Getting to fuck my boss’s 18 year old daughter [MF]

Back when I had just turned 21, I worked as an intern/junior sales guy downtown. There was a bar in the lobby of the big building that we worked in, and it was a routine for some of us to go down there after work on Thursdays and Fridays for a few drinks before going home.

I had been working at the company for close to a year and my boss liked me enough to join me and some friends that worked nearby for drinks every so often. Friday came around, and Dan (my boss) asked if I was planning on getting drinks after work. I said I was and that my buddy Kris who worked nearby would be joining as well. Dan mentioned that his daughter would be joining us because she was spending the night in the city to go to a concert with some friends.

Friend blows me in her car while her BF is just feet away [MF]

Me and a small group of friends took a few hour road trip to go hiking and fishing at a nearby state park. It was me, Jackie, Jackie’s boyfriend Ben, and my other buddy Marcus. The plan was to drive a few hours, fish at the park for a bit then go on a hike. The fishing spot was only a hundred yards or so from the parking lot so we figured it’d be easier to fish then bring our gear back to the car and go on a hike.
Jackie was nice girl. We never dated but she was always really flirty with me and others. Back before she was dating Ben, she’d joke about the idea of us hooking up whenever we were out partying and had a few drinks in us. She was petite, with dark features and naturally really tan skin. She was always in really good shape and would be wearing workout clothes (yoga pants, fitness bra) 90% of the time that I saw her.
We took her car for the trip since it was big enough for us four (it was some kind of wagon). We were anxious to get fishing right away when we got there, so as soon as we parked Ben and Marcus were quick to grab the fishing gear and head over to the river nearby. I brought a change of clothes to switch into when we got there and forgot to change in the car on the way. I was just wearing pajamas to stay comfy in the car and needed to switch into my shorts and put my hiking shoes on.
“Shit, you guys go ahead, I need to change and I’ll meet you over there” I said as Ben and Marcus hurried off. I don’t know if they even heard me.
“Its cool, I’ll wait up with you” Jackie said from the driver’s seat. I was sitting behind her in the back row. I wasn’t getting naked or anything so I didn’t think anything of it. I found my shorts in my bag and pulled off my pajama pants to put my shorts on. I heard a giggle from jackie up front who was looking at me in the rear view mirror.
“What’s so funny?”
She kind of cleared her throat and I still didn’t know what was going on until I looked down and saw that the head of my dick was poking through the hole of my boxers… FML. She laughed louder once she saw that I had noticed and I quickly pushed my dick back inside and said sorry.
“I don’t mind” she said with a naughty smile on her face
At this point I was fumbling for my shorts which had fallen behind the front passenger seat on the other side of the back seats and as I reached for them my cock popped out of my boxers again and she started giggling again. I had to wait until I pulled the shorts back towards me to regain my balance to push my cock back into my boxers but as I was looking down to do it, her hand popped into my frame of vision and lightly gripped the portion of my cock that was hanging out. I looked at her and her eyes were set on my cock and her hand that was gently caressing the head of my cock.
She didnt say a word and I was completely frozen. About a second later her hand left my cock and she got out of the car. I didn’t know what the fuck just happened or what to do so I quickly started to put my shorts on, still fumbling around with my shaky hands from the situation. I figured she’d walked away to go meet the guys or something but then she opened the door to the passenger side and slid into to the back seat.
Without making eye contact with me or saying anything she went straight for the waistband of my boxers and pulled it down just deep enough for my whole cock to spring out. I was already throbbing hard of course. I wasn’t sitting down, I was still kind of kneeling on the seat so my cock was level with her face. She didn’t waste any time and opened her mouth, pulling my cock onto her tongue and between her lips.
Right as she started sucking, she seemed to want to keep a pace. Probably because she knew that even with tinted windows, someone was bound to notice if it lasted too long. She worked the head of my cock with her mouth and pumped my shaft with her right hand. Her left hand traced the waistband of my boxers back to my ass and she pulled the waistband down again from behind, then lightly pulled on my ass in rhythm with her sucking and pumping motions.
I don’t know if I had ever been harder in my life. She kept doing the same motions with her mouth and hands and I let out a slight moan. She still hadn’t looked up at me once. I think it turned her on when I moaned because as soon as it did I felt her hand on my ass grab harder and she intensified the sucking and pulling until it was just her mouth on my cock and both hands on my ass. She would pull harder and harder, almost asking me with her body language to just start fucking her mouth myself.
I moaned again louder this time, I couldn’t help it. I obliged to her ass pulling and started thrusting myself into her mouth. I felt the buildup in my cock and balls as I felt the head of my cock hitting her throat and told her I was about to cum. It didn’t phase her. She pulled hard on my ass as I thrust my hips forward hard and felt my cock start to explode. With her hands gripping my ass hard and her lips wrapped around the base of my cock, she let (made?) me shoot all my cum straight down her throat and didnt let me go until she could tell my cock wasn’t pulsing anymore.
I had never been so loud cumming in my life but it felt absolutely epic. When she knew I was done she loosened her grip on me and let my cock slide out of her mouth. Without missing a beat she looked up at me with spit dripping down her chin and a proud smile and said “Well are you going to change already? they’re waiting for us” and got out of the car to walk to the river.

Fucking in the gym hot tub while people watched [MF]

We were 18 or 19 at the time (first year of college) and went to different schools but were from the same home town, so when school was off we’d go to the gym together back home. It was a big gym and each locker room had its own hot tub, but there was a shared one next to the indoor swimming pool.

Hannah was brunette, with blue eyes, a perfect big ass (everyone in high school did nothing but talk about her ass) and thick lips. Lucky for me I was dating her and she loved fucking in risky public areas. There was no plan to fuck in the hot tub but as the title says… it happened.

We were alone in the hot tub and the swimming pool was empty and we started making out a bit. I figured no one could see what was going on under the water so naturally I pulled her up onto my lap to straddle me and slid my hands under her bathing suit and pulled on her ass a little bit.

I fucked my lawyer and she squirted all over me [MF]

A few years back I had to hire a lawyer for a bogus subpoena I got. I can’t remember how I found her, I think it was just one of those lawyer sites that ranks the ones in your area and you can filter by law type and what not. I only went to her office once and we never had to go to court or anything like that but I digress…

When I went to her office there was nothing really out of the ordinary about the meeting. I was in my early 20s and she was probably mid to late thirties. She was wearing professional clothing so it hid a lot but she had a pretty face and big tits (I could tell through the shirt, there was no way to hide it). We took care of the legal stuff and I figured I’d never really see her again, but a week or so later I got a text from her.

She jerked me off with her pussy juices [MF]

I hadn’t seen Lizzy in a while. I can’t remember exactly why (this happened a few years ago) but we had started texting again and decided to make some plans to hang out. My roommates were having a couple friends over to play board games and I invited her to join us.

We’d hung out a few times before and she was amazing. The most sexual woman I had ever met. I’ve written about her once before [here](https://www.reddit.com/r/eroticliterature/comments/j6jl7u/my_first_encounter_with_the_most_sexually_charged/?utm_source=share&utm_medium=web2x&context=3). She arrived before my roommates friends came over and I remember she was really happy to be here. She had a big smile and gave me a big hug when she walked in. We chit chatted a bit as I grabbed us a couple drinks from the kitchen and we made our way over to the couch to chill until the other quests arrived. The living room was its own room, but it was around the corner from the kitchen and easily accessible from either of my roommates rooms.

First encounter with the most sexually charged woman I ever met. [MF]

In my early 20’s during the start of my adult life I used to go out a LOT. I became best buds with one of my co workers and we’d be out in the city until at least 2am, Thursday through Sunday. We used to frequent a pretty divey street in the city that was famous for its bars being open later than most and drinks being cheaper than most other bars. We were pretty broke at the time.

There’s not a ton I remember about that night. It was a Sunday, we got really really drunk, and we stumbled down into this basement bar on that strip that was pretty famous. I remember getting down into the bar with blurred vision and having what I think was one last drink. I was craving a cigarette after the beer so we climbed back up the stairs to see who we could bum a cig or two from. There was a group of 3 or 4 people smoking outside. One woman and three guys. All late 20s or early 30s.

Giving My Sisters Friend Her First Taste Of Cum Part 2 [MF]

[Part 1 here!](https://www.reddit.com/r/eroticliterature/comments/j0toq0/i_gave_my_sisters_friend_her_first_ever_taste_of/)

I gave her a ride home after she first blew me and it was of course a little awkward… but as soon as I was back home she was snapchatting me and asking me when we can hook up again. Just thinking about what had happened last time got me so hard. She kept telling me how much she liked tasting me and that she wanted to do it again. She also said how she wished we could have fucked and that we should next time.

We sexted for a week or so until we made plans to hang again. The first few minutes were similar to the last… She came to my place and we went right to my bedroom. This time as soon as we laid down she opened my pants and pulled down my briefs before I could even begin to get hard. I remember she said something like “I like to watch the process” and I thought that was so hot. My cock swelled up and got throbbing hard for her right away. She pumped my cock again with that beautifully hot smile.

I gave my sisters 18 year old friend her first ever taste of cum [MF] [Nonfiction]

I can’t remember exactly how we ended up this way but me and my sisters best friend started by sending each other dirty snapchats all the time. I was 25 and she was 18. She was a latina girl that always kinda dressed emo/punk and even had one side of her head shaved. She had really nice lips and pretty teeth so naturally while we were sexting on snap I told her how nice it would be to feel those lips on my cock.

She sent me a snap of her open mouth after I said that and I sent one back of me cumming all over. She said she wished that she was there to lick it all up, and mentioned that she had never had anyone cum in her mouth before. Even though I had just emptied my balls my cock swelled right back up when I read that. I told her that I realllly wanted to be her first and she said she was down to try it. I couldn’t tell if she was serious but sure enough the next day we were sexting again and I invited her over… an hour later she’s knocking on my door!

Finally Getting To Fuck The Craigslist Slut [MF]

You may have to read my last post to be caught up.

We lay there for a minute, my cock wet with spit, a big smile still on her face. She giggled and asked if I had enjoyed cumming down her throat. I of course said yes and she giggled and while starting to gently rub my just-came cock.

She was such a cum slut and it turned me on so bad that I was getting hard pretty much right after I thought I had emptied my balls.

“We haven’t fucked yet..” she said as she felt my cock start to wake up and throb in her hand. She was wearing a blue summer dress and grabbed my wrist to guide my hand under her dress as she lay next to me. There were no panties under there and all I felt was wet, sticky, warm moisture.

“I get crazy wet… I hope that’s okay.” She whispered in my ear. I told her that was fucking hot and asked if I could see her pussy. She said “you can see whatever you want” and without saying anything more she got on all fours in the doggie position with her dress still on.

Second Craigslist Meetup [MF] [Deepthroat]

See prior post for the backstory

My first “date” with Lissa (name has been changed) went so well that obviously I wanted to meet again. We texted a few times after our first rendezvous and I was delighted to hear that she loved sucking my cock and also wanted to meet again.

This time she invited me to her place which wasn’t far away. I arrived and Lissa was waiting at the top of the stairs of her walk up and said hi with a cute smile. She was wearing a summer dress and looked excited that I was there. I climbed the stairs and walked through the front door into the kitchen where she asked if I wanted a drink and continue to make us a couple vodka tonics. I was briefly introduced to her roommate who was on the way out for the night.

As soon as the front door closed behind her, she stopped making drinks and put her hand on my crotch and smiled big. Just like last time I was instantly rock hard and she traced the outline of my cock with one finger. She got right on her knees and opened my pants. My cock sprung loose, swollen and throbbing. She took the head of my cock and popped it in her mouth, making eye contact the entire time. She pumped me with one hand and sucked on my head like a lollipop.