Tag: Girlfriend

[Group] The Ball That Wasn’t

Hello everyone! I hope your lives of social distancing are going well, and I hope you have some time set aside to read, because the story I’m about to tell here won’t take just a couple of paragraphs. It’ll involve a little bit of set up just to let you know what happened.

This is a true story, something that I really did, but that I can scarcely believe. It happened not very long ago, just before all this pandemic madness made social contact much, much more difficult.

So I’m 30 years old, and I’m part a really close friend group of two guys and two girls, of which I’m one of the two girls. We’ve known each other for a very long time, though I’m a slightly more recent addition as the other three have known each other all the way through high school. The other woman in the friend group I’ll refer to as S. The two guys I’ll refer to as B and Tom. S & B are in a relationship, and have been for a very long time!

S also has a best friend I’ll refer to as K, who I’m also very close with, and who joins us to hang out occasionally, though not all the time. Read more »

The Story of [M]y [F]irst Internet Hookup

So this is the story of the sluttiest thing I’ve ever done.

I was 22 at the time. I was just out of a 5 year relationship with my first and only high school girlfriend, and i was truly single for the first time since becoming an adult. Our breakup was less than amicable, seeing as how we were both trying to end our first relationship and had no real idea how to go about it. Needless to say, it was a rough patch, and without going too much into detail, suffice to say I was in the mood for some exploration. This led me to OkCupid. And OkCupid led me to, for the purposes of anonymity, Toni.

Toni was an older woman. Well, at least it seemed that way to me at the time. As a 22 year old man, 9 years seemed like a huge gap. However, this just added to her allure. I had never been with someone who wasn’t my own age, and she seemed so confident and sure of herself. Little did i know that this night would be the start of a long and lustful fondness for older women. Toni was my first match on OkCupid, and she sent me my first message. Her agenda was summed up very succinctly in 4 words: Read more »

The night I spent as my girlfriend’s service sub [MF] [Long]

_This is a little long — ctrl+f “START SCENE” if you want to skip the intro!_

—-

It started with trying to suck my girlfriend’s toes.

I’d picked up toe-sucking from an experience with a different play partner last fall, and wanted to do the same to my girlfriend. But her feet are super ticklish, and she’d warned that if I tried she was likely to kick me in the face — not even as a threat, but just as an honest assessment of what her body’s reflex was likely to be. I’d bring it up periodically to re-gauge her interest, and each time she’d be a little more curious but not yet ready to try it. I wouldn’t describe myself as being particularly into feet; I mostly just wanted to share how interesting the sensations were with her! (Seriously though, if you haven’t had your big toe sucked like someone would suck a dick, you’re missing out.) Read more »

A MILF in the Night, re-written [mF]

*I wrote this story about 9 years ago, shortly after it happened. I reread it recently and felt that the writing isn’t flushed out well enough. This is a re-edit intended to make the writing better. If you are curious what horny 21 year old me wrote, the original story can be found on my profile. I will link it in the comments. Both versions, while based on a true story, have been embellished.*

During my college days I was a very determined person. I had lofty career goals and I was working hard towards them. Unfortunately, this meant that I didn’t have much time to spare, no time for leisure or for relationships. When I moved to college, my high school girlfriend, Abby, and I broke up because the long distance thing wasn’t working out. After Abby, I hit a dry spell.

During the spring semester of my freshman year I got a job in a hospital near school. Having no marketable skills, my job was to transport patients from and back to the emergency room. Most of my shifts were from 7 PM to 2 AM (I had classes in the morning). The ED was often busy. People ran and yelled down hallways and across rooms about things I didn’t even really understand. I tried my best not to get in the way, to be a fly on the wall, especially at the busy times. My goal was to try to learn something. The environment was fascinating. Read more »

Playing with Stepmom II

Unfortunately, things did not go any further after I had held her breast and we kissed in the kitchen. Mum pushed me away in a bit of a panic and begged me to stop, so I did what she asked. Again, some time went by before things heated up again.

Dad ended up taking an extended business trip to an oil rich Island country where the workers were confined to a compound, and it became obvious he was messing around with several partners. Mum had known he had been messing around a lot but I guess the straw that broke the camels back was were several occasions where nude women were walking to and fro in his room, while we skyped. Soon after, the contact wtih him pretty much ended. He sent enough to her for us to live, but we did not see him again until years went by. Read more »

[M]aking us late [F]or a party.

I can’t keep my hands off my girl.

We’ve been together for a few years now, and by all rights should have settled down to some slower pace, but somehow I end up five and a half inches into her every single day I see her.

A bit of description perhaps. Kathy is in her mid 30s, 5’7″, pale as can be with gorgeous red-auburn hair, and the most beautiful face. She gets off on me objectifying her, so hear the admiration in my words when I tell you she’s got a body meant for fucking. She’s athletic, with nicely toned arms, a flat stomach, and legs built for going uphill. This pale white girl has ass for days, perhaps only exceeded as her sexiest physical feature by her boobs.

Kathy’s boobs deserve their own paragraph. She’s got light pink nipples perfectly positioned to point straight ahead, each about the size of a US half-dollar. Her nipples are very responsive, and she loves having them sucked or bitten. These lovely nipples are positioned on some very large breasts. I once asked her measurements so I could bring her something nice from a trip, and she told me she was a 36c. She was not. After complaints of back pain, and a trip to a lovely store nearby, we’ve learned she’s actually 32g. A mere 32f in euro sizing. She’s got boobs that take over any shirt, and the boob / hip / booty ratio of this woman draw stares everywhere we go. Read more »

A FantASStic Gamble [MF][Anal]

I’m not sure if this is against any rules. I loved [u/filthhunter69](https://www.reddit.com/user/filthhunter69/) ‘s story below and wanted to expand on it. [https://www.reddit.com/r/eroticliterature/comments/gpjtkj/i_fucked_my_moms_best_friends_daughter_in_the_ass/](https://www.reddit.com/r/eroticliterature/comments/gpjtkj/i_fucked_my_moms_best_friends_daughter_in_the_ass/)

******

“Oh my. That was fantastic,” my mom sighed as she set her paperback novel on the table. We were sitting on the back deck of our home on a warm May afternoon. I had just graduated college and had no idea what I was going to do with my life. The job market wasn’t exactly hopping with opportunities as it is. And I’m a political science major, for fuck’s sake. I just choose to not think about the decisions I have to make until I have to.

My mom picked up her phone. I knew she was calling her friend Carol.

“Yes, I just finished it. It’s so good!” Her eyes brightened as she listened to Carol gush over the same trashy novel.

“Oh sure! She can come pick it up this afternoon. I may not be home but Jeremy will be here. I’m sure he’d love to see her. Okay. Bye.”

“That was Carol. Kathleen is going to come by this afternoon and pick up this book.” Read more »

[M]y Best [F]riend Part 4: Changes [Long]

This one has a lot of backstory/build up, but I’m also not writing every time we had sex because it’s not r/StevenandEmmy and I don’t think it’s necessary. But this one is. Enjoy.

Fast forward to last year. Emmy was in her senior year of college, about to complete her degree in nursing and already had a job lined up at the hospital in her college town. I graduated from the technical school and began working on my ASE certification. I landed a job at a well known shop also in her college town which was great because I could spend time with Emmy and other high school friends who attended her university. Additionally, I ended up living with her grandmother, gramma, who was lonely as Emmy’s grappa died just before we started college.

Emmy and I were able to keep our relationship, even at a distance. We would FaceTime or have Skype sessions when we needed each other for relief, and the occasional sexy picture. Before anyone asks, I haven’t and won’t share them because I respect Emmy too much and I’m a selfish bastard. Read more »

[FM] Went to some college parties with my son earlier this year

Been think a lot of earlier this year, before the quarantine and everything. About all the things I’ve done with my son. Specifically the fact that I talked him into going to college parties.

I started hooking up with my son last year. He has Asperger’s syndrome, which causes a lack of social skills, and makes communication hard, so any social stuff makes him uncomfortable. But I’ve been able to help him open up, convinced him to do stuff he normally wouldn’t do.

At the beginning of this year, when his winter semester of college started. I was on his Facebook (don’t judge) and I was reading stuff that kids from his college were posting, and one thing I saw was people talking about a college party happening later that week. I asked my son about that. He’s never been to one and I really wanted to go because I thought it would be fun! After a while I was able to convince him to go, telling him that it will help him socially and to at least do it for me. He eventually agreed. Read more »

Quarantine Roommates Pt. 2 [MM, Bi-curious]

*Part 1:* [https://www.reddit.com/r/eroticliterature/comments/gfhuzc/quarantine_roommates_pt_1_mm_curious/](https://www.reddit.com/r/eroticliterature/comments/gfhuzc/quarantine_roommates_pt_1_mm_curious/)

*Tags: Gay, roommates, Bi-curious, sex*

I laid down on my bed, thinking about what just happened. I never thought anything would happen between me and Dan. We were close, but I didn’t think we were *that* close. Masturbating together, jerking each other off, finishing all over the other. I can honestly say I never thought about doing anything with him before that. But after that one moment…

“Want to do more?” Dan asked as he finished licking my cum off his hands. I didn’t respond. I didn’t know how to respond. I was in my post-climax stage, questioning what happened a few moments prior. He stood up, fully removing his pants that were around his ankles. Then he removed his shirt, showing off his body in full to me. He definitely took care of himself. He was slim, but well toned and built for his size. He clearly manscaped, with minimal body hair on him.

“I’ll be up all night,” Dan said. “My room will be unlocked for you. Take your time if you need to.” And with that, he left to his room. Read more »