc... At one point I realized that I was cumming in my shorts.

She was guiding my hand and it was amazing. She saw the wetness in my shorts and suggested that I take them off. I did and it was strange to have someone look at my cock. I was sitting on a towel beside her and she came between my legs and began to suck on my cock. She totally gulped it and had me cumming a second time.

She then continued and it was more enjoyable as I did not feel the urge to come. She sucked me and gulp and licked me for what seemed a good 45 minutes and then began to play with my anus with her finger and that got me to come a third time.

She swallowed every last drop of my young cum. This was definitely one of the best blowjobs of my life.

A few years ago when I was 15 I lived in a house where my bedroom faced the neighbor's house. I spent a lot of time in my room jerking off, I would jerk off before school, after school, after a shower, after dinner, before bed.. pretty much any time my dick got hard I would go to my room and jerk off. After a while I noticed one day the 13 year old girl that lived next door was watching me through my window and as soon as I saw her I shot cum everywhere. It got me so horny I kept jerking off and a couple of minutes later shot some more cum but not as much. Both times her eyes got really big like she had never seen cum before. I decided I was going to keep my blinds open more often and soon had a regular schedule of jacking off. She learned it pretty quickly and was there almost every time. Sometimes on the weekend if she had friends over they would all come watch and that made me really horny. Sometimes her 10 and 8 year old sisters watched too. I got good at it and sometimes would cum 3 or 4 times while they watched.

This went on for a few months and eventually one day I decided to go outside to do it when my parents weren't home. The girl, I found out that day her name was Ashley, came over like usual and didn't say anything, she just looked at my crotch so I took my dick out and jerked it. She just stood there and watched, and then sat on the ground next to me and watched. Her face was only a few inches from my dick and I could feel her hot breath on it so I shot cum pretty quick. I noticed she was rubbing herself through her shorts too. As soon as I shot cum she got up and said thanks and ran back inside. I didn't do anything again that day but the next few days was the same, she would sit next to me and rub herself and watch my cum shoot. One day though she asked if she could touch it and I said yes. She grabbed it and jerked it for me and my cum shot so far, and some dribbled down on her hand. I saw her lick it off and she giggled and said it was salty. She asked if she could lick the rest off my dick so I let her and wanted to cum again but she didn't do it long enough. For a while after that she would catch it all in her hand and lick it out of her hand. She liked it a lot. One friday I went outside and she and 4 of her friends were waiting for me. They each took turns jerking it and made me cum 3 times. I guess they stayed the night cause the next day they were all back and this time one girl put it in her mouth and I shot my cum in her mouth and she drank it all. That started happening more often and this one girl who was 14 had pretty big boobs and I would play with them when another girl jerked me or sucked me. I was having such a fun time, and this went on for about a year and eventually all that happend was they would suck me, even the girl by herself.

This was all pretty normal til a few weeks after I turned 16, one day the mom came out and not Ashley. She said she knew what I was doing with her daughter and her friends and had no plans to stop as long as I would do something for her. She said her husband had a car wreck and couldn't have sex anymore and she hadn't had sex in like 5 years. She said I was so grown looking for my age and wondered if I could satisfy her needs and if I was willing to try she would let me continue to do things with the girls. Well while she was talking I was nervous but really excited cause she was so hot, a total milf and I already had my dick out and said I would. She played with it for a minute and I played with her boobs before she took me inside. I had never had sex at this point so I had no idea what I was doing except what I saw in porn but she taught me what to do. She was so sexy naked, her boobs were really big and I played with them a lot. I didn't last very long cause her pussy felt so good and I shot my cum in it. It felt so good.

Eventually Ashley and I started having sex and sometimes I would have sex with all of the girls there. My favorite was the older girl cause her boobs were the biggest. Sometimes I would shoot my cum on her boobs and Ashley or another girl would lick it all off. But whenever the mom was home by herself she would knock on my window and I would go next door and have sex with her. She did a lot more things than the girls would do and her body was a lot sexier.

When I graduated highschool and was going off to college I told Ashley and I was surprised but she cried and asked me not to go. I told her that I would always be her secret boyfriend whenever we were in the same place and before I left we had sex as many times as we could. The last time her mom and I got together she just gave me a long slow blowjob and thanked me for taking care of her and told me that if I ever needed anything to ask her and she would help however she could and I was always welcome with her family. I think she is going to try to get Ashley into the same college as me when she graduates so we can be together which I'm really excited about. Every time I've gone home from college I go see Ashley and her body is so grown like her mom's now, her boobs got bigger and she got a lot curvier but she's still pretty skinny. I hope she stays my girlfriend forever and we can get married one day.

Not Your Usual Family

As a 7 year old my mother lost her job and we ended up having to move in with her sister and her husband. The first night we were there a fight broke out between my mother and her brother in law. My aunt took me to the room I was going to sleep with my mom. She left the door open to go and try and stop the fight. I saw my uncle grab my mom by the hair and march her into his bedroom. I went to watch and he was on top of her back, my aunt trying to pull him off, my mom was yelling at him, my aunt got on my uncles back and I could see his pants were down and his bare butt was going up and down and my mom kept saying things I couldn't understand. Then it all went quiet. He laid on top of my mom and my aunt got off and and said 'you fucked her' and she asked my mom if she was alright.

I ran back to the room. I was in bed when my mom came in and got her pillow and her nightgown and said she had to go sleep with them. And that's how we lived. My mom had a kid a year later and so did her sister and she and her sister were always happy. They taught me how to help with the babies and I grew up learning how to cook and take care of a house. I saw my mom suck my uncle all the time. Even when I was older, a teenager in high school, she sucked him and didn't care if I saw her. She said he liked it and I was going to suck my man so get used to it. All my growing up years into my high school years I heard them have sex. They talked a lot, and my mom and sister traded places.

When I left home and set up house with a guy I would hear my mom and her sister in my head when I was having sex. It took a lot to convince my boyfriend to let me have a girlfriend to make love with. Later when I met the guy I married I told him I needed my girlfriend to live with us. I guess the big difference is that my girlfriend was for me to make love with, I doubt my mother and sister made love. But that was them and this is me. My husband can have us but we make love to each other and my husband has to get what he can when he can.

8th Grade Science Teacher

My 8th grade science teacher was amazing. She was in her mid thirties, married and had two kids. Definitely the hottest teacher at my school. She loved wearing dresses. Her body was amazing. Huge ass, huge tits and a beautiful face. All the kids had dreams of fucking her. There were even rumors she had fucked a high school student or two. I was nervous whenever she came around.

She had taught my older brothers and sister. So she was friendly to me right away. I had class with her the last period of the day. It was my favorite class. Just looking at her made me hard. But she was really into physical contact and would always put her hands on me. She’d rub my shoulders or do little things like caress my arm or lower back. It was probably nothing but I loved her touching me.

She chose me as her after school worker. I got payed for doing nothing. I’d go play ball with friends or just watch TV in her class. But she still signed my time sheets saying I worked. One afternoon she asked me to rub her shoulders. She said she was tired. I go to her desk where she’s sitting and get behind her. From my view I can already see down her dress and her lovely breasts. I start, then she begins to moan like she loves it. She undoes her shoulder strap for better access she says. But now I can clearly see her whole breast. Nipples and all. It only last a few minutes but my dick was extremely hard.

Since we were at boarding school and couldn’t leave without a chaperone, she liked taking us on trips. Sometimes we’d go far or sometimes just into town. The long trips were the best. We’d have a bus driver and her and I got to sit together in the back seat. Together for hours was awesome. I was having an attitude one trip, didn’t want to go despite being next to her. So, on our way back she just grabs my hand and holds it on her lap the rest of the way. After that we held hands every time.

It was November now. We went on a trip to an amusement park. It was hot during the day but got cold at night. I was dressed warm but she wasn’t. She had a dress on with a light jacket. On the ride back some guys decided to lower their windows and the bus got cold very fast. She wraps her arm around my arm, grabs my hand and she lays her head on my shoulder. After a little while she tells me her legs are cold. I give her my jacket to cover her legs. A couple minutes later I ask if her legs are still cold. She just guides my hand under the jacket and puts it on her leg. They were still cold and without thinking I start moving my hand up and down her leg. She says it feels good because my hands were warm. She puts her head back on my shoulder while I rubbed her leg. I stopped rubbing to keep her warm and was just feeling on her now. She moved her leg a little and my hand was feeling her inner thigh now. I thought she would stop me but she didn’t. My hand got close enough to her pussy that I was rubbing outside her panties with a finger, then two fingers, then three. Finally my whole hand was rubbing her wet pussy through her panties. It felt amazing to do that to her. I fingered her for a few minutes. When we got back it was late. We both had fallen asleep.

Not long after the trip I fingered her on. Our class was outside doing nothing. I was joking around with my friends. She was sitting with the girls on the grass. She had a dress on and when she got on her knees she looked sexy. All the guys were making sex jokes about her. I made a comment about having her give me head while she was on her knees. The guys were laughing and she says what’s so funny. I get embarrassed immediately. One of my asshole friends tells her and she and the rest of the class is shocked I said that. She looks upset and send me back to class and says to wait until she gets there. Everyone thinks I’m in trouble, even me. At the end of the period school ends. She walks in and shuts her door. She tells me to sit down. She then says what did you say out there. I hesitated and was scared but she kept saying you wanted me to do what. I finally tell her, I say I told them I wanted you to give me head while you were on your knees. She just says I thought so. She gives me a little kiss and puts her hand on my lap. She makes me hard then rubs it through my pants. It doesn’t take long for me to cum. I feel scared after but she kissed me again and tells me to go to my dorm.

Our last nature walk together was great. There was about 14 of us in class. We let everyone go ahead of us and we held hands walking in the woods. By the time we caught up with everyone some of the boys jumped into this little pond that’s back there. The girls didn’t need much convincing to jump in. They immediately took their clothes off and jumped in only in underwear. The teacher and I are sitting and watching them swim. Then some of the boys want her to get in. But she’ll only do it if I do. I undress then the whole class watches her undress. She had matching black bra and panties. Her tits looked like they were gonna fall out and her ass was great in those panties. We swim together and I’m pretty sure she let a few guys feel on her under the water. After we’re done swimming they all put their clothes on. She made everyone leave except me. I brought her clothes to her and watched her take her wet bra and panties off. She put her dress on and we walked back to campus. School was out so everyone went to the dorms. I carried her wet panties to her car for her. She got into trouble for the swimming thing. Some girl complained. We had to write statements defending her. After that we didn’t do much. I was sure we were going to have sex but it didn’t happen. The last time we did anything was at a school dance. It was dark and I fingered her behind the stage. The music drowned out her moans.

The next year she was gone. I didn’t reconnect with her again until I was an adult. I joked and said if she’s ready to run away with me yet. She laughed. To me she still sexy at her age. I still want to fuck her.

At around fifteen, I began experimenting sexually with my neighbor Jenny, who was the same age. Jenny's mom had a nice porn collection that we watched regularly. This caused us to be very excited and began fooling around. We started by performing oral on each other and soon began having sex. In the beginning, Jenny would tell me to pull out and not cum inside of her. At one point she bought some condoms and I tried those. I hated the condoms because there was no sensation. One time while having sex, Jenny's mom, Linda, came home from work. We were in her bed when we heard her mom. I was about to cum and with no place to shoot my cum, Jenny told me this time to cum inside of her. The feeling was so amazing that I wanted to cum in her all of the time.

After that day, I would ask Jenny if I could cum in her and the first few times she said no, but soon gave in to my desire. From that point on, I shot my load in her. We joked about her becoming pregnant, but never thought it would happen. As you can imagine, Jenny became pregnant. We were both sick. She said she had to tell her mom. We waited a few weeks and on Jenny's birthday when she turned sixteen, Jenny, Linda and I sat in their kitchen eating cake when Jenny told her mom. Linda went to her room for thirty minutes and cried. When she returned, she asked if ANYONE knew including family, friends, or my mom. We told her that no one knew. She asked us if we loved each other and we said we like each other, but that is it. She asked why we began having sex and when we told her it was from watching her porn movies, she acknowledged that she knew we were watching them and really regretted not stopping us. The three of us had a long discussion and by the end of the night, Linda said she would take Jenny to have an abortion.

The day of the procedure, Jenny left with her mom and I went to school. To me it was no big deal. To Jenny she has told me she regrets it the decision sometimes, but knew we would have never stayed together.

After the abortion, Linda asked that we refrain from sex for a little while until Jenny recovered physically and emotionally. The next few months I barely saw Jenny except at school. But now it was summertime and we normally hung out at my pool. Jenny and I had hung out for a week when Linda cornered us wanting to know if we had started having sex. We told her no, but she gave us some condoms anyway. I told her that I hate using them. The next day Jenny was taken tot he doctor to be put on birth control. Linda told us that we needed to wait a month before we had sex. To us she was giving us the green light to have sex.

Over the next month we were so sexually excited it was driving us both crazy. We orally satisfied each other numerous times a day. There were some day where she would give me head four times. All this did was make us more excited. I wanted to fuck her so bad and began begging her to have sex. Jenny offered her backside for some anal fun. I remember ever detail about our first time having anal. She enjoyed it and we began having anal a few times a week. The exact day one month after Jenny went on birth control, I was in her bedroom fully nude as soon as I saw Linda's car go out of sight as she headed to work. We had sex numerous times that morning. Both of us were tired and fell asleep nude in her bed. As luck would have it, Linda came home for lunch and found us in bed nude and asleep.

Linda woke us up and never got mad. Over Linda's entire lunch we had to tell her we didn't have sex before that morning. We told her about the oral and anal sex. To our surprise, Linda confessed to us that she never had anal. Linda left telling us to try and have some control.

The next few weeks, we had sex whenever we wanted. It didn't matter if Linda was home. We even left the door open one day. Linda walked by and I was fucking Jenny doggystyle. Linda walked in and asked if we were having anal sex. We told her no, but she walked around and looked for herself to see where my cock was inserted. Jenny and I were so turned on that Linda did that. This caused us to begin having sex in the living room while Linda was there with us. We didn't fuck in the open, but threw a blanket over us. Linda never said a word, even when I would make noise as I came or when Jenny would moan during an orgasm.

This isn't the best part. One day I was at home shooting baskets in the driveway. Linda walked over and we began talking. She asked if I wanted to go swimming in the pool. I agreed and Linda came over and we hung out. It didn't take long before Linda began asking me questions about anal sex. We discussed the topic when Linda said she wanted to try it. Half joking, I told her that I would be willing to do it with her. She agreed and we got out of the pool. I went in to my room to get some lube I had hidden. I told Linda she would have to take off her swimsuit. She was shy, mainly because she was plump. I told her she shouldn't be nervous. I dropped my trunks and applied some lube and began jacking off. Linda watched and when I was hard, she turned around, dropped her swimsuit and leaned over our picnic table. I slid it in and she stopped me as it was a little painful. I kept it inserted until she was comfortable. Then I began fucking her slowly. Since it was slow, it took me a while to cum. After I came in her, she stood up and turned where I could see her nude. I knew she had large breasts, but seeing them now, they were massive. We stood there naked talking for over an hour.

The next day Linda begged me not to tell anyone and I promised I wouldn't. Jenny and I continued having sex. But, a few weeks had passed when I was joking and asked Linda if she wanted anal. To my surprise, she said she did. Jenny was at work, so we got nude and went into Linda bedroom. She gave me head until I was hard and applied the lube. We got on the bed in the doggystyle position and began having anal sex. She let me go a little faster and after cumming, we laid on the bed talking and lightly touching one another. There was a connection between us. We kissed a little and got up and I went home.

A few days later Linda came over to the house. Jenny was at work and so was my mom. I was watching tv and Linda sat down next to me. We began talking and soon were kissing. Before I knew it, she was giving me head. I asked her if she wanted anal, but she said not today. As she was giving me head, we heard my mom pull into the garage. I told her to get up, but she asked if I wanted to cum before my mom walked in. I was nervous as hell and was not even thinking about cumming. Later that night I realized how sexy that was and wanted Linda more than I have ever wanted anyone sexually.

That night I was at Linda's eating with her and Jenny for supper. Jenny went to take a shower and while Linda and I were standing in the kitchen, she got on her knees and began giving me a blow job. She wanted me to cum on her face. This was wild and sexy. So, I complied. We heard Jenny get out of the bathroom as Linda was at the sink washing cum off her face.

This was just the beginning of a sexual relationship I had with both women for years afterward. Jenny finally discovered her mom and I were having sex. She was mad at first, but realized that sex with me was the only sex her mother was having. I tried numerous times to have a three ..(continue confession)