A Mild squeeze [MF]

It was my first year in college when I first met her. Never realised that I willl be lying next to her in bed around a year later.

I went to college in another state, so it was the first time I stayed by my own. She was the mother of my friend. And I went to home a fair number of times, for homework, gaming etc. Once she came to know I was living in my own I got invited to dinners until it became a regular thing (She’s the kind of person who never took no for an answer)

She’s not your gym going MILF or a BBW but she’s in the middle. She’s a plain Jane, chubby, an infectious smile, down to earth person. Her husband passed away years and years back but she never chose to remarry. She does smoke one cigarette a day (her only vice, as she says).

An unintended pussy job in a crowded bus. [MF]

This incident happened before all the lockdown and social distancing happened. Although we did get closer during the quarantine period *wink wink

I was using the public transport bus as my bike was undergoing maintenance. And at times the bus can get crowded, so the people who are standing give their bags to the people who are sitting nearest to them to make space for other people to stand (but mostly it’s because they can get rid of their heavy bags)

So the bus I was traveling was a bit crowded and I was already holding on another guy’s bag. A few more people got on the next stop and amoung them was a 20 something girl. I won’t tell you this girl was the sexiest bombshell I have laid my eyes on, yadda yadda, this was real life. She was petite, black hair upto her shoulder blades, fair, was averagly endowed and was quite ok looking. I assumed she was going to college. She was wearing a breezy white top that came up to her thighs and a skirt.

School Shenanigans [MMF] Part 2: what happens in the restrooms stays in the restrooms.

This happened in school (junior college to be exact). Before y’all go all judgy on me, we were on or above the age of consent, it was consensual and there was no sex technically.

Please read part 1 if you wish to know what happened before this story.

So quick recap about part 1, so my childhood friend ‘uncle’ Ben discovered porn and gave me handjobs in the back of the class while the class was going on. Ross (A nerdy girl named Roslyn who was also the class topper) noticed our antics and joined watching us.

So nothing much happened inbetween the two stories. Almost got caught again. I stopped Ben from giving me Handjobs due to a small quarrel. To add fuel to the flames he unzipped and kept stroking his dick till it was erect to infuriate me (yes, this was during class as well) and Ross made the observation that Ben’s was bigger than mine (not by a huge margin but still it hurt)

School Shenanigans [MMF] A bicurious friend, a curious girl and me realising that I could be bisexual.

This happened in school (more like junior college). Before y’all go all judgy on me, we were on or above the age of consent, it was consensual and there was no sex technically.

Our school had a habit of seperating boys and girls in seperate classes. That was only upto a certain grade and suddenly poof boys and girls were in the same class.

So we were seated in tables of 3, being in the last table in the corner, myself and my friend Ben (Uncle Ben we called him, not just a spiderman reference but was literally quite big for his age, like literally he was huge) we were just a normal couple of friends who grew up together.

That was until Ben discovered porn and things got weird between us.

I realised later that we discovered porn much later than a average human does but that didn’t stop him. From that point on, every teacher or girl classmate he saw, he made a comment about boob size, butt etc and then he started guessing about dick sizes of guys (well he swung both ways, should have guessed)

A threesome is the best birthday present [MFF]

So it was my birthday. Being in a quarantine, let alone being alone is not how I planned things would go but that’s that.

My roommate did leave the locality to stay with his family when the lockdown started so I was living alone. The day went by as usual, wishes by call or text etc. I wanted to have something nice for myself atleast to eat so ordered some food and Ice cream.

Now we didn’t have a refrigerator of our own, (well a beer cooler is not exactly a refrigerator, especially when you don’t have ice, which I remembered only when I got the ice cream) so I didn’t want it to go to waste, plus eating a lot of food when you are alone is weird. So I went out and offered it to my next door neighbours, a couple of 30ish women, one was Korean the other was from the next state. like us they were also in the state for work and sharing their room together, we were pretty good friends and we did get invited to their Thanksgivings for the last couple of years so it’s only fair.

My Sugar Momma [MF]

It was my first year in college when I first met her. Never realised that I willl be lying next to her in bed around a year later.

I went to college in another state, so it was the first time I stayed by my own. She was the mother of my friend. And I went to home a fair number of times, for homework, gaming etc. Once she came to know I was living in my own I got invited to dinners until it became a regular thing (She’s the kind of person who never took no for an answer)

She’s not your gym going MILF or a BBW but she’s in the middle. She’s a plain Jane, chubby, an infectious smile, down to earth person. Her husband passed away years and years back but she never chose to remarry. She does smoke one cigarette a day (her only vice, as she says).

My Steamy Sri Lankan Pen pal [MF]

Back when chat rooms actually had girls sexting with guys, I met this Sri Lankan chick. Even though she was older to me by 8 years (She repeated questioned me about my age and what I am doing as there were many underage ppl trying to pass off as adults) We sorta clicked. She was just there to lose some steam and I, now a legal adult, was exploring and researching about the parts of female anatomy XD. We had regular sexting sessions and she shared me pics as well (without face at first) apart from sexting, we talked about other stuff as well and eventually we became friends.

We were in contact for more than a year, and we started chatting over Facebook as well. One day she told me she had to visit my country for work reasons, and luckily it was in my state and we agreed to meet for lunch in the hotel she was staying.

Not I had no expectations about getting lucky as her schedule was pretty tight for her duration of stay and she just wanted to meet up with me and made it pretty clear that it’s not for any hanky Panky (her words actually).

[MMF] My gay friend wanted to fuck me but I ended up getting laid (while he watched)

My first time was really weird. Even now when I look back, I am like, damn that really happened.

It was my first year in college. And coming from a conservative family and background everything was mind blowing. It’s like seeing thing you only see on TV. Don’t get me wrong there was a point where I was entranced by seeing girls who wore shorts or half pants or anything above their knees. Now I get to see two girls kissing in the corridor while a another one with a fully exposed clevage tapping me on my shoulder, saying it’s rude to stare.

Now my friend, let’s call him Kenny (similar to his real name, but not the same) is gay, but I didn’t know it back then and obviously mistook his advances. He would lay hands on my lap, I didn’t mind. He was touching me and caressing me, again i didnt mind, annoyed but i didn’t show it coz I thought he was pulling my leg and so on (reminder, I was from a really conservative family that didn’t allow girls to expose their knees).