[MF] I(M20s) used to be the sugar baby of a business woman(F20s) part 1

When I was in highschool, 16 YO, I met this girl, Vicky, 18 YO, at a party. She was the girlfriend of one of my friends’ friend. She had a beautiful pale face with big green eyes but I couldn’t see any of her body cause it was winter and we were all covered in clothes. We hit it off pretty quickly. Her boyfriend got drunk at the beginning of the party so we were talking all night. She told me she was from a city far away south from where we were at the moment, but she was studying in a closer city. She was pretty kinky, and me, being a horny teenager, followed her lead. We ended the night with a kiss, shared phone numbers and MSN (it was years ago).

We started chatting and talking on the phone very often, always having horny conversations. A few months after we met she broke up with her boyfriend and went back to her city. I felt happy she broke up cause there wouldn’t be any problem for us to meet. The new problem was distance and that I had no money at all. So, with time we started talking less and less until it was just comments on social media posts.

[MF] I (M27) was the paramour of a practical nurse (F25) when I was an intern in a hospital

I did my internship as a med student in a hospital a few years ago. In my country we study for 7 years to become a doctor, the last 2 are internships in the different services of a hospital. In the ob-gyn area there are mostly female workers, midwives and RPNs.

One afternoon after we finished all our chores in the service, I was sitting with one of my classmates just passing time waiting for the time to leave when this paramedic, Sophie, came in to fill some medical records with vital signs and stuff. She sat right next to us and we started talking. She was very cute, 1.50 m tall, very thin (not more than 45 kg), soft medium color skin, small A size boobs and a perky little butt, small face with big green eyes and long brown hair. She told us about her life, she worked a lot and was also an amateur marathonist and had won a few local competitions. She said most of the interns were very flirty and had invited her out a lot and she always refused. With this said I thought, well why would I even bother. So we kept talking in a friendly way, talking about our favorite drinks and what type of parties we liked. When the clock marked 5 we all went home (BTW, for those who read my threesome story, this classmate is Jay, Jasmine’s boyfriend).

[MF] I (M25) had sex with my friend (F25) the same day my girlfriend broke up with me

When I was in university I lived in a 4 room house which belonged to my parents, so I was in charge of it. I lived with two roommates and the spare room next to mine was for guests and sometimes I rented it for extra cash.

My friend Angelina had to be in my university town for a month because of an internship, so she asked if she could rent the guest room for that time, and I obviously said yes.

She was thick, had large boobs, a huge butt, hourglass shaped body and a pretty face. At that time I was in a relationship with Frida (I wrote a story about her).
Andrea moved in on a sunday. That exact same day Frida broke up with me for some stupid reason. So Angelina decided to make me company that afternoon. We bought some snacks, I had a few bottles of wine and we set the TV to watch some series.

[MF] I (M24) had sex with my girlfriend (F25) on the top of a hill. Turns out we had a spectator

Frida and I had been dating for a few months. Our relationship was far from being healthy, but like in most toxic relationships, sex was great. She had orgasms very easily with penetration only, no matter the position. She wasn’t loud, but she screamed every time she came.
For those who have read my first story, this girl is Camille’s cousin. And we started dating 6 months after I returned from that vacation trip.

Frida was 1.55m, she had a pretty face, she was thick but not overweight, she had thick thighs, a big bouncy ass and huge soft boobs with small nipples in comparison.
One weekend we decided to go hiking. We went to a local hill, which was a 2 hour walk to get to the top. We went there very early. We were holding hands, kissing and touching all the way to the top.

[MFF] I (M27) had a threesome with my now girlfriend (F21) and her roommate (F25) as our first sexual encounter

I met my girlfriend Katherine when I was in my last university year, a few years ago. She was living with some of my classmates, who were my friends. In that house lived Katherine in one room; my classmate Jay and his girlfriend Jasmine, who were in an open relationship, in the second room; and Mike and Brie, both my classmates who were a couple, in the third room. Katherine has a beautiful face, she’s 1.65 and thin, has soft white skin with a nice bouncy butt and C sized tits. Jasmine is 1.60m, has a beautiful face, she’s a little overweight but has huge tits, probably D or DD, and an average sized butt.

I used to go to their house pretty often to eat, drink and smoke weed. Strangely I didn’t meet Katherine until the end of that year because she wasn’t in the house very often, she was studying most of the time and was very shy. She didn’t party either, she didn’t drink or smoke weed.

[MF] She (F29) offered anal sex and we fell asleep with my (M29) cock in her ass

I (M29) met Maya (F29) 7 years ago, she’s a Japanese descendant, about 1.65m, slim body, beautiful white skin, small A size tits, wide hips and thighs and a small but proportionate butt, just as I like.
We went on a few dates for some months, kissed and touched but didn’t have sex, nothing serious. She abruptly ended things and I didn’t give it much importance because I knew she wasn’t what I was looking for in a LTR. We still kept talking and hanging out, still kissing but seeing each other much less, like once every month or less.

Fast forward to 4 years ago (both 25) and I invited her to my place to watch a sports game, we shared a few bottles of wine, kissed and touched but no sex… Yet.

She was driving so I told her to stay the night, she agreed. I let her use one my pajamas, a loose shirt and short. We went to bed and kept talking about life and then decided to sleep.

[MF] I (M29) had sex with my best friend’s sister (F27) while her mom slept on the same room

A little background: I’ve been friends with this guy my whole life. We would sleep on each other houses almost every weekend when we were little. He has two younger sisters, Camille 27 and Katherine 25.
Camille had always had a crush on me. When we were kids, her parents would make jokes about us being destined to be together and I think that sank in.

This story happened 6 years ago, so we were 23/21 at the time.
Their mom had invited me to go on vacation with them. It would be Camille, their mom, three female friends of Camille and I on a 2 week trip to another country, and they were paying for my plane tickets. One week before our trip I went to their home to spend the week. My buddy had gone to another city to see his girlfriend, but I felt like home anyway, knowing his family for so long.