no regrets Erotic Stories

"Wait, are you serious?" He said it like I'd just told him I was secretly famous or something.

I nodded. We were sitting on his bed. My legs crossed under me, his hand still on my knee from where we'd been making out thirty seconds ago. I'd just said the thing. The thing I always have to say. The thing that goes one of two ways.

He looked at me. Down, then back up. "I literally never would have guessed."

"That's kind of the point," I said. Smiling but my stomach was doing flips.

He didn't leave. Didn't go quiet. Didn't do the weird thing where they suddenly need to check their phone. He leaned forward and kissed me again, harder this time, and grabbed my waist and pulled me closer and that's when I knew this was going to go very well.

His name was Derek. I met him at a bar the weekend before. He was with a group of friends. I was with mine. He kept glancing over at me until I got tired of waiting and walked up to him and said, "Are you going to talk to me or just stare all night?"... continue reading

This happened while we were both in high school, way back in '06. Everyone in the story is 18. In fact, being that age is basically the reason this story happened at all.

When I was an early teenager, I met who I thought was the love of my life. We dated for years, but she after she graduated (she was a year older than me) she left me for someone she met at college. I was bitter about it for a long time. Didn't really have an easy time getting over her.

Well, one of my good friends--let's call her Clarissa--wanted to help me take my mind off the ex. Plus, once we had both turned 18 (we were about 2 months apart in age), we were given more freedom to hang out just me and her (not on "dates" or anything like that; however, my parents were strict and didn't let me hang out with girls until I was an adult and could think for myself). She was a good friend of mine, someone I didn't see "that way". After all, I was still hung up on her. So she suggested one January morning right before cla... continue reading

It happened during a get together at our house. It was getting close to the end of the night, and my wife’s friend and I were having a conversation on our back deck. We’ll call her Annie.

Well Annie and I were talking about tipping. When to tip, when not to tip, how much to tip, etc.

I was going on about how the definition of a good tip has changed drastically in the past decade. 12% to 15% to 20% now.

She listened to me intently as I droned on, maintaining eye contact and nodding her head in agreement. When I finally finished my long winded speech, she responded.

“Well honestly that’s for you to worry about,” she said. “This will always be a good tip for women.”

As she finished her sentence, she brought a hand up to her shirt and grabbed the fabric near her neckline. She pulled her shirt down on one side of her chest, letting one of her tits pop out into view.

My eyes went wide while I followed her movements down to her chest. As soon as her tit was out, her nipple immedia... continue reading

Hey hey I’m back. The past few days have been a whirlwind, but spoiler alert: things are looking good! Lots to cover, sorry in advance for the long update.

I’m including the context for everyone invested so far, but feel free to skip to the stars if you want to get right to the “fun” part.

Also, in case you missed it, I wrote a mini update #6 on my profile. In short: our friend Ruby found out about Bri and I. She was supportive, and it didn’t bother us, but we did decide to let things cool off a bit before we tried hooking up again.

**As always, everyone in this story is over 18.**

After last week, things carried on like normal. Bri and I tried to keep the texting/flirting to a minimum, but it was hard on both of us. One night she texted late saying she missed me, and we ended up essentially having phone sex. We didn’t send any nudes, just texted the other what we’d like to do to each other. It really turned me on, and I made myself cum reading her messages (and looking at the ph... continue reading

So for the past month I’ve been on and off flirting with this girl at the gym who is always wearing the tiniest shorts that hug her firm ass and sports bras that barely contain her perfectly round tits. I never get a good workout in when she’s at the gym because she’s such a distraction, but obviously that wasn’t the worst thing in the world. This morning we bumped into each other and decided to spot each other while working out. She definitely caught me a few times leering at her tight athletic body sweating and moving, but she didn’t seem to mind. I swear it seemed like she was putting in extra effort to put on a bit of a show to try and get me worked up and I saw her stealing a few glances at my shorts to see if I was getting hard.

When it was time to leave she mentioned that she was running late for work and I offered to drive her home, which she gladly took me up on. During the drive she asked if I liked watching her work out and I admitted how fucking hot I thought she was. She... continue reading

I’ve been training at a new gym, and let’s face it, the best thing about that… New hotties. The gym really is the playground of lust. And this is where things began.

I’m catching the pre work morning crowd, however, it was a particular couple that I had eyes for. Mid-20s, seemingly very into each other, which is always sexy.

Now, I don’t know what I loved most… The bulge in his grey shorts or her fucking divine, busty tits in a tiny sports bra, you know, the type that you’d get out and they’d just sit so nicely.

I noticed them whispering in my direction. She was more subtle than him. Firstly, I was like argh, okay, is my outfit too much!? I was wearing a small grey sports bra and grey booty shorts, obviously pulled all the way up my ass, which is gym girl law.

The next exercise I did, she came over to me. My heart raced and I was sat down, with my music in, and she and her beautiful rack were stood over me. I looked up, took my ear buds out and we spoke.

She wa... continue reading

I had been very patiently waiting for my mother-in-law to create another opportunity for us to get together, and it happened today!

She was being extra careful, not even daring to send me a text message. She typically never messages me, so I'm sure she wanted to keep that up to not raise any suspicions with my wife.

Back to this morning. It was pretty early, around 8am, when my wife's phone rang. My wife was still asleep as she usually is at this time, but when I heard the special ringtone she uses for her mom, I immediately got a little excited and turned on as I typed a work email on my laptop in my office that's right next to the bedroom.

I heard my wife talking to her mom in French and could only pick up a few words here and there, but it was pretty clear that she was asking for me to help her again since she kept saying my name. They must've talked for a good 20 minutes before ending the call, after which my wife called out to me to come talk to her.

I was still pretty hard s... continue reading

Don’t get me wrong, I’ve always been a sex-positive person and a firm believer in “we listen and we do not judge” when it comes to sex. I had a share of my wild experiences, mostly from my teens and twenties. At that same time, I always thought that to have a really good sex (and I mean REALLY good), some deeper connection, both emotional and intellectual, is a must. I, a 35 year old man, also believed that much younger women are just not my thing.

That was until I met M. We met on random while we were both vacationing by the sea. Turned out, we both came there because we needed a getaway, a small break from day to day. She seemed kind and nice. We talked for a bit, all SFW and friendly, we got a good banter. As we were saying goodbye, I asked her what are her plans for the evening, just out of curiosity. She planned to get a beer somewhere. Coincidentally, I had that same plan, so I asked if she wanted to meet later at a bar that got recommended to me. We exchanged numbers and decide... continue reading

I haven't written in awhile, but I commented on a thread in another sub the other day about titty fucking and it reminded me of something that happened right before I started college.

I'll probably get judged here, but fuck it.

Names changed for anonymity. I was 18 when this happened.

In high school I had a large close friends group, 6 of us guys. We all considered each other best friends. We graduated in May and were gearing up for college. We always hung out at each other's place. This occasion was no different.

Mid-July. We all planned to show up at Josh's house around 2, but somehow I got the time confused and I got there around 12. Only Josh's mom (Sandy) was there. She told me Josh didn't get off work until 1:30 so he wouldn't be back until just before 2.

Sandy was about 40-42, blonde and was divorced. I had always lusted after this woman. She was around 5'8" or so, probably 145-150 pounds, with breasts that you only saw in magazines. I loved when we all went to Josh's h... continue reading

“What, really?” he said from the other end of the couch, raising his eyebrow in response to my joke. “You’ll suck it if we win?”

“Sure,” I laughed, putting my feet up on the coffee table. I was just joking, of course. We’d always been like that; making jokes and being silly. That’s just what friends did. Anyway, the team might have been winning, but we were ranked one of the lowest in the entire World Cup, and I’d seen enough games to realise how quickly things could change. “Why the hell not?”

“You promise?”

I stared at him, a little surprised at how serious he looked, but once again I realised he was joking. I mean…we were friends. “Sure,” I said. “I promise. If we win I’ll get down on my knees and–”

“Wooo!” he shouted, standing up and punching the air as the opposing keeper let the ball into the net. “What a goal!”

I don’t know much about football, but in the multiple replays that followed, I had to admit that the way the ball curved through the air and seemed to weave its way... continue reading

On Friday I had a date booked in with a guy I’d met from Reddit. I’ve posted a few stories about him as we’ve met a few times, but this was the first time we’ve ever actually had a dinner scheduled instead of just meeting at one of our flats. I work from home Fridays so spent most of the afternoon getting ready, had a few drinks to calm the nerves and put on a red dress I’ve been saving for a special occasion.

He came to pick me up a couple of hours after work, and the minute I got into his car his hand was glued to my thigh. The dress was pretty short so without even needing to try his hand was basically already at my thong. The restaurant was about a 30 minute drive, we spent the first 10 minutes just chatting and then it turned a corner and I spread my legs and was getting fingered on the M25! He was overtaking cars and lorries so if anyone had looked over they would have been able to see everything! I kept my hands to myself whilst he was driving but I did play with my tits whils... continue reading

Back in the day, my friend Alexa and I came up with a handshake together that would finish with my hands on her tits and her hand on my junk. It would go something like this: hand slap, back hand slap, normal fist bump, top bump, bottom bump, arm slide, hip thrust, grope.

The grope was obviously the best part. My friend had DD boobs that somehow defied their weight to appear perky. Each time we did the handshake, I had an excuse to have my hands on her tits while she grabbed my junk. It should come without a surprise that I would frequently get hard right afterward.

It’s not like we were shy with each other during the groping part either. When we originally came up with the handshake, we both agreed we had to grab AND squeeze. There was no point in touching each other if we couldn’t enjoy it. Alexa and I definitely had a lot of sexual chemistry with each other.

Before we came up with the handshake, we had hooked up a couple times so it’s not like it was our first time exploring eac... continue reading

Okay, so I’m 37, like many of us, I’ve been through difficult break ups, but not divorce.

I have a colleague who’s 42, we’ve worked together for a year and he opened up recently about his divorce. He’s at that stage of it being challenging, having processed the loss of his relationship and kind of wanting someone new, but being a bit financially stuck.

“Okay, since you’re ready, think of all the new women you’ll meet.” I said to encourage him.

I helped him put together a dating profile. He joked nobody would want to hook up with a guy whose living situation isn’t great.

For context, he’s a handsome dude with a lot going for himself. A bit down on his luck but he’s back in the gym and there’d be a line of women wanting him.

“Since you’re in the gym a lot, you might see a nice booty you’d like, or maybe boobs.” I gave a loaded statement, admittedly eager to see what he preferred.

We’ve flirted in the past. Nothing crazy. I respected he was off limits and not ready.

Until now.

He... continue reading

We were all 18+ and everyone consented!

So I’ve known Daniel and Peter since freshman year. We had calc together and we’ve been study buddies ever since. They share this apartment off campus and I’m over there all the time.

Last Friday I went to a party and lost my keys somewhere. It was like 2 AM and my roommate was out of town, so I did the drunk walk of shame to their place and started banging on the door.

Daniel answered in boxers looking half asleep. “Melly, what the fuck?”

“I lost my keys,” I said drunk. “Can I crash over for tonight?

He sighed but still let me in. Peter was already asleep on the couch snoring loud, so Daniel was like “just sleep in my bed and I’ll take the floor.”

But his room was tiny and the floor was covered in clothes and textbooks. I was drunk and tired and I said “just come to bed, we’re adults and it’s totally fine.”

He squeezed in with me in the middle because the wall was on one side. Daniel was behind me, Peter was still on the couch an... continue reading

^(soooo last week was my friend's birthday and I totally dropped the ball on getting him a gift. being broke sucks! But I've known since high school that he's had this massive crush on me, or atleast wants to smash lol (he's terrible at hiding it), so I decided to give him something I knew he'd appreciate...)

^(i decided i wanted to gift him some lewd pics of me! i already had some on hand, but i also spent an hour taking the perfect shots - started with some teasing pics in my lacy black lingerie, then slowly stripped it all off. Made sure to get all his favorite angles... bent over showing my ass, on my knees looking up at the camera, spreading myself open on my bed. Even took a few shower pics with water running down my tits.)

**^(soo i sent him a folder of 20+ naked pics with the message "happy birthday you loser! Here's something to help you celebrate 😘")**

**^(His response? "Holy fuck. Thank you" Then radio silence for two)** ^(days...)

^(---)

^(Finally he texted... continue reading

I was cooking in the kitchen while wearing a robe when my sister in law showed up unannounced at my door. I let her in and she went to sit on the couch in our living room while we talked. Not going to lie, as soon as she showed up, I was instantly horny. The reality of us being alone together while I was naked under my loose fitting robe had my cock getting hard real quick.

From where she was sitting on the couch, she could see all of me too. My cock was pitching a huge tent in my robe and I knew she would be able to see it. So at first I tried to angle my body away from her so she wouldn’t see it, but after a couple minutes I decided I’d let her see the show.

I stopped turning my body away from her as much and gave her a view of my side profile instead. My cock was lifting my robe up, begging to be uncovered. I could see her eyes locked on my bulge while I cooked, nonchalantly. My cock, being bigger than average, would have been impossible for her to miss.

She didn’t mention it... continue reading

Y

So I found this place on Groupon near campus because my neck was killing me from hunching over my laptop all week. It was one of those Korean spa places with the dim lighting and the waterfall sounds. I was already nervous because I'd never gotten a professional massage before and I hate being touched by strangers but my roommate swore by it.

The guy's name was Rufus according to the little card on the door. He was maybe like thirty with these big hands and was wearing one of those white uniform shirts. He told me to undress to my comfort level and left the room. I stood there for like five minutes trying to decide if I should keep my underwear on then I ended up taking everything off and laid face down under the sheet feeling like an idiot.

When he came back he pulled the sheet down to my waist and started on my shoulders. His hands were warm and had this peppermint oil that smelled really good. I was trying so hard to relax but I kept freaking out every time he moved lower b... continue reading

Okay, so men who adore burying their head between a woman’s legs and not coming up until the job’s done, hey, you may understand this.

A guy friend of mine, we’ve known each other a long time, he’s officially hit a drought of 6 months. The thing he misses the most, apparently, is giving head.

In the car on the way to go shopping and to meet with other friends, he was outright with it.

“I’ve clearly found you on a very horny day.” I grinned.

That’s when my pussy started streaming wet. He went into detail about going without and how he’s not even bothered about a BJ in return.

My response was, “if a guy went down on me, he’s getting his dick swallowed. He’s likely getting his cum swallowed too.”

I could see the horny cogs working in his sex crazed brain. The conversation carried on. He went into the scent, the taste, the arching of hips when you get them close.

We then got out of the car. I was SO wet and feeling kinda needy for a hard working tongue.

So I kept that thought handy... continue reading

I still catch this guy pitching a tent whenever we have to work the same shift now. The whole goal was to ruin him for other girls, and I hope I came pretty close to it.

So this happened a few months ago. We were closing up the coffee shop we work at. He’s this younger, super quiet guy who started recently. I always noticed him sneaking looks at my chest. I definitely didn't make it easy for him since I always unbutton my work shirt pretty low the second the manager leaves for the night.

We were sitting in the back room doing inventory on our phones. I went to show him a funny video on my screen, but when I unlocked it, my browser was still open to my absolute filth from my morning solo session. I snatched it back super quick and was like "Uh, just use your phone to log the cups." He pulls his phone out, opens Safari, and boom he’s got a hub tab right there open to "petite POV." or some shit like that. Total degenerate, but I love it.

He turned so red and started aggressively swipin... continue reading

This happened in my art class during my(18F) art class last year and i wanted to share it. Okay so I needed extra credit for my art elective so when the professor asked for a volunteer model for the figure drawing session I stupidly raised my hand without thinking.

I thought I would just sit there in clothes. Nope but instead they wanted nude.

When I got to the studio there were like 12 students already set up with their easels. My heart was pounding so hard, the professor gave me a robe and told me I could keep it on until I was ready. I went behind the screen, took everything off and literally stood there shaking for a minute. I kept thinking “Melanie you idiot, everyone is going to see you naked.”

I finally dropped the robe and got on the platform. The first pose was sitting on a stool with legs crossed. I felt so exposed then the professor asked me to do a lying pose on my side…that’s when it got crazy.

One of the students was this guy named James. He’s a senior who is really... continue reading