A Series of Letters: Brynn 1 – [29F, 31M, 30F, 33M, 33M][Infidelity, Dom/Sub, Punishment, Chastity]

{This is the first chapter in a series of erotic shorts. For a full list of the chapters, and other original Reddit posts, check out the pinned post on my profile u/rvaanonguy1}

Dear Andy,

Andy, Andy, Andy, Andy. Wow.

Writing your name instead of your nickname doesn’t make you tougher or intimidating.

Let me tell you: that letter is not what you want to write to keep a woman.

Look, Manny is boring. But he holds doors open. He’s sweet. He is a bit try-hard macho at times, but it’s not toxic like you can be. He’s respectful. If that’s boring, then boring is fucking hot. Boring can fuck me any time he wants.

That said, it isn’t Manny you need to worry about. Worry about Scott. It’s Scott’s thick, dark cock you’ve been jacking off to all these years, jealous that it fucked your wife before you could, as you said, “lock that down.”

Oh… Wait… She’s fucking Manny. I guess you never really “locked that down.”

I guess I should have mentioned two things: 1. This isn’t Tamara. 2. That you left with your letter box isn’t empty.

Valentine’s Day With Aurora (M/F Cougar)

It was Valentine’s Day and I was between girlfriends; I mean, I wasn’t serious about any girl. I had just got done shopping so I’m lugging two bags full of stuff in. Ms. Sinclair is standing outside her place bawling her eyes out. Okay so she’s old enough to be my mom but she’s blonde, a killer body and she always has older guys chasing her. I put down my stuff, open her door, and let her in.

As soon as she gets inside, she puts me in a bear hug and starts telling me her current boyfriend just cancelled on Valentine’s Day. I’m in a world of hurt here because Ms.Sinclair is in a navy blue suit, you know, jacket with a skirt and a white silk blouse. Her nipples are rock hard and boring into me. I’m a young guy and my cock is about to spring into action. “Excuse me Ms. Sinclair; let me bring my things inside.” I take a couple of deep breaths and pull my groceries inside.

Ms. Sinclair is sitting at the dining table and I get her some Kleenex. “That jerk knew I was waiting for him. We’re finished now; he’ll regret this.” I was just sitting next to her patting her hand.

True Promotion [ff] [blackmail] [bondage] [slave play] [chastity] [training]

*Disclaimer: This story is a work of fiction and in no way condones acts of sexual assault or violence. All acts of sexual intercourse and play depicted in this story are preformed by consenting adults.*

[https://imgur.com/V0yYKIO](https://imgur.com/V0yYKIO)

Megan could feel every minor detail as she sat there on the bed. It was all she could focus on in the silence, just as her Master and Mistress left her. The rope digging into her skin. The metal butt plug getting warmer and settling inside her ass. The rough texture of the bed rubbing against her bare skin and wet pussy. Her Master’s cum slowly crawling out it. And her Mistress’s soaked panties inside her mouth. She could even feel the cold air around her, the slightest breeze brushing against her body, giving her goosebumps. She could only guess how long her Master and Mistress would be gone this time while they left her with her thoughts. As time went by, it was only natural for Megan to think how her life devolved into a personal play thing.

Mother in law takes control part 18 [F32] [M29] [humiliation] [chastity] [sissy] [diaper] [anal] [denial]

Sarah was struggling to not cum as Billy dug his tongue deeper and deeper trying to make sure he wouldn’t get punished by Rachel or his mother in law. Rachel sensed this and made her way onto the couch in front of Sarah kissing her and teasing her about being a premature ejaculator.

Sarah was shaking and Billy felt his prostate be pushed hard with the inflating butt plug. Finally, Rachel got up and pulled Billy away saying

“That’s enough.”

She stood Sarah up and giggled as she said

“Sarah, lift your frock. It’s time to get your willy out of that mean cage.”

It looked like any other small metal cage that had a bow attached to it. As she waved the key in front of Sarah’s face Billy could see Sarah’s cock bobbing in its confinement. Rachel put the key in the lock and undid it with a smile. Sarah moaned as it quickly pushed the cage away showing Billy what he thought was impossible. A thick 7 inch penis that was half hard. His jaw dropped and Rachel said

“What’s the matter baby girl? Is the big dick scary?”

[MF] Never fuck in the driver’s seat

This is more of a humorous story as opposed to a horny one. Something to laugh at.
When I was 19 and was with my first ever girlfriend, I passed my driving test. So as a mini celebration, we decided to drive out into the countryside and fuck in the car. This was also the first time either of us had done something like that.
So we found a nice secluded spot. We wanted a bit of risk, so we weren’t a million miles away from civilisation. But far enough.
For some reason, we thought it would be a good idea to fuck in the driver’s seat…Spoiler: this was not a good idea.
We got naked, I even pushed the chair back a bit to allow room. She got on top of me and we were kissing, fondling etc. Once we got really into it, she lowered herself onto me and began riding. We were both excited and into it that she went pretty fast pretty soon.
After about half a minute of her riding me, something hit the steering well. I don’t know if it was her ass, my leg, whatever. Something hit it and set the horn off. Extremely loudly at about 1:00 in the morning. Except instead of just setting off the horn, it got stuck or something (to this day, I don’t completely know what happened). It kept going, and going and going. There’s no way somebody didn’t hear it. So there we are, completely naked, panicking on the front seat while she’s trying to get off my dick as quick as possible. Once she does, we’re trying to stop the horn. Hitting the wheel again, turning on the engine, whatever I could think of. After what was probably about 20 seconds, it stopped. (Felt more like 20 minutes). I’ve never gotten dressed so quickly in my life. Drove straight home before the police or whoever showed up. I haven’t ever, and never will have sex in the driver’s seat of a car ever again in my life.
I can look back and laugh about it now. At the time, it was pretty traumatising. Kept expecting police to rock up at my parents house for about a week after it happened.
So that’s the story. Moral: ALWAYS use the backseat.

Montreal Steam [MFM] Almost……

We decided to take a quick trip to Montreal for a long weekend.

We love to stay at the Hyatt downtown because they have a great indoor pool and a large steam/sauna. One evening we went down and swam in the heated pool. We both did enough laps so we felt we got our exercise in for the day and decided to hit the shower quickly and then meet in the steam room. Rick said my phone is in the locker ill check if they got back to us with a time for dinner reservations tonight and I’ll meet you there.

The sauna was located in between the men’s and women’s showers so you accessed it from them. I stripped out of my suit and took 2 minutes to rinse the chlorine off of myself, wrapped a towel around my body, and walked it.

There was only one person in there, he was a younger thin man leaning back against the wall on the bottom bench, he was completely nude sitting on his towel and he barely acknowledge me when I came in.

[MF] Saw my girlfriend’s mom spread her pussy

My(23) gf(22) and her mom(49) made homemade salsa and chicken mole the other day, and I wanted to help. It was after a day of me helping around the house, so about halfway through my gfs mom changes into a nighty, quite fluffy and oddly short, as she was tired from all the work. My gf went upstairs to change herself. My gfs mom sat on a stool, facing me, and pulled up to the dinner table. I saw an opportunity and took it, dropping a small piece of garlic I was mincing. Her mother is a short mixed latina, more pale than my gf. Her boobs are huge, and so is her ass. She’s just as beautiful as my girlfriend and was a model in her prime. Drop dead gorgeous then and still hot now.

Her mother’s beautiful shaven pussy was spread almost on purpose for me it seemed. Her thighs were thick and spread wide, flattened by the fact that she was sitting. I sat up like nothing happened, and my gf came down about 5 minutes later. The lips on her mother were the finest pink I’ve ever seen, slightly wrinkled towards her clit. My gfs lips are wrinkled all throughout. Her clit, like my gf, was tiny and hid behind her upper lips. I came so hard that night.

[MFM] The first time I watched my girlfriend suck another cock

My girlfriend and I both know that each of us went through a very slutty period in our early 20s before we met where we both had multiple partners and interesting sexual encounters. After meeting, we kind of settled down and had a great monogamous sex life with each for a few years before mutually deciding we both wanted to be a little slutty again. But this time, we’d do it together, so we started fantasizing about the swinger and hotwife lifestyle. We persisted in the fantasy zone of this world for a few years before getting the nerve to make it a reality together.

The first time I watched her with another guy, we were closing out our night in the hotel bar fantasizing about other guys around us like we often did and noticed the guy next to us keep peaking over at her. We assumed he could hear a good bit of what we were talking about and made no attempt to hide it as that was part of the fantasy by then. But nobody had ever approached us. So this time, I leaned over to her and whispered in her ear telling her to go up to the room and put on some sexy lingerie and I’d be up in 15 minutes with the guy sitting next to us. At first, she pretended not to hear what I said and don’t think she believed I was actually serious. But after a few more minutes of flirting and finishing her drink, she got up and said “15 minutes. I’ll be ready either way” and walked off.

The RV Trip [M18F50s] [first time] [age gap]

It was the summer after Will graduated high school. He was about to turn 19 in August. In September he would be heading off to college. All year leading up to graduation he’s tried to figure out what to spend the summer doing. Most of his friends needed to work to help pay for school. But he got a good amount of scholarships and his grandparents were going to foot the rest of the bill. He really didn’t want to be stuck at home with his parents all summer bored and lonely.

So when Patty and Rick invited him to come along on their RV trip he agreed. They were two of his parents oldest friends. He grew up with them around all the time. Almost like an aunt and uncle. Rick was a lawyer who took a risk and joined a start up tech firm. It paid off and he cashed out. Now in their early 50 they were both retired.

They bought a huge expensive RV and loved to drive it all over the country. Will head over heard them talking to his parents about their adventures. So when they offered to bring him along on their next trip he jumped at it. Much better than sitting at home. At least this way he would see some of the country.

I am hungry! [MF] getting head from my girlfriend.

I am coming home from college, in Mumbai on my bike.
It’s pouring cats and dogs.. I am drenched to my balls. I stand near a tea stall for temporary roof and give my girl a call..her name’s Minisha!

Me: hey there!!
Payal: hey!! Where Are you? It’s pouring out side.
Me: no shit Sherlock! I will take a little more time than usual.
Payal: ride carefully and come home I am really hungry.
Me: you always are.
Payal: shut up and the sooner you come the better.
Me: on my way!! See you soon Mini.

Now I am 20 to home, wondering what she meant, “the sooner you come the better”!! I have done nothing wrong.

I reach the parking, water dripping down from ever centimetre of my body, walking to the lift helmet in one hand!
Reach the door, ring the bell saying “Mini I am back”

She opens the door “SHE STOOD STARKK NAKED!!!!”
I got stunned and not did I drop my jaw but also my helmet for the first time ever in my life..