I 22[M] woke up cumming into my friend’s 22[F] mouth

Another story from my youth:

After a night out a few of us went back to my friend’s house which was close to town where we had a few more drinks, some food, and chatted for a bit until we were tired enough to retire to bed. None of us had drunk too much so it wasn’t particularly debauched.

She had a super king sized bed and given it looked so comfy I told her she would have to share it with me! One of her girl friends got a mattress and slept on the floor next to us (I know…not very gentlemanly but I needed a good sleep!)

I’d known her for some time and although she was cute and had a tight tiny body there wasn’t any sexual tension between us. Her friend who was sleeping on the floor was quite loud and outspoken and we didn’t get on so well.

I fell asleep quite quickly thinking nothing of sharing a bed with a friend, however I started dreaming I was being sucked off by a celebrity at the the time (I think it was Kimberley Davis who played Annalise on Neighbours) whilst fingering her. It was one of the most vivid dreams I can remember and I really was enjoying it.

I (M27) fucked my fiancé (F25) virgin ass for the first time [FM]

We were at a friends birthday party. We played a lot of drinking games so we end up pretty drunk. When my fiancé is drunk she turns into this mad horny woman. So I knew I will be fucking her pretty hard.

She’s the most sexual woman I know, she always has her hand on my dick while driving and loves giving me blowjobs. She eats me out at least once every day.

We got out from the party and went straight to my house. While we were on the way, She got my cock on her hand already.

As soon as we arrived she started giving me head pretty hard, I love fucking her mouth all the way through her throat. She loves sucking my balls too and this time she went a little further and licked my ass a little.

We ripped our clothes off and started with a pretty intense fuck she on top of me. Since we were pretty drunk she was super loud and her moves were super sexy. After a while She asked me to put her an all fours and fuck her pussy.

[MMF] True, hot story about me (bisexual) and my gf

I (m25) and my gf (f25) have been together for 6 years. I love her and I think she loves me too :P.
I am bisexual and she is straight, and she didn’t know my attraction towards men until yesterday (I think).

I often watch porn when she is not home. I just need to see some bisexual or homoerotic content every now and then. I love when muscled black men with huge d*ck f*ck white boys. I often search for this kind of pics or videos. I also love cuckold and beta male stuff. But I never told this to my gf because I was afraid that she is too narrow minded for these kind of stuff.

So yesterday me and my gf went to drink and party together. I felt that she was unusually “steamy”. She took an extremely sexy dress which I really liked. As we were drinking in a bar she started to ask questions about my secret thoughts. I was quite surprised, but I tried to deny everything. But she continued to ask questions like:
-“Have you ever thought about us doing threesome with another guy?”
“Would you find it sexy if I was flirting with a sexy guy?”
I said no and tried to get rid of the topic. But suddenly she started to rub my package under the table. She felt that I was having a massive erection.
-“You are such a liar!” She said while laughed.
-“I’m not, I’m just having an erection because of the topic, not because of the exact questions.”
We continued to drink, but I could see a cocky smile at my gf’s face.

[f] Asking the dentist [M] a question.

My dentist was hot. Salt and pepper hair, very fit, well-dressed, sleeves rolled up, shiny brown eyes that twinkled…

Anyway. He’d been my dentist since forever. He technically was a pediatric dentist, and I didn’t fit the bill anymore, but it seemed like he just kind of kept his patients, which I definitely appreciated.

I was there for cleaning. Redheads often have dental problems, particularly with caries, but I didn’t, so it always felt good to go in and be told my teeth were fine in that ridiculous way that getting good feedback from your dentist feels good.

The hygienist had cleaned my teeth – I had noticed that all of his hygienists were cute, and two of the four were redheads, and wondered if he had a type – and I was waiting to see the dentist. I had worn a skirt, which is never a good idea if you’re going to the dentist, of course, and a fairly low-cut top with a scoop cut. But I was also wearing a blue paper towel clipped around my neck, so I doubted he would notice. My skirt was above the knee, which I could get away with pretending is just about being comfortable, but I was actually freezing my ass off.

[MF] There Are Stipulations:

Bust that pussy and that petite ass open for me, you freaky lil thing. And, for the record: I’m just as uninhibited as you, so we’re made for each other.

Let Me Get A Few Things Off My Chest Before We Begin, Though:

(1) I’m not going to be your hen peck or Sugar Daddy. I’m not going to be your trick. See, you’re cute and all, but I’ve had my little fair share of bad bitches here lately. So, if you think that being cute is going to be your claim to fame, I think you need to rethink your plan.

(2) Show me that thang again!

I’m sidetracked now. Ah, let me regain my equilibrium back because bitch, you’re a precious piece of ass–a pecker stimulator. Oh…

(3) I’m not apologizing for my way of being: this obsession with acquiring an ass and its delectable coheart, that fluffy muff box.

(4) This isn’t going to be a one-way street. If you want me devouring your underside with my oral likeness, you best be ready to reciprocate and match this mouth shit. And, to be safe and not sorry: I think we need to start this little festivity off with that 69 action–that way I know you won’t be attempting to play a nigga.

[MF] [STR8] Lady, You Should Be Ashamed Of Yourself:

Just look at your distasteful ass.

You’ve been begging me to facilitate this sexual side effect–the ones that weren’t caused by medicine, though. Being in your attendance produces these sordid reactions from my body. And while I’m in your confines, you take full advantage of me. It’s not lady like for you to grope my midsection and ask, “What is that? How does it work? What does it do?”

My reaction is: “Would you like to find out?”

You’re on your knees now, and I have to guide you along this mouth-to-penis journey.

“Take it in your hands,” I say after you unzip my pants, “and stroke it for a moment.”

I’m semi-flaccid, and I’m loving the show: you’re familiarizing yourself with the cock. It’s beginning to take shape, so you ask, “What do I do now?”

“Well, my dear, engulf it.”

Your soiled mouth swallows me whole.

“I thought you didn’t know how to work this.”

“I can sort of work my way around a cock, I guess.”

“Ah, I think you’re doing a swell job!”

“Swell, huh?”

“Yep.”

“You do mean swollen, right?”

Published
Categorized as sexystories

Hooked up with a MILF the same age as my mom a week before me and my girlfriend’s first date [MF]

Not much backstory to this one. I was on tinder for a long time before I met my girlfriend and one of the things I was somewhat good at was hooking up with people every once in a while. I was actually looking for serious relationships but sometimes you meet someone who just wants to fuck, and I’m not gonna say no. One of those people was a woman the same age as my mom, so over twice as old as me (I was 19 at the time). She was married and had a kid in the navy.

We started talking and things were going well, she was really easy to talk to which surprised me. We had a lot in common like similar tastes in music and the radio stations we listen to. Although we were getting along, I just couldn’t get over the fact that she was over 40 years old. I told her that I can’t exactly introduce her to my parents, and she agreed. I still wanted to do something with her, though. I’ve always had a milf fetish and she played on that really well. We talked about sex and it turned out that she was really experienced. The more she told me the more excited I got. I was imagining all the crazy things we could do because she was so open minded. Threesomes, anal, rimming… the list goes on.

The night casual nudity led to a most memorable experience [MFF]

About 4 years ago, my girlfriend Devin and I went to a concert with her lifelong friend Brie. Devin is about 5’5, with short blonde hair at the time. She has small, perfect tits and an amazing, voluptuous ass seemingly built for twerking. Brie was small at 5 feet with a small, tight ass, but she had huge tits. She had a dark pixie cut.

We got plastered at the show and went to me and Devin’s place after. We drank a few more beers, until eventually Brie grapped her purse and left without saying anything. We figured she had left after a few minutes and we retired to the bedroom to fool around. We made out as I stripped her leggings and thong off. She laid down on the bed and I basked in the sight of her full, glorious bush. I leaned in and ran my tongue across her swollen clit. I was licking intently, really getting into it, when Devin suddenly blurted out “- the fuck?”

I looked behind me to see Brie standing in the bedroom doorway, laughing and saying she had only gone outside to smoke.

[TM] Dicked down in the Big Apple (FTM)

*Skip to ***** to skip the trans 101 and the backstory*

Just to recap what I’ve said in my previous post: I’m a passable female to male trans guy who lives completely stealth. Which basically means that I’m a man and nobody knows that I have a vagina.
Because I live stealth in my home city, its harder for me to find people to hook up with and for that reason, I like to take advantage of the times I travel and am surrounded by people I don’t know to go a little wild…

This summer I decided to take a trip to New York City on my own. I took my two weeks off and rented a cute AirBnB in Brooklyn. And once I was settled in I did what I would never do in my home city: I went on Grindr and uploaded a picture of my topless self with the tagline ‘FTM’ followed by a downwards arrow emoji. I then went for a walk in the neighbourhood, leaving my profile on to see if I could meet somebody interesting on the way.
A dozen faceless dickpics later I receive the first respectful message yet. A black guy in his mid twenties with a ripped body covered in tattoos asking if he can smoke me up. He also tells me that he would love to fuck the shit out of me but he wants me to know that he’s cool if it doesn’t happen. So I say yes. And a short walk later, I’m waiting for him outside his building.

[MF] Met at a nude beach

So a little about myself. I’m 30, a little on the heavier side, but I wear it well, with enough muscle mass to offset my more chubbier side. In the summer, I often go to the local nude beach, not to be creepy or anything, but because I like how freeing it is and I find it relaxing.

Every time I go, I go to a meetup website for the beach and see if anyone is looking for company to hang out with, since I don’t have any like minded friends that want to go to nude beaches. That day I was in luck. I’ll say her name was Lucy and she was a married woman looking for nudist friends to hang out with. I sent a message, then headed to the beach.

When I got there, I kept on my shorts walking around as I looked for her where she said she’d be and her colored towel. When I found her I introduced myself. She wasn’t skinny or anything, but nowhere near fat. A cute kind of chubby that I kind of gravitate towards. She was just wearing bikini bottoms, her boobs already free. Her nipples were like erasers, almost naturally sticking straight out, but her boobs were just a handful, the perfect size, in my opinion. But that wasn’t why I met up with her. After all, she was married, and I was fine just having other nudist friends.