no regrets Erotic Stories

I've been thinking back on all of the fun little experiences I've had and thought this would be a fun story to share.

This happened when I (M) was 18 and still living at home. Every Christmas we'd alternate going to our family friends who lived 4 hours away to stay with each other and celebrate.

I have two older brothers and their family have 3 kids in total who were two boys aged 16 and 25, and also Madison (F) who was the same age as me (18).

Every Christmas I'd always get on with Madison the best and she was a bit of a tomboy looking back on it now. We'd ride bikes, go on walks down near the river and go swimming, watch shows like Pokémon together (when we were younger). It was like having a new friend every year and each year we'd get older and see each other again.

This time though when I first saw Madison, I felt something different to the usual 'It's good to see a friend' vibe that I usually had. I felt a genuine attraction towards her.

I'm not going to overstate it due t... continue reading

*"Thanksgiving is a time for families to come together... not CUM together"* \-- my brain after fucking my soon-to-be stepsister the day before Thanksgiving.

Hello. I'm 27-years-old and come from a broken home. My parents got divorced when I was in high school and my dad moved across the country with a new woman one year later. I hated him for a while. I remember listening to a bunch of "I hate my dad songs" alone in my room. Not understanding the anger I was feeling was actually just pain.

I didn't talk to him (except for the rare birthday phone call) for several years, but during COVID, we kinda reconnected. He has changed a lot and we started to talk like once a week on the phone. He invited me out to visit him and his new family, but I wasn't ready for it then, or the following year.

But when he invited me for Thanksgiving 2022, I decided, "Why not?"

I flew across the country and was introduced to his new fiancee (Sara) for the first time. She was 10 years younger than my mom.... continue reading

I work in a clothing store. I’m not going to give the specific name for obvious reasons… But let’s call it Forever 22 just for fun. Those of you who have worked retail know that most of the time, it’s either boring as shit or busy as hell. They give me a decent amount of hours though, pay me decently, and I like that my boss is understanding about my schedule at school.

We mostly see teenage/early twenties women shopping with friends or while dejected parents wait outside. Moms come in plenty, Dads are most often sitting on the bench outside our store. Edgar ended up being an exception to that rule. He was playing the “cool single dad” role for his daughter who’s in her late teens. I showed them around the store a little bit, and pointed his daughter in the direction of several things in her style. He ended up coming back over to chat with me when she was in the change room trying on a few things. The conversation was very professional initially, he asked me about a few different dres... continue reading

This was five years ago. I still remember when she walked into my seminar on the first day of the spring semester. I’d long since learned to deal with the fact that some students are attractive, but she was another level. Tall and blonde, at once graceful and gawky, seemingly not entirely in control of her long legs, and a wide, wry smile—her mouth was a little too big, in a Julia Roberts way—that told you she was aware of it. Her touch of awkwardness only made her sexier—she wore a wide, wry smile, as if to apologize for being so impossibly hot. Her voice was lower than you’d expect, and her default tone was gentle sarcasm. Tattoos on both arms suggested another side to her I couldn’t help but wonder about.

On top of all of that—let’s get out with it—she had a spectacular set of breasts, buoyant but far too large for her narrow frame. (But, as I learned, entirely natural). The effect was stunning, and she knew it, but she never relied on it—she sharp as a tack and didn’t need to.

I... continue reading

So a close male friend of mine and I have both gone through recent breakups - I broke up with a girlfriend (I’m bisexual) and he broke up with his longtime girlfriend. We were out drinking the other week and he told me the reason they had broken up: they had a dead bedroom for the past year or so ( her fault, he was miserable) and it just wasn’t working out. I, being sort of a sex pest, and having just gotten out of a lesbian relationship, was craving some dick and in a moment of drunken foolishness, I leaned in close and offered to make up for the years of low or no sex he’d suffered through on his birthday. He was surprised and thought I was bullshitting him at first, but eventually I managed to convince him I was really offering and into it and we agreed to take that full Saturday to hang out at his place and have some fun.

I showed up at his place early that Saturday afternoon with an overnight bag, said hi, and gave him a hug. He was a bit nervous and asked me if I really was sur... continue reading

\[oral\]

A bunch of girls at a party once convinced their boyfriends to make fun of a man for having a little dick.

Later on, I discovered that the man being made fun of had indeed lost his virginity to one of the girls.

In any case, the group teases the man until he goes. I followed him outside, told him I was upset about how he was treated, and begged for a ride home.

He agreed to accompany me.

As soon as we arrived at my house, I invited him to stay if he so desired. He was unsure but decided.

I told him that I wanted him to bring me home so I could fuck him.

He didn't believe me at all.

He could follow me into my room or leave, I informed him as I undressed.

We performed the standard things like kissing and feeling each other up when he came into my room.

I made sure to bring my "A" game when it came to giving head once I had his pants off.

I was curious as to which position he favored, so I aske... continue reading

So I was seeing this guy for 4-5 months before I began dating my boyfriend. Nice enough dude, just didn’t really work out, no hard feelings.

After not realising I still had him on SnapC (I never use it), he sent me a dick pic asking if I’d like a few more rides on it. I deleted him right away and didn’t respond. He then messaged me on Facebook (not friends on there) asking if I’d seen it.

I replied saying I’d seen it, please don’t send more, I’m not interested etc etc.

Two weeks or so later, another one..

Again? I said I’m blocking you and please don’t, I have a boyfriend and I’m happy.

His long message reply read:

“Im sorry but I can’t help it. I’ve craved your ass and your mouth for months and we should give it another go. I was emotionally unavailable before. My bad. I want you in my bed right now and fuck that dude. You should’ve been mine. Make the right decision. You have one day to decide.”

The bit I couldn’t believe after that (gap, then second message).

“I’ve been mas... continue reading

I am currently at university doing an MBA, as part of the programme they paired us with some younger business school student groups to work on design thinking projects. Very cool and something I have a lot of experience and passion for.

I ended up getting along quite well with one of the students and she asked for a contact so we can talk about some projects in the future, I was more than happy to help. A few nights later we had been texting a bit about one of her upcoming assignments when the conversation started to change. It wasn’t too long until we were a very hot and dirty conversation and she was telling me about her thing for older men, especially much bigger guys.

I should pause here to describe us both, I’m 6’7 and pretty broad, think rugby player build (I tried rugby, I was terrible). She’s about 4’11, small, slim, cute as hell, dyed reddish hair and somewhat delicate looking.

Eventually the conversation got to the point she asked If she could come around. I tried not... continue reading