A Cougar Chronicle Short: Did I [f] just squirt?!?!

So, since work has slowed down for obvious reasons, guess its time for another Cougar Chronicle. How about the firs and only time a guy made me squirt? 

So, I met with a guy, an Air Force guy (I do have a weakness for military too). We will call him Tim, well because that’s his name. I mean this guy deserves to be recognized some. I met him at his house on the base. Check in was awkward, I didn’t want to say, “I’m here to bang just about every guy on base starting with Tim”. 

So we are on the couch talking trying to loosen up by watching a movie together. I remember the movie was Battleship. I will always remember that movie now with a smile. So after the movie, we started kissing. Eventually his hand made it down my pants, I was wet already. His fingers did some exploring. He then pushed me down on my back and slide my pants and panties off. He slid two fingers in my pussy and went slow at first just massaging my clit with his thumb. He then picked up the pace harder and faster with his two fingers. It felt really good, then all of sudden it hit me like a bomb of pleasure, and I had no control on what my body was doing but it felt amazing. So, I had made a giant wet spot on his couch. I actually felt embarrassed and bad about it. He looked at me and said, “you didn’t tell me you were a squirter.” He was mad or anything. I replied, “I have never done that before.” He looked me in the eyes and said, “you’re welcome”. 

I [M37] Violently Fucked An Inexperienced Mormon Mom [F34][MF] Part I

*With this whole quarantine happening I thought I’d try to write an experience I had last year as detailed as possible. I mean we all have to do our part to keep each other entertained right? I did this as mostly a writing assignment for myself, but I hope it works. Also a little Walt Whitman for fun. This is part one, so dont DM me pisssed off that it didn’t fuck to completion. I’ll finish the second part in a day or two.*

Look I get it, a bar is a weird place to start a fuck-story starring a Mormon mom, but c’est la vie.

This story is more r/holyshitthatwasafunthursdaynight than r/gonewildstories, since it’s literally about fucking a woman I met at a bar, but I promised her I’d write about it, and because I’m lazy as fuck it’s taken me… oh I don’t know… 10 months? So here it is Casey. After you read this, I better get some sweet sweet noodz.

[F]ufilling [M]y Ex’s Fantasy [Long]

First time posting, hope it’s enjoyed!

Two years ago I was casually seeing a guy from Bumble, but we knew of each other through mutual friends…so I was quicker to let my guard down (among other things) than I would be with a stranger. He’s a very sexual person, very experienced, and at the time enjoyed being more dominant. We never actually had sex, but after each date, we both came from each other’s oral talents.

Things ended, I wanted more and he wasn’t in a position to give me that (relationship wise), and two years later he’s now engaged. Recently, he reached out in response to some random thing I’d posted on Snapchat, totally innocent, and I responded. The door had been opened, and naively we thought we could be platonic friends.

One day, I casually mentioned I was working on a hobby of mine, and he said I should teach him. That devolved into him confessing he wanted to be submissive, with me in control of him. That quickly got my mind racing, and my pussy throbbing, and the next thing I knew, we were sexting daily. I was in total control of his orgasms and pleasure, and although it was morally wrong, we both understood it was just a physical desire.

[F] found boyfriend searches of Brittany Taylor [M]

Well he’s really my side piece we watch very cavallai together and he takes out his dick when the show starts he jerks off when Brittany gets on screen he left his phone out and I see so many searches for her would love to chat with a guy about her hear how much hotter she is then me

Some Brutal Nonconsent Play [FM] [Rape]

Hey all! I deleted my account about a year ago, but I’m back and I wanted to trot out some of the stories y’all were particularly kind about, starting with this one:

So this story concerns Mia, who I mentioned in my first CNC story. She’s short, slim, but with a little curve to her. In fact, she looks shockingly like [this lady] ([https://imgur.com/a/by4Ra](https://imgur.com/a/by4Ra)).

The main thing about Mia, however, is that she was one of the most relentlessly boundary-pushing girls I’ve ever met. While she was my sub (2 fantastic years), she wanted everything harder, rougher, with more toys, with more rules, something new, new, new.

This story takes place a few months after our first CNC scene. We had done several more, and one night she said to me, “Daddy, I think you should rape me without planning it. Wouldn’t it be nice to just rape your slut on a whim?” I smiled and responded with some vague dom comment that I can’t recall.

I was definitely resistant to this new idea, but Mia kept bringing it up, over and over again. I resisted in large part because I take pride in being uncommonly brutal, particularly in CNC scenes. There’s a lot that I do that would have to be jettisoned in a more improvisational context (fake knives, choking rigs, etc.)

[F] How my Mother found out about the size of my boyfriends penis

While I was living at home my boyfriend would stay over. Now he is quite well endowed and at this stage we were using condoms every time we would have sex.

One night after we finished my boyfriend went to throw his condom away. The only thing was I had no tissues or anything else of the kind to wrap it up in. So he simply placed it in the bin, no real issue there right? Well the bin was very full so I guess the condom was very visible right at the top of the bin. The next day my mother was vacuuming my bedroom floor and happened to look down into my bin. Now I feel if it was a regular sized condom it wouldn’t have been near as noticeable but this thing was large and in charge.

She made a big deal about it telling me “I CAN SEE YOUR CONDOM!” and so on.

Really hot daddy/daughter roleplay with [M]y g[F] (Coronacation Part 2)

I’m an 18 year old guy, about 5’10, 5.5 inch circumcised cock, white, brown hair, glasses. My gf is also 18 (just turned 18 last month!), about 5’5, C cup breasts, curvy ass, Indian (as in from the country India, not Native American), black hair, and glasses just like mine. We’ve done some very hot stuff before we turned 18, but I am unfortunately not allowed to discuss that on this subreddit. PMs are again open if you wanna talk about those times.

Our school is out for the next two weeks because of coronavirus. My gf has very sweetly referred to it as a “coronacation”. I guess I’ll post about all of our sexual escapades we have during this break and make a bit of a series of it. Now, my gf is very submissive, and she loves to call me daddy. Since I’m generally dominant, I like when she does this. But we’ve never done a full-on roleplay as a daddy and daughter. Until yesterday. I guess it was as good a time as any to have some more sexy fun since we’re gonna have very open schedules for a little. Except now I think we only have a few days until Cuomo bends to that crazy fuck de Blasio and we all get 24 hour curfews.

Secretly watched and listened to my drunk ‘straight’ best friend [F] go down on a mutual friend [F] after a night of drinking

First time telling the full story, cant really tell anyone I know irl but I had to share it with somebody cause its too hot not to

So, there’s 3 of us in a this tight knit group for the past year or so. Me, Jessica, and Diana. Me and Jess have been pretty close for a year or so but Diana has just recently started hanging out with us. I have a pretty strong crush on Jess, I always thought she was pretty but shes always been in a relationship or dating some guy and honestly friendzoned me awhile back.

Anyways fast forward to a few weeks ago, us and some other friends (7 total) all decide to go on ‘staycation’ which means we all split a hotel room/resort where we stay and just chill and drink and go to the pool and just relax and dgaf.

Me, Jess, and Diana end up driving in one car and came up a bit later than everyone else so by the time we get there, there was only a pull out bed left and the floor to sleep on (the other 4 people went 2 to a bed, there was a bed upstairs on a loft everywhere and the another one a separate sectioned off room)

I fucked [M]y [F]emale tinder date

So this is my first time doing anything with anybody. I’m 19 and she’s 21 and This is our second date and we were in the backseat of my car at a deserted location, snuggling and cuddling. I practiced kissing her and giving her a hickey. We were high at the time so after our make out session, we watched some Tik Tok. As we were watching tik tok, I was caressing her head and he face and shoulders while I had my arm around her. She slowly slouched down and my hand was on her tits. I started to slowly tease her tits by rubbing and softly grabbing her tits. I start teasing by rubbing her nipples over her bra. Then she grabs my hands and places it over her pussy. I slowly reach into her pants and my way down to her pussy. I rub the outside of her panties and she starts to let out subtle moans. My fingers make there way to her pussy and I let one finger in, she’s so wet. I can tell she’s distracted because she’s been watching the same tik tok video three times. I start to slide my finger back and forth then she drops her phone. She quickly took her pants off and lie down as I spoon her and continue fingering her slowly. She got so horny she took my pants off and she laid down flat as I got on top of her. I put my dick into her and start going back and forth. This was my first time so I was trying to conjure up the 11 years of porn I watched. I then told her it’s my turn to lay down, and she pushed me on my back and she gets on top of me and she starts riding my dick. I’m so high and it was so dark in my car I couldn’t even recognize what was going on anymore. She got off of me and started to suck me off, I thought a blowjob would’ve felt more slippery and nice, then she takes my dick all the way into her mouth and I can feel my dick in her throat. After she got me nice and lubed up she lays on her stomach and tells me to fuck her. Keep in mind I was high and it was dark so I spent like 3 minutes trying to find her pussy in the dark. I finally found it and I start thrusting fast, and the moment she started moaning that it felt good, I let out all my cum into her. I was worried and telling her I came but she kept reassuring that I could and that she was on birth control. I continue to fuck her to try to make her feel good because I felt like I came in like 20 minutes. She insist we clean up and we just rode our high until I was sober enough to drive her back to her car.

[Group] Forced to suck cock on my college senior spring break

Hey everybody! Here’s the story of what happened on the 3rd night of Spring break. This is a post I made on cuckoldstories that I was told to post here. If cuckolding disgusts you, don’t say I didn’t warn you! The other stories on my profile tell the story of my amazing girlfriend Megan and I prior to this one. Hope you’re enjoying them! And as always feel free to respond to me with any recommendations/suggestions/just to say whatssup. Enjoy!

“I’m coming!” Megan calls out. I hear the door open. I don’t know who it is because everyone starts whispering. I’m just tied to the chair and blindfolded, heart beating out of my chest, nervous about what Steve had said. Why did he laugh when he said have fun? And what did Megan plan? I hear the sound of kissing for a little while. And then there’s another knock at the door, it opens pretty quickly, and I hear Megan shhhh whoever is at the door. Then within seconds I hear bodies hit the bed and the sound of kissing and Megan occasionally moaning. I can’t take it anymore, “Megan what’s going on??” I ask. My heart is racing.