Teacher spit roasted by two former students [Str8] [mmF] [oral] [fingering] [sex]

In the early 80s I was seeing a gorgeous woman named Carly (age 36 when she told me this story) who taught at a very prestigious private school in Washington, D.C. She was not a girlfriend per se but we spent considerable time together for about nine months. Carly had thick auburn hair, blue eyes, high cheek bones, was very thin and had big, fake tits. She was about 5′ 10″. My ex girlfriend said she could have been a fashion model.

Carly never talked about her sexual past so I assumed she didn’t have one. I often teased her about her vanilla past; she would laugh and say she didn’t have a sexual past. But she did.

One Sunday fall afternoon we were spooning on the couch watching a football game. She had had a few beers when out of the blue she told me she had a few sexy adventures. I said tell me one that you think is sexy.

She told me one summer night she [31 at that time] and a two female friends were in a bar in Georgetown. She and the friends had already had a few drinks and were planning on heading home. They were sitting at a table in front of a window; Carly looked out the window and saw two young men waving at her.

My Lifelong Friend Became My Fuck Buddy [MF]

This happened a couple months ago. My friend Hailey and I have known each other for 20 years. We have always been extremely close. People always thought we were dating in high school and college because of how close we were. The reality was we’ve never done anything. She is insanely hot. 5’6″, about 130 lbs, blonde with D cups and a smaller but nice ass and great legs. I always thought she was hot but I knew I never had a chance so my mind never let me get true feelings for her. We were platonic and I was very fine with it.

Anyway, she had won a contest through work and received a free week long cruise for her and a guest. 7 days through the Caribbean, balcony room, all inclusive food and drinks/booze. She was planning on going with her boyfriend but they broke up about a month before the trip. She asked if I wanted to go and I obviously agreed.

Masturbating in my Zoom Class [FF]

So i’ve been too busy to have sex due to school work and my body literally just wanted to orgasm but I couldn’t.
So during my zoom class it felt like my horniness was building up cause I was seated on my bed in men’s underwear and it felt so good moving my pussy on the bed. I kept on trying to concentrate but I couldn’t cause of how good the soft fabric felt on my clit.All the cameras are off in the class but we still see our lecturer and idk why she seemed prettier than usual.I had never thought of her in any sexual way but my ovulation horniness felt like it was making my clit throb. I could literally feel my clit swell and throb and rub against the soft boxer fabric and it felt so good.I kept on moving my body on my bed as my lec talked so that I could feel the sweet sensation of my clit rubbing on my boxer.I softly passed my laptops edge against my covered clit and it felt so good but it felt so naughty cause i’m one of her favorite students and it just didn’t feel right but it felt so good.I decided to just do it cause no one would know and started slowly rubbing my clit through the fabric.I imagined my lecturer licking my clit as I rubbed it to the pace of her talking and it made the sensations even stronger.I could feel myself get so wet as I moved my boxers to the side and rubbed my clit bare.I felt like moaning but I couldn’t and wanted to see how long i’d last.I kept on edging myself to make it last longer as I imagined her touching herself to me.I could feel my toes tingling and wished she could suck and lick them too and that made me hornier.I kept on rubbing my clit slowly then fast and it was too good to stop😩.I felt myself build up till I couldn’t handle it anymore and then came so hard,I could feel my legs shake.
I wish she’d fuck me then but I didn’t have a dildo to create the scenario and postponed that idea for another class with her.
I couldn’t stop feeling shy the remainder of the class cause i’ve never cum to a woman before and it felt so good.I want to keep on doing this but with a vibrator and dildo next🙈

[M]42 The one that got away, almost…

When I (M42) was in my early teens, I had this huge crush on this cute girl that showed up to a lot of the same events (local punk shows) as I did. For this story, let’s call her C. C was a very shy girl with light blue eyes that were like looking at pools of water that were iced over, and a great smile.

I was very inexperienced at talking to girls and flirting. Due to being nervous, I didn’t make it clear to C that I was that into her. As time passed her and her friends kind of vanished.

Fast forward to my late 30s.
I received a FB message from C. It was innocent enough, “How have you been etc”. When we started talking about an old friend of her’s, we’ll call her X, C told me that X had told her back in the day, that I didn’t really like C as more than friends. What I actually told X was that I really liked C as much more than friends, and X told me she would tell C. When I told C what I actually told X, C was very angry at X for lying, and the conversation turned to what if we had gotten together back then (as we are both married now). So we decided to meet up and catch up in person.

[MF] I BUSTED ALL OVER A VIRGIN RIGHT IN FRONT OF HER GRANDMA

This all began five years ago when I was 20. I was a young single guy back then and pretty much horny all the time. Like all straight guys, yo I fucking love pussy. Once you experience it, there’s no turning back, son. So anyways, my veiny cock had a habit of leading me towards some highly erotic and/or awkward situations. This retelling below is two of such accounts. Enjoy!

I was living in Oslo at the time, and I used to visit my distant relatives in northern Norway in the summer. It was almost an annual tradition. They lived in an apartment complex (blokk) in a small town where everyone knew each other. In other words, it was a very tightly knit community.

One year while visiting, I got to know this really hot 34 year old Brazilian girl there. (she was adopted and spoke perfect Norwegian). I guess its true what they say about Brazilian women cause her ass was banging. After a few days of small talk, it got really friendly and hot.

She became highly physical with me, squeezing my arm mid conversation, teasing me etc, Yo I loved that playful stuff.

My boyfriend shared me [f] [28] during our recent trip to Aruba

My boyfriend and I recently took a trip down to Aruba – little did I know that it’s a Dutch colony and there’s hot Europeans EVERYWHERE.

The island is incredible and the beach bars are honestly top notch – one night of our trip we met a couple of Dutch guys that were coworkers and on a work trip. Europeans are so much fun to party with, so it quickly got out of hand 😂

After a few hours the younger guy went back to their hotel because he had early meetings, but the older one wanted to keep the night going. He took us to a night club that was more in the downtown area.

This guy was a very handsome, mid-40s, tan and built. As I’ve posted before, I definitely have a thing for older guys so the flirting was on all night (plus dozens of local beers helped).

My boyfriend asked if he wanted to come back to our resort to finish the night off and gave me a bit of a look… the guy agreed but I didn’t think too much of it.

[M] Naked in front of my SIL for the first time

The wife’s sister popped over one day in the summer a few years ago and ended up staying for dinner and then some drinks after. By the time we had polished off all the drink in the house, my wife was passed out on the sofa and her sister was well over the limit to drive home.

Her kids were staying with their dad for the weekend and all my kids were out for the night somewhere or another so I said she could stay in my daughters room. I went up and checked there were covers on the bed a dug out a clean towel in case she wanted a shower in the morning. As I left the room she was at the top of the stairs and we bid each other a good night. She went in and closed the door.

I went to my room and undressed for bed. I sleep naked and after dumping my clothes in the laundry basket walked around the bed to get in on my side. At this point SIL come out of her room and got a full view of my middle-aged manhood.

[MF] The Accidental Dick Pic Pt. 06 [Hand Job] [Anal]

*I really advice you to read the previous parts first.* [*Chapters I to IV are over there*](https://www.reddit.com/r/dirty_boy69/comments/vkqa1k/the_accidental_dick_pic/?utm_source=share&utm_medium=web2x&context=3)*,* [*Chapter V is over there*](https://www.reddit.com/r/dirty_boy69/comments/x7lgix/the_accidental_dick_pic_pt_ii/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

After we arrived at our destination, after we had some nice adult fun on the plane, my girlfriend – yes she is my mistress and my boss too – and I got in a huge car and we were driven to our hotel. Once we arrived at our destination we moved into our suite, refreshed ourselves and then we headed to the first of many boring business meetings on our first business trip together. Well, it was only boring for me, but very important and necessary for my boss.

To be able stay together during them all she turned me into her personal assistant and secured me a place at every meeting. I always was sitting on her right side. She also gave me a few orders, a few tasks I had to take care off: “Take notes of what people saying. Focus on personal information and what they are saying between they lines.”

I confirmed her orders with a nice and short: “Yes, mistress, I’ll do my best.”

her 1st orgasm to pillow princess Part 2 [MF]

Part 2

Over the next couple of days we talked about it. She asked if she really tasted any differently than other women or if I was just saying that. I assured her that she was especially delicious. She told me how much she enjoyed her smooth pussy now and wondered why she had never done it before. She said she had masturbated a few times in the days after, but couldn’t make herself cum. 

A few days later I was invited back. This time the dog was not locked up. Jen was fully dressed. We chatted a bit. This was the awkward part we avoided the first time. Then there was a pause in the conversation and we locked eyes. Started kissing. Laid on the bed and started removing each other’s clothing. Mollie jumped on the bed and tried to get in on the action. Jen finally got frustrated with her and put her in the closet. 

I forgot to mention that on the first time, Mollie barked a lot. It seems Jen was used to it as she came just fine. It took me a little effort to block it out. Jen said she thought maybe leaving Mollie out of the closet would stop her from barking. But it didn’t. So back to the closet for Mollie. 

[F] 37 Military Couples are Freaks

Military Couples are Freaks

So my husband is active duty. We have moved around a few times but early in his career we spent most of the time in Florida. We swing from time to time or we just attend lifestyle parties for fun. Even if your not into trading partners, attending lifestyle parties and events are a great way to explore new things with your partner and to meet really cool couples.

Anyway, we moved to Washington State and the lifestyle was not as great as Florida. Not many events and parties. There was the New Horizons mansion, but it was expensive and hard to find couples in our age group. We lived in a military community. It wasn’t long before we made friends and attended a-lot of bbq gatherings and game nights. There was this one couple in particular we clicked with and our game nights would go late at night. One night in particular we had just got back from a trip to Florida, and I was telling them about a club in Florida called Secrets we attended one game night. They knew the club, and what it was about. It wasn’t long before dots were connected and we all figure out we were experienced in the lifestyle.