Confession 4 : Letter to my Omegle stranger [FM][Masturbation][Pee]

# ~~~ Letter to my Omegle stranger ~~~

Today, I came back early from the market where I had gone with my mother. She had some more errands to run across the city. My sister was at the pool with her friends. My father had left for Moscow a couple of days ago. This could only mean one thing: a couple of hours of freedom from the prying eyes and ears of my clan.

Having the flat to myself gave me complete privacy to let my dirtiest thoughts run free. I want you to know that I am not a complete degenerate, I usually don’t do this sort of thing. Today, I had a feeling deep in my stomach that I was going to do something more daring than anything I had done before.

I think deep down, I am a bit of a voyeur. I like seeing others naked. When my sister or my roommates get changed, I like to observe how their bodies look, imagine how they would move in the fantasies I made up for them. There is something mystical, almost sacred, in observing the revelation of a body for me to worship.

Breaking the shy girl [MF]

I stumbled across this subreddit and found it interesting. I’m not a very good writer so bear with me. This story happened in college about 6 years ago when I was a junior in college. I thought it would be worth sharing since it’s one of my best college memories.

The way everything started was very unorthodox. To give a little background, I had recently broken up with my girlfriend of a year and a half about two months prior. She took my virginity even though she was very experienced when we met. Dating her opened my eyes to a lot of things. I’d say it was almost like getting an associates degree in sex ? After the breakup with my girlfriend I got on tinder and hooked up with 3 girls before the following events.

I remember seeing this girl in our dining hall almost every day during dinner. We’ll call her “Jane”. Jane was probably 5’5, blonde, 32DD, and a very nice ass. After writing a paper one night I scrolled on Facebook and she came up in my recommended friends. We had a few mutuals so I said fuck it why not. I added her and after she accepted I sent her a message. She replied, I replied, then she ignored me.

[MF] I never even saw her face.

I was not what you call good with the ladies. My first girlfriend was my second sexual partner, and I was her first. She was a starfish in bed. When that relationship finally ended, I had a pretty awful image of my own sexual abilities. I was constantly going limp with her to the point I thought something was terribly wrong with me.

Anyways, we break up when I move to grad school. I was on Tinder but between career hunting and class, I never had much time for it.

Around Christmas, I head home for the break, and get matched with Laura. Only two pictures, both of her posing with her ass in a short skirt, and thigh high red leather boots. No face picture. We chat, exchange numbers, and are having phone sex within 20 minutes.

So, she tells me she wants to have me that night.

I only know her first name, haven’t seen her face. But her body is built like a porn star. Huge ass, huge bolt-on tits. Wears nothing but lingerie. She later told me she ran a sex shop. Long curly brown hair.

[M4F] a vast amount of prompts for Celebrity, R34, and OC.

Looking for women, or anyone playing a woman, to play as one of these characters or do one of these prompts with me.
I am a very active role player on reddit and discord, and my main goal with erotic role play, is to make some of my fantasies come true. Now my main fantasy is that one night when i get home from my daily bullying, i sit at my tv when thunder begins to strike, and while I’m watching a film the tv blasts from thunder hitting the satellite, and the tv bursts open, making the girl of my dreams become reality. So, this is a really stupid idea but its all i truly have to go on, i was like 16 when i had that wet dream.

My neighbor is probably the prettiest girl ive seen in a while. Shes got that girl next door vibe, and tonight she agreed to go on a dinner date.

My best friends mom is such a hottie, i literally find any way i can to talk or see her, such a sexy body.

When i became your roommate i had no idea that we would be having so much sex.

Backstory for open letters to a bored friend

Sorry to disappoint but there’s no explicit content in this post; there’ll be plenty of that later. This is only here to to provide the backstory for the series of stories and associated posts this account will eventually have for those that like to have a little context with their debauchery.

First off, I’m a fairly average male from the midwest. Stereotypes usually develop for a reason so if you apply those to whatever mental image just popped in your head you’ve probably got a pretty close approximation for me.

Kyle, the intended target for all these posts, has recently been deployed. And worse, deployed during a time when there’s restrictions in place that limit socializing, which means lots of time chilling in the barracks. Why is some dude writing about another dude in a sub for sexy stories you ask? The answer to that is his wife, Emily.

See, Kyle and I met when I responded to a reddit post he put up looking for someone to join him and his then-girlfriend-now-wife in their first threesome. We messaged for awhile, figured out we were both on the same area of the heteroflexible/bi-curious spectrum, had similar views and expectations about how a threesome would work, and I guess just generally found each other likeable.

Girlfriend cums on command [MF]

First time posting anything on here so a little context. I’m 5’4″ and rather muscular my girlfriend is a 4’10” Guatemalan, sexy as can be.( going to call her mary)

One night I wanted to surprise Mary ,so I booked a hotel. Mary waited in the car while I went to the front desk to pick up our room key,then we went up to our room. As soon as we got the door shut behind us she was all over me (we can’t consistently have sex do to circumstances) it was obvious she wanted me but I took my time playing with her. Starting by carrying her to the bed and dropping her on it. I ran my fingers up and down her legs while I was kissing her neck and whispering into her ear. After about 15 minutes to half an hour of this I can tell Mary was getting extremely worked up,she is very sensitive to the point we can be cuddling watching movie and me just running my hands down her arms gets her worked up,So she is super fun to play with and tease. She wasn’t going to take much more of this so I told her to strip and lay on her back and spread her legs. I climbed back on top of her Starting by kissing her lips and working my way down her body stopping to focus on sensitive areas. Till I came to my resting point between her legs.

The Coaches’ Daughter [F] [teen] [masturbation] [long build-up] [Part 2]

I would recommend reading the previous part. [Part 1](https://www.reddit.com/r/eroticliterature/comments/mde0l6/the_coaches_daughter_fm_teen_part_1/?utm_source=share&utm_medium=web2x&context=3)

**Lila**

Senior year was important and I was flooded with homework and assignments. As I lay on my bed, writing an essay for my literature class, my dad knocked on my door and came in.

“Do you have a few minutes, Baby Girl? I want to talk to you about something important to me.”

“Yes, sure.”, I said as I sat up in my bed to make some space for my dad.

My unshakeable dad sat there fumbling with his hands, and it was almost funny. I started grinning but tried to hide it. Since I did nothing wrong, I think I know exactly what this will be about. He cleared his throat and started talking.

“I don’t know if you noticed, because women have some kind of spidey senses about that, but I am seeing someone. Her name is Shannon.”

He looked at me and saw me grinning. “You knew?”

“Let’s just say I had a solid assumption, that this is the case. Where did you two meet?” I couldn’t see my father as an online dating app user. He is somehow old-school. And I doubt he would have managed to create a profile, that wouldn’t be awkward.

My flatmate turned me into his Sissy Crossdressing Slut (Part 1)

Weeks have passed. My first experience having gay sex still protrude my consciousness and I’m still aching for more cock, more experiences and being more submissive than ever before. It taught me that having sex with a man isn’t just something I like. I needed it. My flatmates had returned from the extended holiday period. I lived with 5 others, all studying a variety of courses with little overlap. We were all a little different, but we got on, and that’s the most important thing.

I’m still haunted by the thought of being caught having sex with another man. Did my flatmate hear it? Did he hear me? Did he hear me getting fucked? Moaning? Did he hear me wanting to suck cock, get fucked? Did he hear me acting slutty?

These questions ring around me head. His room was next door to mine. And I know the walls are thin. Like really thin. If he’s talking to someone in his room, I can here it. Which means only one thing. He could hear me…

The smirk he gave me on the day I had sex for the first time was ingrained into my vision. Did he know something? Did he enjoy it? Or was I just being paranoid?

Boner Check- Prankster Sister gets the better of her brother.

My sister really had no choice. She was always destined to be a joker and a prankster.

Our father was a well-known for his sense of humor in his family, always quick with a pun in reply to whatever your question was. My sister clearly inherited that gene. She was born on April 1st, and that just seemed to enhance her humor. And then, there was the matter of her name.

All the women on my mother’s side of our family have Mae as a middle name. Essie Mae, Bonnie Mae, etc. Our last name, courtesy of our dad, is Juneau, just like the capital of Alaska. So, when she was born, my sister was given the name April Mae Juneau. With a name like that, from a family like ours, and being born on that day, she was destined from the start to cause trouble.

The High School teacher (m) and the mum (F). Hetero. (Long. Female gaze)

“Fuck!” I yelled as I threw my phone down. My son had just gotten another detention and the teacher wanted to talk with me about it. 

I had full to-do list, just like every other day. I was just thinking about flicking through tinder when I got the call, pretending I had time to crawl over these young, hot bodies. Now my libido had completely dropped and I was rushing for the car. 

I stared at the floor outside the classroom, dreading having to go in and talk to yet another *expert* on my son’s behaviour. 

“I beleive you are far more capable than you’re letting on,” came a deep voice through the gap in the door. “Is there anything going on?”

“People are shit and I always get in trouble for fighting back” my son said. I was astonished at his honesty and looked up. 

My eye caught his dark hair first, his slightly tanned skin next. He couldn’t be long out of college.