Straight Male / 35

Best Friend's Older Sister

When I was younger I used to hang out at my best friends house. He had a sister that loved to party and would sneak out often. Apparently they somehow came to an arrangement where she would let him grind on her ass in exchange for him helping her sneak out and not telling.

I saw them once she was wearing a big than shirt and just panties and he came up behind her in her room everyone was supposed to be watching a movie in the living room. As I watched he started grinding on her and she just put her hands on her desk and leaned forward. His erection was pushing her panties deep into her asscrack. It didn't take long before he pressed up on her hard and groaned out as he shot his load I confronted him and he told me about their deal. And the next time I came over his sister offered to let me do it too if I didn't tell. So that's how it started we would have her lean up against the wall and push her butt out and grind and grope her. I think she loved it as much as us she always had a huge smile. Especially when she felt us cumming. She would clench her ass on my dick as I pumped my dick into her asscrack and tell me cum for her.

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# 60104 - by Mike / August 12, 2022

- My Family -

Straight Female / 45

This is just a repository for 25 years of frustrated feelings.

I met my husband at college and he took me and got me pregnant at 19. He refused to consider an abortion. He didn't marry me. He paraded me around to his friends when my belly stuck out. When the baby was born he did a little bit of work, very little. He demanded sex soon after I gave birth, three weeks. I was pregnant two months after giving birth. He was the only guy in his group who had a 'woman'. He invited his friends over for dinner because they didn't have a woman to cook for them. He moved me into a house near campus, at least it had two bedrooms. He worked at the Ag Center and he gave me his paycheck. He was totally dependent, clothes, food, everything, I had to manage with two babies who were eleven months apart and a grown man/boy who refused to grow up.

One night, he wanted sex, he always wanted sex, he announced that we were going all natural. No pills. Nothing. He wanted to see how long I would last before I got pregnant again. I lasted a month. The fourth baby was the same thing, just get pregnant. I turned 25 and I had four kids, two sets eleven months apart and one year between the 2nd and third. We lived in this house downtown, an old house from the thirties, with one bathroom. All our neighbors were older people. When I became pregnant with my fifth child I got a permanent solution after I gave birth.

Those years were financially very difficult. I got his paycheck every month, but a graduate assistant does not make much money. When he got his Phd we moved to Iowa where he became a professor. When we moved he decided that we should get married, after five kids.

I raised five kids on a professor's salary. All my kids are college graduates or college bound. They have their dad's brains. The girls are incredibly resourceful and mature. The two boys are no different than their father, totally dependent on their sisters or me. Why do anything, if there is a woman around to do it for them. My older boy's girlfriend is in love with our lifestyle and she is so anxious to start her family, even though my son is only 20 and she is 18. If we could do it, they can do it. Today's costs won't allow that. She cites all these Midwest families with large families. It doesn't register that those are farm girls, not little girls from the suburbs.

Once upon a time I wanted to be a teacher. I ran a daycare instead. When I complained my grandmother's answer was always the same, "a woman's job is never done". I worry that my son's girlfriend is going to bring a baby home and I am going to be the grandmother telling her that a woman's job is never done.

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# 36290 - by Anonymous / July 29, 2017

- My Family -

Straight Female / 20

I was 16 and my 14, for almost 3 years I lived with my cousins, we slept on the sofas in the living room. We would smoke a joint he would get horny, didn't think I knew he was hard, eventually he would fall asleep. I would creep over to his sofa and slowly and gently slide my hand under the covers.

He slept in just boxers. Once my hand got close, it felt really warm, I used my finger tips to touch, feel his semi hard penis, I would squeeze it on the sides to feel his thickness and stiffness. One time, I was lucky, he was out cold, and I opened his boxers and pulled it out. I was able to reach in and cup his balls and bring them out too. My heart was racing and his dick never been harder. Sitting there beside the sofa looking at my cousins beautiful cut thick cock.

Worked up the courage and licked his penis then backed off. He didn't make a move, so I went back down, picked up his penis and licked and then sucked it, first dick ever, it felt odd but so amazing in my mouth. My tongue all over his shaft and head. I just felt his dick getting bigger in my mouth. Was nervous but so into it couldn't stop myself. I kept sucking, this would be his first time, no one ever touched his dick before. It didn't take long for him to be fully erect and unloaded in my mouth. It was a lot of cum, some leaked out but swallowed almost all and licked up the rest. When he was cumming it was clear to both of us what was going on.

He made me suck his dick every day, a few times, he was young and horny. As we got more comfortable with this he would dominate me and fuck my mouth. For almost 3 years he never had to jerk off, he would just look at me and we would find a spot. He has a pretty large dick, long, thick, cut, nice head. Best sexual time of my life.

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# 36182 - by Anonymous / July 19, 2017

- My Family -

Bi-Sexual Female / 25

Before I married I was engaged three times. Each time I confessed to my fiancee that my two brothers started to fuck me when I was 12 and they continued until I went away to college at 18. Each time, my fiancee took off like a scared rabbit. The man I married just said, "Old news" and dismissed it. I suppose I should have explained that my uncle and grandfather were also fucking me. However, I did not. Of the men in my immediate family, my dad was the only one that never fucked me. He was not on me all the time with his hard cock out.

I suppose I should tell hubby but I'm fearful about it. Anyone have any advice what do do?

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# 40650 - by Anonymous / July 1, 2018

- If The Boss Only Knew -

Bi-Sexual Male / 50

When I was 18, I was working as a maintenance man for my townhouse property. My boss had a 14 year old daughter who was plump but blonde with green eyes. Her and I started fooling around and we kissed in her dads townhouse while he was on vacation. We did that for a couple weeks then it progressed to dry humping, both in our underwear. Finally, one cloudy day, she said she wanted me to pop her cherry. She walked me to her dads bed, pulled her underwear off and laid down. I climbed on top of her and slowly eased my cock into her wet pussy. I moved in and out slowly, but didn't want to cum because of the bed and no condom. But if my boss ever knew I fucked his 14 year old daughter in his bed, he would have killed me. I do have to say that the sex got better. She really could suck cock and let me finger her ass. I was sad when she went to college. But then I fucked my next door neighbor after that.

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# 33907 - by Anonymous / January 19, 2017

- Gay Stories -

Bi-Sexual Male / 45

Two kids in our family both boys I was the younger brother. I found myself peeking at my brother when he was nude very early on it made me feel tingly to peek at him. He was 3 years older than me and when I was 14 and he was 17 I was peeking at him in the shower and he caught me. He asked me what I was doing as he stood there nude full on in front of me in the bathroom. I was ashamed and stammered my words telling him for some reason i liked looking at him. HE laughed and said maybe you are a fag. I said no and ran out oft he room. He followed me to my room now in a towel but i could still make out his bulge. We sat on my bed and talked he said its ok if you are a fag some people are some are not. I asked if he was he said no but he had some friends who were. I asked tons of questions and we hugged and he said he loved me no matter what. A few weeks later he had a bunch of his football buddies over and the went swimming in the pool. Mom and dad were not home and soon they were all nude skinny dipping. I was in aw all those cocks bouncing for me to look at. They had hair around them and flopped when the ran around. I must have been starring pretty hard because my brother came over and said he noticed what I was doing.
I went in and slipped off to the bathroom and beat off to the image of all those cocks. My cock was not real hairy yet just starting it was not small but not as big as my brothers. After i went down to the basement to watch TV. I was on the couch when one of my brothers buddies came in and sat down real close to me. He was nude and his cock was full on hard. He was playing with it and looked at me and smiled. I was embarrassed and started to get up to leave he grabbed my arm and put my hand on his hard cock. Go on feel it I know you want to your brother told me you like looking I thought maybe you might like to touch one. I was liking it it was heavy in my hand and warm his balls were bigger than gulf balls. He started to moan as I felt his cock. He sat back on the couch and i positioned myself kneeling on the floor in front of him. I leaned forward and smelled him he smelled sweaty but good a mix of pool and male sweat and what ever cologne he had on. I stuck my tong out and lick his cock head it had some clear liquid on it that tasted ok mixed with the salt of his sweat.
Wow he said I thought you just wanted to jerk me off but if you suck cock I would love that. I started licking his cock and soon had him in my mouth. He told me what to do and I did it. Soon he was writhing and grabbed my head forcing his cock way back in my mouth then started pumping it in and out. He said in a husky voice I think i am there. I had no clue what he meant but soon found out as he started dumping cum in my mouth. I loved it and ate it all. He stayed in my mouth for a while after cumming then asked me to lick his balls. He got up said thanks kid you could really be good at this and walk up stairs.i sat there on the floor still tasting his cum in my mouth and started to feel a bit sick for what I had done.
the phone rang and it was Mom she called to say they were not able to make it back tonight and was checking if we were OK. I told her all was fine and she asked to talk to my brother i ran out to the pool to tell him Mom wanted him on the phone. He walked in the house and all the guys were smiling at me making me feel uncomfortable so I went in. My brother got off the phone and called me into the kitchen. I asked what he wanted?
He looked me right in the eyes and asked what I did in the basement I got embarrassed and hung my head. He laughed and said its cool little bro my buddy said you are a natural. That made me sort of proud. My brother was still nude and smelled of the pool. I was looking at his cock he took my face in his hands and said to me mine you can look at but can not touch. If you need more go back down to the basement.
I did not understanding what he meant i flicked on the TV and search for Dads porn channel. I was sitting on the floor when I heard footsteps coming down the stairs. It was another of his buddies nude and hard as a rock also much bigger than the other guy and thicker. He smiled did not say anything just walked over and stood next to me his cock almost touching the side of my face. I looked up at him and he smiled again and guided my face to his cock with his hand on the back of mu neck. I opened my mouth and took as much in as I could he groaned and pushed his cock towards my face.
Seemed I sucked on him a long time and then he said I am going to bust a nut in your mouth so get ready little cock sucker. He did bust a huge nut and kept squirting 6 times that I counted i could feel it strike the back of my throat. He tasted a bit more sour but I still liked it. He pulled it out and it made a pop sound that made him laugh. He just walked away no thank you or anything. He did turn at the bottom of the steps and ask if i wanted more. I shook my head yeas and soon another of my brothers football buddies was busting his nut in my mouth. All in all I ate 7 loads and then two came back for 2nds. They all left and I crawled on the couch still tasting their cum I was so happy and still wanted more.
A few hours went by and my brother yelled down for me to come and eat if I was still hungry that is. In my mind he meant his cock but he had made burgers and frys. We sat and ate and talked. He thanked me for making the party so great then asked what I did to who etc. He was in flimsy shorts and as i told him i could see he was getting hard. He told me the first guy who came down used to blow his cock when they were younger but had stopped a few years ago. I said I thought you said you were not gay. I am not he said I just like my cock sucked. I looked at him and as if he knew what I was thinking he said NO its not right you are my brother its sick to do that. I felt sort of rejected so I got very quite and ate my food in silence. He asked what was wrong so I told him how I felt. He said he did not mean to upset me just its not right. So you would like me to do it but you think its just not right. Yes he said so I dropped it.
The next couple of weeks I spent a lot of time in our basement sucking my brothers buddies and a few of their brothers some older some younger. Lots of new guys hanging around our house the next few months. i was still peaking at my brother and I think he knew it and he even jerked off a few times while I peeked throgh his door.
That winter just before Christmas some family came to stay with us over the Holidays. One was an older cousin who was very hansom. He slept in my brothers bed with him and I got the younger same age as me in my bed. The first night in my bed my cousin announced he slept nude and shed his clothing and jumped in my bed. I turned off the lights and got in.
He seemed to fall asleep fast i could not sleep with his nude body ..(continue confession)

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# 35709 - by Anonymous / June 14, 2017

- Embarrassing Moments -

Bi-Sexual Female / 20

When I was 16 my mom walked in on me while I was having anal sex with a boy on my bed. He pulled out showing a gaping butthole and shot cum all over me and the bed while trying to hide his cock from my mother. She closed the door and stomped into the living room. She didn't tell my father and the boy immediately left, I cleaned up and went to the living room and watched TV until it was time to fix dinner with my mom. That weekend when my dad was golfing, she took a belt to my ass.

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# 36268 - by Anonymous / July 27, 2017

- Embarrassing Moments -

Straight Female / 41

Caught My Daughter With 2 Guys

I came home early before a date. My daughter is home from college, was doing the online class thing. Anyways. She didn’t think I’d be home. I came in through the back way and was never noticed. But I saw her in the den, on the couch with a man at either end. I can’t really get mad, I have always preferred mfm, and even lost my virginity that way. But I feel like I should say something?

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# 51490 - by JustaMom / May 19, 2021

- Anything Goes -

Straight Male / 49

I'm ashamed for what I did but have masterbated to the memory many times. I'm a psychologist and have worked in various areas of the discipline. For three years I worked with children in state custody. There were three sisters (13, 15 and 17 years old. All were sexually active. Their mother had a string of male friends at their house, some of which had sex with the girls. The 17 yr old said she let any guy have sex with her just because they wanted it. Obviously there were many issues in her life. One session I walked around the room while talking with her. I came up behind her and put my hands on her shoulders. She made no reaction. I slid my hands down to her breast and started to kneed them. She leaned back and accepted my attention. I wqalked around to the side of her chair and unzipped my pants, pulled out my erect cock and told herto suck it. She complied with no hesitation. After a short while I stood her up and bent her over my desk, lifting her skirt and pulling down her panties. Again ther was no resistance. I fucked her for a few minutes, got her on her knees and had her suck me to completion and made her swallow my cum. I never touched her again and never tried anythin with her sisters, though I fantisized about it. Two months later I took it upon myself to visit their mother and offer her private parenting classes to gain my testimony to help get her children back. It took ten weekly sessions of class with most of the time spent in bed. It was unofficial, so there was no help getting her girls back. She didn't seem to mind.

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# 14927 - by Anonymous / May 28, 2013

- Gay Stories -

Straight Male / 46

The very first time I sucked cock was my brother. I am four years older than he is so at sixteen. it all started when I found a real hard core porno mag, I use to take in my bedroom and beat off to it while looking at the mans erections. So one day after school my brother was in my room looking at the porno which means he found my hiding place, I turned white that he would tell on me to our mother about the porno(it was a really good mag) so I said not to tell and I would anything he wanted, he was like anything???? I could see his little boner in his pants, so I turned and locked the bedroom door and told him to take his pants down, I knealt next to the bed and started to suck his cock and within minutes he cock started to dry cum. I stood up and told him not to tell anyone or he would never get a second cock sucking from me again and with that I took the porno and left. Later that night he sneaked naked into my bedroom and woke me up so he could get his cock sucked again, this time I started to lick his little asshole knowing he would love it after a few minutes I rolled him onto his back and took his cock in my mouth and sucked him until he dry cum again. I sucked his cock for two weeks atleast once a day or more, I started to really like sucking his cock and I didn't care if he wanted to suck me off. that is when he asked to see my cock I always had shorts or undies on when I sucked him, so when he wanted to see my dick I stood up next to the bed and dropped my shorts and my seven inch boner poops out right at his face and with that I put my hand behind his head and pulled it towards my boner and into his mouth. He sucked my cock like he was born to suck cock after a few minutes I shot a huge load into his mouth and it was all swallowed. We use to suck each other until I went to college and found girls and dating etc.

This past christmas we as a family would gather at different brothers or sisters houses every year for dinner. This past year my brother who is married and has two kids asks me to help him bring some items up from the basement. His basement is just full of stuff so I follow him over to a group of boxes with a wooden chair in the middle of all these boxes. I figure he wants me to take it up stairs for the dinner instead he sits down and asks me for his present, I haven't had him suck my cock in twenty years and so I said this present and pulled on my semi hard cock he nods and not even looked up at me but instead eyes focused on my crouch I take out my rock hard cock now eight and half inches and pretty thick cock for my little brother to suck on, I started to pump in and out of his mouth while his wife is right above us, so close you can hear the conversations, my little brother had learned to inhale my entire cock down his throat and with a nice burst of cum into his mouth. And with that I sat on the chair and helped pull his pants and undies down and with a nice six incher I started to suck his cock, it felt great having a man size cock to suck again.

We went up stair like nothing happened and had a great time.

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# 13676 - by Anonymous / February 25, 2013

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