[MF] Had kinky sex with my amazing new partner for the first time after having only vanilla sex before

I made a post on r/sex but I figured I can go more in detail here. I’m 23 years old. Lost my virginity at 16 to an old friend. Was in a relationship with my HS sweetheart from 16-21. Hooked up with a number of girls from 22 until last May. Everything was vanilla, but I’ve always had urges to try more. Like yeah, I had rough sex with my ex and with 4 or 5 girls I hooked up with. Nothing too rough; a lot of missionary or doggy with some light choking and spanking but that was it. She also got VERY wet and even with my 6 inch girth I didn’t feel a lot of pleasure most of the time. She also sucked at head but could take my dick better than most girls I’ve been with.

I’ve wanted to do more for a while, I think part of it due to porn and part of it just being bored of regular sex with my VERY vanilla ex. We weren’t very sexually compatible which ended up being part of the list of reasons we broke up.

I [m] met up with a chat room [f] that drive 10 hours to see me.

[M]Met her in a chat room. [F]She drove 10 hours to have sex. part one.

Long story with a lot of explanation before the good stuff. This has been some time ago. I had been married for about 12 years when this happened. I had been going through a tough patch with my wife. Life had been getting in the way of us having a decent sex life and I was getting frustrated.

My wife and daughter went out of town on vacation and I was at home alone. So out of boredom I got on the computer and started checking out the internet trying find a way to get in trouble. This was when chatrooms were still big. So I was going into some different chatrooms looking for some excitement. I went into a room called “Married but flirting”. I was checking out the profiles of the women in the room. One was of a really hot chick, so I sent her a pm to see if she wanted to talk. I was on a dial up modem. About the time I sent her the message I was bumped off line. By the time I got back to that room. She was gone.

My g[f] made me cum infront of [m]y doctor twice and then infront of our masseuse.

This story is written by both me and my gf. She will tell her side of the story and her feelings. Parts that are written by her will be in **this font**. I will try to connect both our sides in a way that tells the story better. If I have mess it, I’m really sorry.

So I’m not gonna bother you guys with a back story.
I had to get my prostate checked for some medical purpose.

So I was nervous and my gf drove me to the doctor. But we arrived their half and hour before the appointment time. So we decided to wait in the car and listen to some music.

**He was nervous, I could see it in his face. So I wanted to cheer him up by giving him a good all blowjob in the car. So whipped his dick out started to deepthroat his cock. But like always he didn’t let go of his cum. He tried to not to cum but I tried my hardest. Suddenly he goes its time. This man did not cum for twenty minutes.**

[FM] But, but… I never cum first

Nick and I had been chatting for over a year. He lived in the north suburbs and I in the south. With a major city between us and crazy schedules, it just never worked out. Until today.

We had been chatting, texting back and forth. Turned out he was coming down my way and I was getting off work right on time.

We met at the parking lot at a nearby mall, remote enough to draw little attention, but convenient to both of us.

I pulled up to his car, nervous but excited. We both got out, chatting briefly in the chilly air. I was happy. He was even better looking in person than the pics I had seen.
We decided to step into his backseat to take advantage of the tint and the space.

Immediately, we started kissing, our tongues dancing together. He pulled my shirt down, exposing my tits. “I’ve waited so long for these,” he moaned before kissing them.

After some nibbling and licking on my nipples, I couldn’t take it any longer. I pulled his pants down and took his cock in my hand, stroking it before sucking the head. He reached under my skirt, his fingertips slipping under his panties and rubbing my clit.

[FM] me and my coworker had sex!

I [F] sucked my coworker’s [M] dick a few weeks ago, and we ended up having sex!

We both work at a popular retail store in our area and have been working with each other for over a year. I have always found him super attractive and if you read my last story – he felt the same about me!

So after a long period of tension between us I ended up asking him if I could suck his cock one day when we had the same lunch and he said yes, it was such a relief, I loved it.

The next day he was off so I didn’t get to see him. I was a little worried that things would be awkward between us because we had been working together all the time and always had to act normal with each other, but now I know what his cock looks like, tastes like, and he knows how much I liked sucking his dick. He is pretty laid back so I was hopeful that it wouldn’t be awkward.

One of the passengers [F] complained that I [F33] was too sexy

It was funny. Sometimes I have to bend down to talk to the passenger during the flight. There was a married couple on the flight. When I came up and asked what the gentleman wanted, his wife looked at me with such hatred and said she would write a complaint that I was not wearing a bra. The most interesting thing is that at that moment I froze because it was cold in the cabin and they could see my hard nipples through my blouse.

His wife was angry with the fact that I look too provocative, I have a very short skirt, my nipples are visible and I talk too sexy with her husband. I barely restrained myself from telling her that I wasn’t wearing panties either. I don’t know, maybe she wrote a complaint, but for the rest of the flight I purposely walked next to them and shaking my hips teasing her husband. It was funny.

Yes, this happens often, but there’s nothing you can do about it, the company specifically recruits beautiful flight attendants so that men fly more often. Yes, I’m beautiful, I don’t wear bras and panties during the flight and I like it.

[MF] Crossing A Line At Work

When I was in my early 20s, I did an internship at an office several states away from where I lived. Growing up in a religious community, where everyone knew every member of my family and believed I should be a bastion of sexual purity, I used this as an opportunity to finally branch out without the fear or repercussion.

And so, for the first time ever, I downloaded Tinder.

I chatted with several women before settling on a longer, deeper conversation with Lexi. We had a pretty similar upbringing, so she understood where I was coming from. She got the strange paranoia around sex, around “somebody finding out,” about what religious parents would think. And like most people who grew up religious, she was kind of a freak in bed.

Which is unfortunate when you don’t have a bed.

During my internship, I lived in a house full of guys (believe it not, religious prudes) so doing anything where I lived was impossible. She lived with her parents (one being a pastor), so doing anything there was also out of the realm of possibility. The only possible spot for us (or at least, in our horny-rattled brains) was the office where I worked. And so that’s what we did.

My [F]riend and I[M] ended up sleeping together two nights in a row after a night of drinking

So this all happened a couple days ago, and to be honest I’m still pretty baffled it happened. So bare with me here this is my first time writing a story in this context.

Alright so to give some back story I am 22[M] and this girl we will call Sam is 24[F], Sam and I both have relationships but both of our significant others go to different schools across the country. So we both go to the same college and our friend groups generally hang out on the weekends to go around to clubs/bars or whatever is happening on that particular weekend. A few weeks prior to this week we had all gone out to the bars with our friends and we were out unusually late and didn’t end up getting back to my friends house until around 2am, for some context my friend lives in the same house as Sam. So we get back and end up watching some movies and we were kind of cuddling and touching each other in teasing ways but I didn’t think much of it. Especially with how drunk we both were. My friend said we were definitely doing something but I didn’t really believe him haha.

[M] First time at Fetish Party

I heard of these types of events in from an old cop friend that said they used to go into empty buildings like a department store and make them into make shift type clubs for a night or weekend. New into the world of fetishes and I saw an add online on a lifestyle website so I said what the hell and decided to go. I grabbed an uber and away and off we went. We rolled up to a more rundown part of town and I entered an what looked like it used to be a doctor’s type office. Think kind of big main waiting area in the front, another kind of big area where reception would be, and then random small rooms in the back.

I entered the main area where everyone was mingling was like a small lounge with a bar set up, food, couches, and a few games on TVs. I honestly surprised about the amount of girls there but found out the whole place was basically an off the books, pop up strip club. It was supposed to guys act on there fetishes more freely with like minded girls that would probably get you kicked out of normal places lol.

Sister Peeper [MF]

This is the opening of a sort of mini series…I guess?

I had about four months between getting out of the Army and starting business school. After a pretty rough break up I took a friend up on a offer to take the sublease of his apartment in a beach town since he was moving. Through sheer luck he introduced me to an owner of a bar in the town and I told him my situation and asked if I could work there, which he obliged. That launched the four most fun months I could have had.

I worked there from April through mid August, so spring break through summer break. It wasn’t a classy beach town, more known for partying and “what happens here stays here.” I couldn’t have gotten more lucky in my setup.

Coincidentally my brother’s girlfriend had a friend (we’ll call her Rhea) who lived in the same building. Initially she was an innocent connection but quickly became a consistent hook up buddy. We knew it was a terminal relationship so would just have sex and enjoy ourselves. She was tall, a runner, with the best ass I’ve ever seen and bigger tits than I expected, she wasn’t beautiful but cute enough. By far the hottest thing about her was her motto in bed could’ve been “we can try if you want.”