Author: bleezyboi69

How I[M] went to a party to hookup with a girl, but ended up with her engaged best friend[F] instead

Summer 2017, I was 21, back in my hometown and got invited to a house party that a friend I used to hook up with in high school was having.

I hadn’t talked to Heather in a couple years, she graduated a year before me and moved out of state for a bit but recently came back and moved to the nicer city close by. I remember coming across her new IG profile and thought she looked great so I followed. I got a follow back and after a few days I get a DM from her. Nothing really happened then, just caught up with each other, she asked why I followed, I told her she looked good and we kinda just flirted a bit but that was it, she stopped replying before we could arrange something, and I wasn’t gonna bother her. Two weeks later, I get a “wyd” dm from her at 3 am that I missed.

I dm her back the next morning and she just said it was cool. After a few mor messages she says she’s having little party with her new friends and that I should come. I wasn’t sure if I wanted to drive 45 mins to party with a small group of people I’ve never met, but I didn’t wanna ruin my chances with her so I tell her I’ll just let her know. Read more »

Banging [M]y friends older sister[F] while they’re just feet away

This story is about the time I got with my friends incredibly hot older sister. This past holiday weekend had me reminiscing about this one, as it was also 4th of July.

I just got done with my first year of college, and I was back home for the summer. My buddies were home too so we decide to link up and hang out as it’s been months since we’ve all been together. Theres 5 of us; myself, my boys Alex and joseph, and my two other friends that are of the opposite sex, Ashley and Abbie. Alex was that kinda douchey, handsome dude that everyone loved from every high school, but still a really good friend. Always lookin out for me. Joseph was that guy that was always down to party. Always had some weed or booze on him no matter where we were. Also a great friend, known him since we were 4 years old. Ashleyand Abbie were also really good friends through out high school as well, especially Ashley. Her and I got along really well because of the music we listened to, but never romantic. I just never saw her that way. Abbie was just her best friend and we liked her enough that she became part of our group. Nothing notable about her honestly. Other than she gave good blowjobs, but that’s another story. Read more »

How I[M] banged a douchebags wife[F] to spite him

There’s a ton of context in this one, sorry, if you wanna skip to the juicy stuff then scroll down to the *-

This was a couple years ago, I was 23, I was working at a retail store in my small home town for a summer, and a friend of my parents walk in. We’ll call him Bob. I’ve known Bob for as long as I’ve been alive, he was my neighbor, his wife would baby sit me, and he had 3 kids all around my age so I would be over at his place all the time. Anyways, Bob walks in to my store and I decide to hook him up because he’s a really good family friend, and he was always treated us like family. I hook him up with my employee discount and he’s off to work on his project.

Fast forward a couple days and I get a text from him saying that he wants to buy me a beer as a thank you. I accept and he picks me up and we head to the local watering hole. It was around 6pm, and happy hour so it was packed with all of his work buddies that I also knew, along with his and their families. Read more »

[M]y first of many hookups with my boss[F]

Alright, this story is about the first time I hooked up with an my boss 3 years ago, and the 2nd relationship I had with an older woman. She was actually my manager at a supermarket I worked at for a year while finishing college.

We’ll call her V. She was a total milf. Mid 30s, pale skin, long black hair, pretty face, wide hips, 5’3, fattest ass I’ve ever been with, I’m talkin dump truck booty. Not the biggest breasts but they’re nice, can get a nice handful of them. She was also covered in old school style and horror themed tattoos.

So we ended up working the night shifts together all the time. I was instantly attracted to her because of her looks but we started to get a long really well after I recognized the music she was listening to. We found out we had a lot in common so we kinda hit it off from there.

We always hung out while at work, there was always something for us to talk about whether it was music, live shows, partying, whatever. The flirting didn’t start until after a couple months though. We had gotten really comfortable with each other to the point where we would talk about our hookups we had the previous weekend and stuff like that. Read more »

I [M] became my algebra teachers [F] boy toy for a semester and summer.

So this was while I was a senior in high school, and the first time I hooked up with an older woman.

I hated every second of being there so my grades were never great. I was always thinking about pounding girls and skateboarding the entire time I was there and just didn’t want to do the work. Any ways, I had to take algebra 2 my senior year because I failed the year before.

I’ve always been into older women, and my algebra teacher, we’ll call her Ms. B, was Latina, mid 30s, shoulder length, wavy black hair, light brown eyes, 5’4 maybe, had a mom bod (which I love) kinda chubby but not fat, wide hips, huge rack, and a beautiful face. I’d often get lost in her eyes while she taught. She also had a very attractive personality, kinda bubbly, but also down to earth. Read more »