My Last Summer at Home (Part 2)

Jill and I had such a surge of adrenaline and sexual excitement after leaving poor Rickey at the drive-in with cum filled shorts, that we drove my old pickup around for another hour just to settle down. We circled the outskirts of town, and then we took county road 42 out to the gravel pits. The gravel pits on the west side of town were one of our favorite places to hangout. We could drink some beers and smoke some Marlboro's before plunging into the water from a rope that was tied to an old walnut tree. At night it was a popular hangout for the local high school kids who like to smoke a little weed, and maybe do some skinny dipping. Jill and I liked to sit on a big rock down by the water and listen to the cicadas and bull frogs, while we sipped our beer and talked about all our big plans. Tonight Jill was unusually quiet, so I could tell she had something else on her mind.

A few stories that were dug up during chats this past weekend (tM, tMF, TMM).

(sigh, I guess my account has once again been locked out. Whatever so I made a new one. I'll post pics again later but here are some things I was planning on posting on my /u/gurlypussy account.

A few chats this weekend led to me retelling a few stories that I thought I would compile here. I'm not trying to write a book but a few people asked some cool questions, I told some stories and copy and pasted most of it here.

  • My first time with a guy
  • My first threesome
  • The first time I was really slutty.

My first time with a guy.

My first time with a guy was when I was in college. I'd had girlfriends in high school but I was just starting to explore crossdressing and was really interested in following through with it so one weekend I did just that. I met a few guys in a chatroom online, exchanged a few photos and picked out one guy in particular. He was nearby and could host which was good because I had roommates at the time and was still pretty secretive about my sexlife. So we agreed on a time for later in the day for me to go to his place with no pretenses other than I wanted to see what it was like to be fucked.

[M/F]From /r/dirtypenpals to my hotel room, cont…Saturday

So, my DPP partner blessed the first story and I'm allowed to continue. We spent all day Saturday, most of Sunday and Tuesday night together, before I flew home Wednesday.

Friday night ended with me blowing a load all over her face and chest, which was pretty fantastic. Afterward, we hoped in the shower together and got cleaned up before crawling into bed. It had been a while since I'd shared a bed with anyone, but it was a welcomed change. Saturday morning I woke first and had major morning wood. My cock had inflated in a such away that it was nestled between her ass cheeks. I lied there enjoying the sensations, until she said, "Sorry, I'm not really into anal." I laughed, and made a comment about not knocking it until you've tried it. I felt her hand wrap around my shaft, and start working it back and forth. She rolled over to face me, and kept working me.

(MF) 2nd day after photoshoot

The second time Beth and I met, was only a day after the shoot. We agreed the day before that i would come and visit her before work. She worked at a small shop in a mall selling alt clothing and nick nacks. She worked by her self most of the time, so it made it easy to come visit and talk, but we hardly talked when I came by.

The first time i came to her shop, we met an hour before it opened, she wanted to get some opening stuff taken care of, I was just glad to see her again. She was wearing w black jacket like top, black skirt, and red under shirt. I just in jeans and a tshirt, we walked around the store talking, and then she asked me something.

"Dressing room or back room? "

"Which one has more space?"

"Back room, just gotta move some boxes"

My Last Summer at Home (FFM, mild domination)

During high school I lived in a small town in the mid-west where nothing ever happens. We had a drive-in movie that had just reopened, a bowling alley, a pizza joint, a supermarket, and two gas stations. The summer before I left for Iowa State University, I worked in our town's supermarket so I had some spending money in the fall. When I wasn't working, I just read books or surfed the web. On the cool summer nights, I cruised the quiet streets our little town with my best friend Jill. She was always there for me through good times or bad, and we sure had fun that summer before going off to the big world.

Jill and I operated the checkouts at the supermarket and we would always tease our boss Rickey, just to make the days more interesting. Rickey was a year younger than us, but he was the owners son, so he was our manager. He was cute and easy to embarrass, so we cut him a break and followed his rules most of the time. Rickey was shorter than us and probably 120 lbs. soaking wet, so he wasn't hard to intimidate. We liked to think we were so worldly, particularly in our little short blue uniforms. Rickey's dad had let us pick them out from a uniform catalog, and we chose the shortest ones they sold just to tease Rickey.

My first time at the Black Party in New York

“Bend over a bit more . . . Yeah that’s it. You like this? My buddy is gonna join us now. That OK?”

Therein starts the threeway, and there I stand. My jaw drops as two six-foot-tall, three-foot-wide daddies in jeans and big black boots both thrust their way into the inviting back end of their third. This all takes place in the corner of a dimly lit room, deep inside the sweaty sex-maze that is The Black Party, America’s largest fetish bash.

The bottom remains bent over after the daddies leave, while an endless queue of guys hungrily line up to fuck him. Sometimes raw, sometimes protected; always with permission.

I experienced the final Black Party at the Roseland Ballroom in 2014. The floors, hallways, rooms, corners, stages and surfaces will never be replicated, as the theatre was a majestic and haunting place. The ballroom is now a pile of rubble, and this year, the party moves to a 3,500-person-capacity warehouse in Brooklyn, where even more sinning will take place.

Losing my virginity as a christian camp counselor [F/m]

I’ve been a long time lurker here and have always considered this sub one of my favorite guilty pleasures—a pleasure that neither my family or fiancé would find appropriate or appreciate. I’m too embarrassed and fearful of judgment to buy and own books, and watching rather than reading tends to be a bit much for me so the internet and sites like literotica help to quench my thirsty imagination though I do have to sift through a lot.

I don’t really have many stories of my own to add to the archive, let alone anything remotely like most things on here, but I’m getting married in less than a month and the closer it gets to the date the more I look back and dwell on what little experience I do have.

I’ve only been with two men, my fiancé and the man I lost my virginity to. Recently, every time we discuss the upcoming nuptials and especially the honeymoon, it seems like the knowledge of my one previous experience has somehow become a point of contention. And honestly, the fact that it’s being discussed so much has me thinking about it more than I think is healthy.

My [f]etishes and how I discovered them because of my BF [m] and a friend [m]

First time posting on Reddit so please forgive anything I do wrong, and for the long post. I've been searching around trying to find out a proper name for this thing I've been feeling and I think it's part Cuckolding and Exhibitionist, but I'm not really sure?

To start off I'm 20, a girl, and in college with my bf of 8 months. A few months ago my bf got drunk and made out with my best friend at a party. He immediately came to me the next day and told me he regretted it and wished it never happened. I was so angry at the both of them, but mainly him because everyone knew my best friend always had a crush on him. We barely spoke for a week, but eventually made up. During the week we didn't really talk, I caught one of my guy friends (who my bf doesn't like) peeking through my window as I was changing. He's my neighbor in the next apartment and we were going swimming in the pool that day. He waited outside as I changed into my bikini, and I honestly forgot to shut my blinds. I immediately noticed him looking inside and trying to not be obvious, but it totally was, before I even began to undress.

Isabella: A Fantasy [fM]

“Blood, sex, and death.” The holy trinity of every Gothic horror novel, according to Mr. Fitzgerald. He was the high school literature teacher I hopelessly crushed on, and I couldn’t help but notice his eyes lingering on me when he said that second word.

I was a senior back then, about to graduate. The spring when my classmates were perpetually tuned out during class, with only the summer ahead and college on their minds. But I still had unfinished business here, and this day in May he wore a light blue button-up and chinos just snug enough to drive my imagination wild. When he perched on the edge of his desk reading from The Strange Case of Dr. Jekyll and Mr. Hyde, I let my eyes wander up and down his body, picturing his skin on mine. By then I’d dreamt up this sultry side to him, one he hid away at work, but which made him all the more irresistible . . .

He was the new cute teacher this year, fresh out of college, the one the girls whispered about between classes. For a while, I tried to pretend I wasn’t one of them – after all, how cliched is it to have the same crush as everyone else? Yet his charm was undeniable. Intimidating, even. And by God, who else could make the classics so sexy?

Kerina’s College Humiliation, Ch.21: Kerina Goes Shopping [fM][huml]

Kerina finished dressing, her hair brushed out, wearing jeans, bra, a nice blouse and shoes (she still didn't know what had happened to her panties, she would probably just buy some more today.) Kerina looked at her class schedule and was pleased to see that she still had 30 minutes till her next class started.

She thought she might go for a walk and get a coffee and just relax before her first class for the day. As Kerina reached the door she spied the envelope under her door. She reached down and picked it up. It had her name printed on the front. A little worried, she opened it and read the short message. Turning it over just to make sure, she looked back at the short message:

Please see the Dean. ASAP.

Kerina folded the note and tucked it into her jeans pocket. Feeling a little uncertainty, Kerina opened the door and walked out, still looking forward to a coffee and a bit of a walk. Locking the door behind her, Kerina walked down the hall and started down the stairs.

As she turned the corner on the landing, a person fell into step behind her.