That time I made my married, overbearing boss squirt all over her hotel bed [MF]

This happened a few years ago at my last job. I was a social worker for a small rural school district, enjoying a few days in the big city at a big annual conference. It is something I look forward to every year. It is an opportunity to get away from the small-town bubble, reconnect with old friends and colleagues and recharge.

This year, however, was different. My district had a brand-new superintendent that was the definition of intense, she wanted to learn all aspects of how schools support students, so she decided to accompany me to this conference to learn more about what it was that I did.

Dr. Newbold was an attractive, dark haired woman in her mid-40s with a husband in his late-50s and two teenage boys at home. She stood about 5’6” with b-cup breasts. Motherhood had softened her figure some, but only some, she was a former Miss Nebraska in her youth, and she cut a fine figure in a pant suit. She was always wearing pant suits.

Wife’s Sister [20] [MF] [Taboo] [College student] [Asian] [Blowjob]

Keep in mind, this was like 15 years ago or more.

I used to work evening shift and get off around 10-11pm. My wife would go out clubbing with her girlfriends. The younger sister would stay home and babysit. My kids were 2 and 4 at the time so they went to bed early… they’re usually asleep when I come home…. I got home and she was watching something on tv and I sat next to her watching it too…. we only had one couch at that place…. it got about midnight and she was dozing off…

She “fell” asleep and leaned on my shoulder. I didn’t mind because I liked it. She smelled good too.

She was about 5’0” and built like my wife except she had more ass and little less boobs. Probably a C cup.

[F] Birthday Blowjob

I mentioned this incident in an answer that I posted recently, and because there was some interest, I thought that I’d share the story of what happened.

In my wild 20s, I liked to cruse bars and clubs searching for random guys to delight with my blowjob skills. On this particular evening, I was in a large, crowded club, music pounding, lights flashing. I noticed a group of six guys in their 20s all seated at a table. A waitress brought a cupcake with a single lit candle to the table and presented to one guy while his friends clapped. Birthday boy, I deduced. I wandered over to the table and said hi and happy birthday to the lucky guy. Of course, the guys asked me to join them and bought me a drink. It was birthday boy’s 25th birthday and I would guess that all his friends were about the same age, mid-twenties. We all talked for a while and then I told them that I had a special present to give birthday boy. I said it was hidden in a secret place and they could follow me to get it.

Hooking up with one of [M]y college [f]riends

I met Morgan when I was a junior in college at Alabama and she was a sophomore. She was a friend of a friend named Sarah, who had brought her out for our coed flag football team. Sarah had told us that Morgan was a good athlete, but that undersold her. Morgan was an absolute stud. She had played soccer and basketball in high school and anything we threw her way she caught. We had a couple former high school football players, plus I’m 6’4” and had played basketball in high school. So we had a good team. But as anyone who’s played coed intramurals knows, your team is only as good as the girls you have on it, so Morgan was often our go to receiver.

At the time I had a long-time girlfriend, so we were just friends in the casual way that you become friends with countless people in college. I knew that Morgan was good looking, I mean I had eyes, plus her standard Nike shorts and tank top certainly showed off her toned, athletic body (for those looking for the full picture she’s around 5’7”, medium length blonde hair, and was probably between a B and C cup). But nothing ever went anywhere beside very light flirting because I was off the market.

[M]y husband is incredibly lucky [F]or this…

This isn’t your usual story here. I was not 18 or drunk or had some magical 14-way. I met my husband in high school and we have been together since. I’m 5’7″, petite, brunette with dark eyes, former soccer player. I have like no boobs haha, but I always have a trim mid section and a shapely butt. He’s 5’11” with dirty blonde hair, blue eyes, and is reasonably fit. He never really works out but plays rec baseball and soccer which keeps him active. His dick is just fucking perfect for me: cut, 6.5, and not too thick. We were each other’s first everything. We went to the same college and after graduation got married. Our sex life was always pretty normal and vanilla. We were like rabbits as teenagers and college kids, figured out our likes and dislikes etc. Never anything too kinky beyond spanking and hair pulling. He always has had a much higher libido than me but says I’ve always kept him satisfied despite my many no’s. With jobs and whatnot it slowed down to a few times a week and we were closer content with that. 2 years after getting married I became pregnant and that’s where things got interesting (don’t worry, nothing icky, I told you this wasn’t the same usual thing.)

I was having a shitty day, so obviously the solution was to deepthroat a random stranger [F]20

You ever just have a really shitty day? Where everything just keeps progressively getting worse and worse? Yeah. This day was one of those times. This was two months before the pandemic. I was travelling for work, and nothing was going right. My sick roommate threw up on my clothes, so I had to repack last minute. I had two 2 hour delays for both of my flights, a flight attendant accidentally spilled piping hot coffee on me while I was trying to sleep, all the airport restaurants were closed by the time I landed (and I hadn’t eaten since early afternoon), and my clothes were soaked because it had started snowing. Due to the delays, my coworker was already at the hotel.

It was late and I was very tired, incredibly annoyed, had a headache, freezing cold, and alone. Oh and I was also on my period on top of everything. To say I was in a nasty mood was an understatement. I knew I needed something to lift my spirits up, so I took countermeasures early. Before my second flight took off, I took some Tylenol and made a reddit post looking to give a blowjob to someone stressed out. Sometimes the fastest way to reduce my stress is to help alleviate someone else’s. I was flooded with messages. I had wifi on the plane, so I spent most of it going through them. 50 messages and I didn’t like any of them. 

Living with two sexy women for six months

In 2009, I had just gotten a divorce, still recovering, thank goodness no children. I was working for a firm that specialized in building commercial buildings and was just awarded a contract to build a manufacturing and warehouse in St. Raphael, France. St. Raphael is in the southeast of France near Nice and Cannes on the Mediterranean, in fact I flew into the Cannes airport and drove 28 miles to St. Raphael. The company needed a project manager to oversee the construction project and manage the local companies supporting the project. The company had put together a support team that included all the requirements needed to complete the project, material, utilities, and skilled manpower, with office space. The company knew I did not speak the language so they hired a man who would be my assistant who knew the language and the area. His name was Frederic Masquelier but was told to call him Fred. I was staying in a hotel when I first arrived but it did not suit me, the company had prearranged the lodging, so I was looking to change. I asked Fred what he would recommend because I needed something for a least 6 months, he would let know the next day. The next day Fred told me that his wife had friend who was renting a room out in her house, it would include meals and a place to park the car. Fred’s wife had a meeting setup with the home owner that afternoon so I followed Fred after work to the house. Fred pointed me to the door and I knocked, a nice looking lady came to the door and invited me in. She led me in the living room and there on the couch sits a beautiful girl I was guessing about 18, but she was 20. Her mom spoke broken English but the girl spoke fluent English.

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The time I [F] ended up going home with two guys rather than one from the club

Hello I’m a long time lurker here and thought I wanted to try sharing a story of my own, this happened a few years ago but was the first one which came to mind to write about.

I was 19 at the time, studying at university and had just had my long term boyfriend break up with me the month previous. Being single for the first time I didn’t quite know what to do with myself and my friends suggested we go out clubbing.

We all got dolled up and headed out in a taxi to the other side of town where the best club was, and we had a great night. I won’t bore you with all the details but there was plenty of alcohol and I got pretty hammered.

I ended up making out with some guy on the dance floor, I can’t remember how we met. His hands squeezed me through the tight material of my dress and I pressed myself up against the outline of his erection. I could see my friends giggling at me as I did and egging me on but I was too drunk and honestly horny to bother.

My Summer Of Sex [m/F] [voyeur, solo masturbation, oral, non-fiction]

I never thought I would end up hooking up with someone, but that’s exactly what happened.

After a series of hopeful conversations that didn’t go anywhere, and in-person meetings that didn’t click, I had basically given up on Tinder. But one day when home for the summer during college, I reinstalled the app for the first time in almost a year and I immediately matched with someone. She messaged me first and and she was gorgeous. I was certain it was a scam at first, but the more we talked the clearer it became it wasn’t.

We clicked immediately and talked for hours. We had a lot of things in common, one of them being we were both night owls. It was midnight when we started talking and we kept going to ’till like 3 in the morning. We decided to meet the next night at her place.

Beneath my Mask – Diary of a Slut. Chapter 1 [mf] [oral]

We all wear a mask. An image we project to the others, to the people we know and who know us. We wear a mask to fit into society, to get accepted and respected. For them, we are a rising politician, a housewife, a doctor, a cashier at the local Walmart. Those are all good roles, recognized and uncontroversial. We may even have different masks for different groups of people, a diversity of roles for us to play. But most of them are a lie.

Beneath our masks lies our true self. Our true nature is mostly hidden from the outside looks and it only comes out when we are either alone or when we don’t fear any consequences. The politician paints D&D figurines in his basement. The housewife reads every book on serial killers, fascinated by their psychology. The doctor is on a life-long quest to try out as many drugs as he can while off-duty. The cashier spends her evenings writing smutty stories which she is too afraid to ever publish.