Tag: Girlfriend

[FMF] The good, the great and the bad of my first threesome

[The events I’m about to describe happened close to the NYE from 2018 to 2019, so naturally I don’t recall every word, expression, and detail exactly as it happened. I’ll try to stay faithful to it, but I’ll have to resort to my memory for it, so bear with me please! I’ll also use fake names for everyone – I hope they don’t throw you off though, I found them funny. Also, this is my first time posting here, though I’ve lurked around in non-alt accounts, so hello everybody!]

Donald and Daisy had been dating for a while – probably a year or so – when we got close to that New Year’s Eve. Their relationship had always been eventful. Troublesome would be a better word for it. Most of the people in our group knew that they regularly butted heads, but neither of the two opened up much about when, why, and how that happened. We also didn’t pry. Both are laid-back, always have a joke on the tip of their tongues. Judging by how they behaved around the rest of us, you would never guess that if they ever got together something about their relationship would never click, yet they got together, and insisted for a year on staying that way. They broke up and got back probably three times during their “run”. By the time you’re reading this story, each of them is going their own way. Read more »

I (M26) Get To Watch Them (M28/F27)

This particular Friday night was no different than any other while in the middle of the pandemic. After a long week at work my plan was something on the grill, a few beers, maybe a movie and the evening likely ending with me rubbing one out.

My ex-girlfriend and I had went our separate ways less than a month before the this whole thing kicked up last March. I work in healthcare so I’ve been very diligent at keeping my distance and pretty much have been in self-quarantine for the better part of nine months. There’s been no sex, no parties and really little-to-no socialization on my part. It’s been a grind.

I had just shed my scrubs and took a long, hot shower. As I was drying off a co-worker called and asked if I wanted to come over for a few beers and to hang out. Honestly, I had been looking forward to (another) quiet night, but figured why not.

When I got to Steve’s house I was surprised to see Rachel there, too. Her and Steve kind of had this FWB thing going the last six months or so. Like me, their social lives were relatively non-existent, so I think both of them were just using the other to pass the time. Read more »

The Quiet Neighbor: Boundaries

The day after was expectedly awkward. Your best friend and roommate Alexia, had held your head to her swollen labia, while she pushed two loads of cum onto your tongue, then while eating your cinnamon buns commented and how good and moist they were went pale and blushed at the same time. Victor, the delivery guy, was just quiet, and couldn’t meet anyone’s eyes. However before he left for work wanted to know if we needed anything for dinner from the store like he would be coming back tonight. Dom came out after he left.

He had the liquor store polo and khaki pants on that he had to wear for work. Alexia was off for the weekend. You had closing shifts all weekend and had been hoping to avoid any in depth discussion. “Sarah,..” your skin crawled at his whine, the guy who had been holding your throat last night with alternating strokes during a double penetration had been bold and confident taking what he wanted, this boy was afraid, “we need to talk about..” Read more »

My first hookup after my girlfriend cheated on me[MF]

This takes place about 2 and a half years ago.

Two weeks after I graduated high school a couple of my friends and I went to a restaurant for lunch. It was rather packed inside and they have outdoor seating so we chose to sit outdoors and enjoy the nice weather.

We sat down and ordered and as we got our drinks my buddy Kohl looks at me and asks, “Hey Tim where’s Alex?”

“She’s at Kate’s house why?” I asked.

“You sure?” he looked concerned.

Thrown off by the question I joked with him asking, “You know something I don’t know?”

He looked to his right motioning to the window saying, “Call me crazy but I’m almost positive that’s Alex with another dude.”

This caught the attention of all 6 of us at the table. We looked through the window and sure enough there was my soon to be ex girlfriend sitting there with another guy.

At first I didn’t wanna believe it.

“Nah let me call Kate. There’s no way that’s her.” As soon as she picked up I forgot to say hello and just asked, “Is Alex with you?” Read more »

[MF] Her first facial

M was my second serious girlfriend. We dated for several years in our early 20s and had a lot of fun sexually. We didn’t really have much else in common though.

She was 5’8”, brunette, perky c cups, fit body, and the type of ass that would firmly classify her as a PAWG.

We’d been dating awhile and the sex was great. She swallowed whenever I wanted and was on bc so I’d cum inside often. However, like most dudes, I wanted to badly to glaze her face. She never really seemed into it and I didn’t push it.

Until one day…

We were hanging at my place and she told me she had something special planned. She had me sit in my little IKEA rocker as she stripped down. I’d seen her body nude hundreds of times, but it was always such a treat to watch her tits fall out when she took off her bra and to see that little mound of pubic hair when the panties came off. It was always so nicely trimmed.

She sat on the ottoman for my chair and told me I got to watch her put on a show for me. Read more »

[MF] Mistress Kim and Me

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This story took place my second year out of college. I had just broken up with a 5 year girlfriend “Dina”, who I posted earlier stories about and will post more. She and I first hooked up in a MFM threesome (with the guy she was with at the time), got together ourselves and shared a lot of adventures in and out of the bedroom over the next 5 years. Besides our first MFM, we went on to have MFF threesomes, a lot of public sex, intense roleplaying and tried just about every position and sex act we could learn about and overall, although our relationship didn’t end well I look back on it very fondly…

I got a great job out of college despite the Great Recession, and although making great money it was long hours and high stress. Add a heavily male dominated profession and it left little time and opportunity to date like I had in college or high school. Like a lot of guys I turned to porn and sex as a stress reliever and really went down a rabbit hole. Read more »

[F]riends with [M]any Benefits

One night, my friends and I were studying. After a long study session, the alcohol came out and we all started playing some drinking games and eventually started feeling ourselves. Some secrets were spilled and past experiences shared. Everyone now knew I was a freak.

A different night, I was at his apartment alone to study. He fell asleep at his desk while I kept studying. After a quick power nap, he sent me home as he planned to go to bed. I texted him that I had gotten home safe and he apologized for kicking me out. He had gotten too tired and he couldn’t do what he usually does to stay awake…jerk off. I told him that it usually makes me fall asleep.

Our conversation continued down this path as he admitted to me he was attracted to me. If he didn’t have a girlfriend, given how much of a freak I am, we would have some real fun. I played in a little as I was very attracted to him as well, but I tried to hold back. There were so many things I could’ve said to get him hooked, but I didn’t out of respect for him and his girlfriend. Read more »

An evening with [M]y girl[F]riend and her horny best [F]riend

This memorable night happened six years ago now, but I still think of it often. It all started when my girlfriend Devin and I went to a concert with her lifelong best friend Brie.

Brie was tiny, probably only a little over five feet and slightly over a hundred pounds, with long black hair and a septum piercing. She had a small firm ass, with tits that must have been a third of her body weight that all of my friends salivated over. She was a little older than us, probably around 27 at the time.

Devin was a 25 year old curvy tattooed goddess, around five and a half feet tall and 130 pounds, with shoulder length blonde hair. She had small breasts with a voluptious, thick ass.

I was a 24 year old guy, just under six feet tall and weighing about 160 pounds. I had waist length black hair and quite a few tattoos. Read more »

MFM – A Smashing Threesome

It’s the night of the threesome and I am giddy and full of nervous energy, trying to compose myself like a sensual sex goddess in full control. The combination must be truly amusing. Freshly showered and prim, I walk the apartment with damp hair, a high cut tshirt, and shorts. High cut to hide the lingerie underneath. It’s new, and Dan hasn’t even seen it yet. I went with purple, because I wanted to feel like royalty tonight: spoiled, adored, worshipped.

There’s no non-awkward way to dive into things, so we decided ahead of time to play some video games and drink a little before the event. Rick arrives on time, bearing ciders. I greet him normally, as does Dan. He’s only been in our apartment a handful of times. I pour the drinks on ice and we make our way to the living room, attempting small talk. I casually eye up Rick, who I’ve crushed on for months now. His jeans fit him perfectly, as does his raglan shirt. He’s well-toned but still human, with the slightest stomach. I smile to myself. It’s not only that he’s good looking, which he is. He has a good brain, a creative one too. He catches me looking and offers a small smile, momentarily eyeing my chest. Read more »

Best bj I’ve ever had…and it was from one of my college professors [MF]

I went to a small college here in Colorado, there were probably 10-11 thousand students there so the number of students for specialty classes were pretty small. I took “The Caralogian Era of Europe” because I’m a huge history nerd and really wanted to learn more about that time period, but there were only 17 people in that class. It was taught by a relatively young professor, let’s call her Dr. W. She was probably in her mid to late thirties but damn she did not look like it. She took immaculate care of her body and it showed.

Near the end of the semester, Dr. W held an optional study hall to help us all prepare for the final and to even do some extra credit if our grades needed it. I was not the best student and missed more classes than I probably should have. So I decided to try and bump my grade up from the low B I had to possibly a low level A and go to this study hall. Read more »