[MFM] (23F) My new kinkfriend (26M) is officially locked in chastity now, and I am his keyholder!

My FWB recently revealed to me that his roomate loves to listen to us fuck…then things got REALLY interesting!

About a week ago, I posted on /r/sex, as well as one update. Here they are if anyone wants to read them:
[1st Post](https://www.reddit.com/r/sex/comments/6lrgml/23f_i_got_asked_by_my_fwbs_roommate_26mif_i_would/)
[2nd Post](https://www.reddit.com/r/sex/comments/6mbo2o/update_23f_i_got_asked_by_my_fwbs_roommate_26mif/)

Short version for those 2 posts:
My well-hung-and-knows-how-to-use-it FWB has a chubby, nerdy, but as it turns out kinky roomate that has been listening, and jerking off, to us fucking. We’d slowly become friends before I found out. Once he realized I know he’s a perv and am totally cool with it, he worked up the courage to ask me if I’d be the “keyholder” for his chastity fetish. My first post was reddit helping me weigh the pros/cons. My second post, I let him know YES, I am in! And then reddit gave me more ideas/suggestions to proceed. And to figure out where I should be posting future updates… which is how I ended up HERE! ;-)

For anyone catching up or joining in fresh, this will include the sexy hung roomate I refer to as my “FWB”, and the chubby pervy micropenis roomate will continue to be referred as “Nerdvert”. I am the sexy young woman jumping head first down the rabbit hole of kinky sex and chastity fetish.

Lockeroom Gang [FMMMMMM cuckold]

We had just finished our laps at the gym pool, heading off to our respective lockerooms.
I was in the stall showers when I imagined I heard your timid voice over the din of the hot streaming water,” Max…? Max…?”

I thought nothing of it until I noticed a few of the guys in the other showers stop what they were doing and all were looking toward the entrance to the showers. I peered out to see what had gotten everyone’s attention…it was you standing there in your Speedo one piece.

A look of relief showed on your face when you saw me, and you uttered embarrassedly,” You have my locker key, I pinned it to your towel.”

“Ahh here it is,” as I stepped out of my stall.

“So this is what the men’s showers are like,” as you gaze around at the half dozen naked men, all intently watching you, and getting slightly aroused, including myself.

I offer,” Since you are here, why don’t you join me in the shower”

You reluctantly say” Just the key please.”

Then you spot one of the guys with the biggest erection you have ever seen, easily 10” and thicker than a soda can, and not even at full attention.

Toxic relationship, but with odd/awesome sex [MF]

This relationship took place many years ago — and lasted for approximately two pretty unhealthy years — and included getting married, then divorcing. But this isn’t a therapist’s chair, and plus all of this took place decades ago, so I’ll avoid talking about the many bad parts of the relationship, and instead focus on the eye openers I’d experienced, at that point in time, sexually. Plus, if you read my submitted history, you will find that I live a pretty unique life, but, as always, I’d appreciate it if you don’t judge.

I am the male part of that relationship. I was 25 at the time, and pretty naive when it came to relationships, and she was 26, and definitely not naive when it came to relationships. As I got to know her better, she had divulged that she had been dating people since she was… 12. In addition, she claimed to have suffered a sexual assault at some point along the way, and while our sex life and relationship had always been “a bit off”, to put it mildly, the vast majority of our best sexual adventures took place after I’d been aggressive with her, or after she’d been aggressive with me. This is not to make light of sexual assault; it’s just an observation on my part, given my first-hand knowledge of what took place between us and all.

[MM] [MF] Sharing my best friend with my mum [first time bi] [cuckold/humiliation themes] [basically super fucked up]

This happened when I was 17, and unlocked me sexually as a person – I discovered how much betrayal turned me on and that I was partially bisexual/very submissive.

I was on holiday/vacation – just a week in a Spain, my grandparents had bought a Villa as a project to improve and sell on (something they did a lot) and we’d usually get a free holiday out of it. I’d gone with my best friend “D” and both our mums, we were close as families and had been friends for over 12 years at this point.

A quick overview of everyone involved –

Me and mum look pretty similar, both short and blonde, I’m naturally pretty skinny but toned and athletic, mum on the other hand is just plain skinny, no curves and a little underweight. She was 41 (I think?) at the time. We’re both cute, not ugly by any stretch.

D was tall, I think 6’3 and whilst he wasn’t toned like me he was built like a man at 18 – a slab of a chest forming already and quite a hairy guy. Him and his mum are both dark haired. They’re both pretty average looking, but Ds mum is quite overweight.

The Cleric’s Farewell: Rutting The High Priestess [MF, fantasy, oral, vaginal, cuckold, romance]

THE STORY: Tobias of Winterbourne, a diplomat for the king of Raelen, is about to leave on a years-long journey. His mistress, the exotic and voluptuous nature priestess Theodora, wants one last illicit encounter…

The priestess waited under the tallest oak in the temple gardens, her form painted azure and silver in the bright moonlight. She leaned against the immense tree, her order’s casual white and violet robes hiding very little of her generous curves. She wore her dark hair back in twin braids.

Idly looking up at the stars, she felt her heart flutter with excited anticipation. She wondered if her good-bye to Tobias tonight would be everything the both of them hoped it would be.

“Theodora,” a familiar voice called to her quietly.

“Tobias,” she greeted him as he walked up to her. He was tall with a trim build, sporting closely-cropped hair and a neatly-cut, finger-thin beard accentuating his dignified jaw. She looked about to make sure they were alone, then met his hazel eyes with a mischievous smile. “I bring you blessings from the Nature Goddess.”

He matched her smile, already having a strong suspicion of what those ‘blessings’ would be. “Oh?”

The Cleric’s Farewell: Rutting The High Priestess [MF, fantasy, oral, vaginal, cuckold, romance]

THE STORY: Tobias of Winterbourne, a diplomat for the king of Raelen, is about to leave on a years-long journey. His mistress, the exotic and voluptuous nature priestess Theodora, wants one last illicit encounter…

The priestess waited under the tallest oak in the temple gardens, her form painted azure and silver in the bright moonlight. She leaned against the immense tree, her order’s casual white and violet robes hiding very little of her generous curves. She wore her dark hair back in twin braids.

Idly looking up at the stars, she felt her heart flutter with excited anticipation. She wondered if her good-bye to Tobias tonight would be everything the both of them hoped it would be.

“Theodora,” a familiar voice called to her quietly.

“Tobias,” she greeted him as he walked up to her. He was tall with a trim build, sporting closely-cropped hair and a neatly-cut, finger-thin beard accentuating his dignified jaw. She looked about to make sure they were alone, then met his hazel eyes with a mischievous smile. “I bring you blessings from the Nature Goddess.”

He matched her smile, already having a strong suspicion of what those ‘blessings’ would be. “Oh?”

Seduction at the dinner table Part 2[MFM] [cuck]

Mary left a trail of thick white drops in her wake as she walked down the hall on unsteady legs. She peaked into the living room and saw her husband and her man both on the couch watching the game, her husband still dressed and her man still naked from their play. She made her way to the kitchen and picked out beers for the 3 of them before joining them in the living room, making her way to the front of the TV to make sure she had their attention before handing out the beer.

She was happy to see her man’s thick cock slowly start to rise again as he drank in her naked body while taking the drink from her and she was pleased by the bulge in her husband’s pants as well. Where her man’s eyes was focused on the curvatures of her body, her husband’s eyes were preoccupied with the last of the cum dripping out of her.

Road Trip to Tampa [FM] [MMF]

*there was a lot that went on this trip. if you’d like to read more about it, let me know. If it’s not your cup o’tea, we can just let this one stand*

Melanie, David and I were 275 miles into our road trip (give or take) before the first genitalia was whipped out.

In January of ’09, Mel and I decided we were going to go to Tampa as a midwinter vacation from Wisconsin. I was working at a manufacturing facility and Mel was working in accounts at a nationwide office products company. I had vacation from the previous year I had to use by January 31st, where she had bonus days earned due to some accounting magic that said her department made tons of money for a company that posted a loss.

I don’t understand finance departments.

She’d mentioned to a few of her coworkers about our plans, and one of them, David had asked to accompany us. He had no plans and no foreseeable issues. Mel being the inclusive type invited him along, then informed me about it.

Seduction at the dinner table [MF] [cuck]

Mary looked herself over the mirror one last time as she heard the single knock on the door that let her know dinner was served. She adjusted her thin black dress slightly and made a last check of her makeup – perfect. With a smile on her rosy red lips she left the room and headed towards the dining room, the sound of her pumps on the hardwood floor announcing her approach to the 2 small talking men at the table.

She greeted Will nonchalantly at the table with a soft hand caressing his neck from behind and leaning in close enough as they exchanged pleasantries to make sure he could smell her expensive perfume as well as getting a good look at her generous cleavage before she stood back up.

She passed her husband with a small peck at his lips and a compliment about the smell of the food before finding her seat opposite of Will around the small table with her back against the window and the slowly setting sun. Her husband poured the wine for them as Will awkwardly managed to start the small talk back up again and as the entrée was slowly consumed.

Prequel: The Boss’s Birthday [cuck] [f] [bdsm] trigger warning – eating disorders

His wife was not a martyr, although some might consider her long-suffering. He loved her in his own way, and sometimes even wanted to make love to her. There was something in him that drove him towards broken birds, and though many would expect her to be broken, his wife was not. She was also not 22, and not so thin a that strong wind would knock her down. And the town they lived in, well the wind always blew fucking hard.

How many broken girls came in and out of his life on a daily basis? More than the candies in the dish on his desk, but less than drops of blue ink in his inkwell. Soon he lived for his broken birds alone, and she thought about leaving him. So many birds in life and online, but he had three special feathered ones in his menagerie.