Oral Archives — Page 315 of 865 — NSFW story

The Poker game

So a few weeks had passed and I had been pretty regular at Jim’s, cleaning out the rooms and finding many many more items that clearly had been used for entertaining Jim and his friends.

As we had struck up a relatively close relationship, nothing sexual had happened since my show for him but he had asked me to wear certain items of lingerie for his pleasure. Whilst I was happy for him to look I hadn’t taken it any further.

Jim had mentioned a couple of times, about me helping him out with a night of entertainment for him and his friends, he asked if I would serve drinks and snacks, wear something revealing but it was my choice if it was from his wife’s collection or somehow I had. At first I was quite taken back by his suggestion of wearing his wife’s lingerie or clothes, I wasn’t really keen on this at first as it meant I would probably be expected to be their play thing….

I made my excuses with Jim and said I would need to think about what he was asking, he made it very clear it was just a poker game for him and his five close friends, they were all a similar age, mostly professional seniors with wife’s who no longer engaged in there fantasies or needs. Read more »

I [m] went to my buddies wedding, met a girl [f] and we fucked like animals. (Squirting, Oral, Anal, Creampie)

I went to an old friends wedding in Bermuda last year. I hadn’t seen him in a few years due to him relocating but we stayed in touch. I was excited to get the opportunity to get away. I got a plus one but I had no one to go with so I told him I’d be attending alone.

The time came and I headed to the venue. Got to the hotel and it was beautiful, right on the beach. Wedding was nice and I headed to the reception. I had noticed a girl at the wedding who was absolutely stunning. She had on a pale, purple colored dress that was low cut. It was hot outside so it was relatively thin material. Her tits were amazing. Easily C cup, possibly D. She was tanned, brunette, about 5’8 150ish (?). Not thin but curvy. Very pretty face. Long hair that was done up real nice. She also had a really fat ass. Like really fat. It was plump and tight and I could see that she was in good shape. Read more »

The last time we were together… [MF]

Posting here for the first time. I’ve had a bit of a wild ride in terms of relationships. Not wild in the sense that I’ve been with a ton of women, but wild in the sense that I didn’t expect my life to turn out in the way that it did. I’ve had my share of experiences now, but it all kind of started with one girl. The one who wasn’t right for me…

We tried our best, met young, both wanted a long-term story, and pushed aside other temptations to be with each other. Took our time, took the right steps, but somehow things just didn’t ever match up. A lot of time was spent on this stage, trying to get things to match up, and in retrospect, I should have been more honest with myself, and her with herself. But regardless of the conflicts, there was a strong attraction that lived under the surface of all the incompatibilities.

Time just kept pushing us away, the divide growing bigger, the chasm deeper, the realization that we’d never be able to be “that thing” to the other and it was so painfully clear that things should have ended long ago. And yet we had kept hanging onto that little fleeting thread, either because we wanted something good, or cause we just couldn’t get enough of each other regardless of the pain. Read more »

Primal sex with the building manager [MF]

I got an email from the property manager that they were going to fix an issue with the heating units in a bunch of the apartments and mine was one of them. The window of time when the property manager and workers were going to come in and check the damage was wide and decided I wasn’t going to wait for them to leave to do my workout. I was in no mood to push my workout hours after when I normally do it for them to likely show up late.

I put the bench in the middle of my tiny apartment on a gym mat and use adjustable dumbbells to do my workout. It’s a pretty mediocre workout compared to the gym but I’m trying to stay in good shape through this pandemic. When I workout I dress like I’m actually going to the gym. It helps me focus and get into the workout , so I put on my usual tight gym shirt and start lifting. Read more »

46[F] What Happened Last Night in SF

Having never been to San Francisco, I made plans for a few extra nights before my conference so I could experience the town and get some much needed rest in the hotel. Conference rates on high end hotels are always a good thing.

With all of the excitement of the trip, I did not take a moment to consider that I really do not like traveling around on my own. Not to mention, I heard several scary stories by women traveling alone there. I thought “Whatever, I will survive”.

After a harrowing ride from the airport, I got into my room and thought about where to head. There was a hotel bar on the rooftop and there were at least 3 people in the elevator that were headed up there. I get dressed to go up and figure I can have a drink and then settle in early before hitting the town the next day. Read more »

The Work Wife [MF][oral][anal][cheat][interr]

Part 1
***
She was a Punjabi woman, a Sikh, and despite being born half a world apart we found each other working as peers on projects for the United States Commerce department. She had a quick, biting wit that was perfectly synced with my own. Our rapport was easy and despite not getting my pop culture references, we could still make each other laugh. We became inseparable work spouses: having lunch together grabbing coffee, working as pairs at each other’s desks, taking walks together on the work campus.

While our personalities meshed well, physically we were near opposites. She was the picture of elegance, with brown skin, impossibly long hair, and a thin, lanky frame that supported ample breasts. I was pale to a fault, burning easily in the sun, short brown hair, and the size and build of a football player whose body had softened over the years into what could be called the classic dad bod.

We flirted together almost immediately upon meeting. She was married with two young boys, confiding in me that the marriage was arranged, so nothing was ever going to happen. We would talk and get close. One day I noticed that she kept touching me, my knee and my thigh, when we talked, sometimes letting her hands linger. I would touch her shoulders, but tried to walk a careful line of workplace behavior. Read more »

[FM] Friends with Oral Benefits – Part 1 (w/pics)

I came across some photos from several years ago while doing some Spring cleaning with the wife that brought back some good memories. She knows the stories behind them and wanted to share them with you. While these events are not about my wife, I have her blessing to share them. This happened way back in college, almost a year prior to us dating.

It was my second year as an RA (resident assistant) in college and one of my best friends was the RA of the floor above me. I’ve known Michelle since middle school and it was amazing to not only go to the same college together, but become RAs in the same dorm (side note, my wife was also an RA in the same building, but we didn’t know each other all that well outside being on the same staff).

https://imgur.com/a/fqZtfJx (Me and Michelle in 1997)

Michelle has always been a gorgeous girl with beautiful blonde hair, as well as a tight body from being a star soccer player in high school. I’ve always found her attractive, but our friendship started and blossomed over losing and grieving over siblings who committed suicide – her younger brother and my older sister. Don’t mean to be a downer, but it brought us closer to each other. Read more »

A Rooftop Encounter [MF oral]

My college years were some time ago and it feels like I need to start writing out some of these stories if I don’t want to lose the memory of them completely. Every one of these stories is completely true to the best of my recollection. You will know they are true because I am usually the fuckup of the tale.

In the late 1980s, I shared a loft apartment with three other dudes several miles from the university. It was above an old clothing store on the little college town’s main street, and it was perfect for parties. It had a big open floorplan with a door that opened onto the roof, and we’d invite dozens of people over to party with us. Mostly girls, of course.

One night at a particular party there was a girl no one could take their eyes off of, holding court in the kitchen and the guys all schooled around her like piranha. She had a deep tan, dark curly hair that draped over her shoulders, and she was wearing the perfect hip-hop outfit: A man’s blazer worn open over a black lace pushup bra and a pair of trousers she wore just below the waist. Total Fly Girl, and she was looking to pair up for the night. Everything she said was super funny, and every guy wanted her to know it. Read more »

Your pretty little girl. [oral] [exhibitionism] [subF] [domM]

It was around midday by the time that I arrived at your house, hand curled up in a fist as I wrapped my knuckles against your front door. “Baby! Let me innnn!” I shouted happily, a wide grin on my face. The two of us had been occupied recently with work and what-not, so this was the first time I was able to visit you for nearly a few weeks. My eyes lit up in excitement as I saw the door open, but to my surprise it was your mother, “O-Oh! Emma!” I squeaked out, adjusting my skirt. It was your mother. Had you forgotten to warn me that she would be staying over? Nonetheless, I smiled, greeting her, “Hi ! He hadn’t told me that you’d be staying over. I’m not intruding am I?” I asked. At that, she smiled, shaking her head, “Not at all darling, please, come in!” At that I walked inside, taking my shoes off at the door and pulling up my thigh highs. Read more »