Everyone I've Ever Had Sex With: Female, 26, New York City

The Ginger didn't really have a soul, but he was good in bed.

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It was New Years and I had just turned 17. In my back pocket I had Apple Pucker in a flask and in my hand I was holding a book of CD's from my car. I changed the music to Mandy Moore - Candy and immediately made eye contact with Tony. We bonded over our love for Mandy and started making out in a corner, we moved to a walk in closet where I lied about my age, virginity and pretended to know what to do with an uncircumcised penis. At some point I realized another couple entered the closet as I was standing against the wall and getting fucked. We never talked again after that night.


My shortest "relationship" if you could even call it that. I was 17 and he was a 21 year old drug dealer in a band. The first night I stayed at his house, we watched Finding Nemo and fell asleep. I woke up to him trying to finger me, we fucked until I couldn't stay awake anymore and had round two in the morning. The most memorable part of our relationship was taking Mushrooms and fucking for what seemed like days. We dated for two weeks until he ended up in the hospital and broke up with me.


I spent nearly 5 years with Ian, it was a very domestic relationship with a sex life that always felt like something was missing. Although he wasn't my first, we had a lot of firsts together. I remember the day he first made me squirt and I was a blushing teen, the night we tried anal and later learned we were clearly doing it wrong and then all the nights where I tried to just blow him and he wanted to simply play World of Warcraft instead. In the end, our sex life completely ran it's course and I fell out of love with him.


This is the first boy I let sleep over my house when I was still living with my parents. We dated for a few months and for some reason he always wanted to just mutually masturbate. I would spend 20 minutes pretending to rub myself off until I could just give him a blow job and finish him. When we fucked, it was glorious and I don't understand why we didn't do it more often. Later that year, my dad embarrassingly said "I know what you're doing in there" and I never had sex in my parents house again.


I barely remember this drunken night, because I had one goal and it was to fuck Matt. It was a hate fuck, with a middle finger pointed directly at my ex-bf. After a mediocre session of missionary and doggy style, He finally came on my tits and fell asleep.


How we ended up fucking, I still have no idea. He was older than me and was still living with his parents, I came over late one night and discovered he had a mirrored ceiling. I pretended to really enjoy it when he was fingering me and ended up sitting on his face to make him shut up. We fucked for five minutes and I jerked him off so he could watch himself get off in the aforementioned mirrors. 


Continuing with the "older than me" phase I was currently in, Dave was much older and owned a home. For some reason his room was in the basement of his house and we ended up only fucking in positions where he could look at my ass. He always smelled strongly of dial soap and I broke things off after a few sleepovers.


A long time friend. Way before losing my virginity, he was the first boy to try to finger me and made my leg twitch uncontrollably. He said that meant I was orgasming and he was hitting the right spot. Fast forward, he picked me up from the airport one night and I slept over his house. He must have practiced a lot over the years, because I have never had so many orgasms in a night from hands alone. I craved his touch for weeks afterwords, but it never happened again.

My Second "Long Term" Boyfriend

I drove hours to meet him to spend Valentine's day with him and in later weeks found out he was in a relationship and still lived with her. We spent about an hour on the couch talking about sports before we had hours of sex. He desired the most taboo things in sex and he was the first person I ever puked on, and it wasn't an accident. We ended up dating for over two years and it ended terribly. I now have a restraining order against him.

Missed Connection

A co-worker pointed out a missed connection for me on Craigslist and although I was still in a relationship- I answered it. We became strictly platonic and he was very aware of my soon-to-be ending relationship. After things ended, I made him swoon me. He was probably the skinniest man I have ever had sex with and I probably cannot count the amount of bruises I got from his hip bones. We stopped talking for a while, slept together again when we were both lonely and recently got in contact again.


Thank's again Craigslist. I was trying to sell something and instead had a very aggressive man messaging me to send pictures. I was feeling bored and played along, he worked in fashion and after a few emails and texts I figured he was normal. I visited him a month later and within five minutes in the door he had thrown me on the floor to spit on me and fuck me. It was the wildest experience of my life and during my "no fucks given" phase. I think we fucked one time after this and I realized how insane he was and had to end it. We are still friends on FB.


I swear this man modeled in those domestic "Porn for Women" coffee table books. We were roommates and he was always cleaning shirtless around the house, he was basically asking for it to happen. I didn't have AC at the time, so I asked to sleep in his room and well- one thing led to another. It happened twice and luckily it never got awkward.


I deeply regret breaking this boy's heart. He worked at a restaurant next to my job and would visit me often. We would hang out and listen to records, watch movies and after a few weeks we slept together. I remember him being very well endowed. We lost touch after a while and slept together this past year, he wasn't as well endowed as I remembered.


I honestly had no idea what his name was when I invited him to my house. We had been hitting it off all night and I really needed to have sex. It was terrible. I made up an excuse that I had to go to work early and made him leave. Years later I found out he is now in jail for killing his girlfriend. I'm still speechless.


We were friends for a while and ended up closing out a bar together. It was in walking distance to his house and we wanted to drink more. The thought of sleeping with him never crossed my mind, until he was down to his American Apparel underwear and standing in front of me. It was terrible, I don't think he even came and he kept trying to drunkenly fuck over and over again.


My friend was staying me at the time and invited her friends to crash at my house. Somehow we had split into two groups and as it seems, I am always trying to just go to sleep. Some flirting happened and soon I reached down to discover how well endowed he was. We were spooning and fucking for a bit until we ran to the bathroom down the hall, He tried to fuck my ass but there was no way he was able to succeed. Hands down the largest cock in length and girth I have ever encountered.


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