My Girlfriend Services Her Team Captain [MF] (Long)

*Author’s note: This story isn’t about cuckolding per se, but it is something that set me on that path. There’s not a lot of sex in this story, despite how long it is. I suspect you’ll only find this story sexy if you appreciate the twisted erotic nature of cuckolding and cheating.*

Synopsis: My girlfriend and I go to separate universities. She meets a guy who doesn’t quite have her best interests in mind, yet he excites her and pushes her boundaries, much to my dismay.

## 1

When I was in college I dated my high school sweetheart Chelsea the entire four years. Chelsea (Chels for short) had a very religious upbringing, attended Catholic high school, and then eventually a predominant Irish Catholic university in the midwest. Because of this upbringing, she vowed to save sex until marriage. This included oral sex, and even things like handjobs (at first anyway).

To make matters worse, we had a long distance relationship most of the time; I went to school 12 hours away from her, so 9 months out of the year Chelsea was in another timezone. Despite this, we still managed to talk for hours over Skype every day. In some ways, that she was abstaining from sex for now made things a little easier; It’s not like I was actually missing out on anything I would be getting in person.

Unplanned, unexpected, [m]y [f]irst older woman.

I have to give a shout-out to u/helenintheuk_secret who is partly responsible for two things. Firstly, her recent posts have piqued the interest of my partner, Helen (I’m pretty sure they’re not the same person) and, full disclosure, resulted in some very pleasant sex for me. So thank you for the excellent writing and the inspiration, u/helenintheuk_secret – please keep writing! Secondly, it’s nudged my partner to nudge me and say “Why aren’t more of our exploits on Reddit?”

My answer to this was the wrong answer, and so I’m writing a couple of things up but, following a conversation about potential content, this is what Helen wanted me to write first.

Backstory: I was with a girl, and we were starting to get serious. In our first year together, she missed my birthday because she had a pre-existing thing to go do. I understood, and gave her a year’s notice that I wanted her around for the next one. She told me she’d do that.

[M]y week of handjobs

So this story takes place when I was 27, and had been entering my groove both in my career and in my personal life. I was single, and had already had a first love and a couple of rebounds, and was now looking to step up.

There was a girl I had my eye on, her name was Carly. Carly was your typical former cheerleader type, bubbly and always smiling, small perky tits and a tiny ass. She was an assistant in my workplace, and we’d hung out as a group, flirty here and there and I was chasing her kind of hard. She was aloof and liked the attention, I don’t think she was short on getting attention from men.

But, this story isn’t about Carly.

This story occurs during a week long camping trip, when a bunch of work colleagues and friends decided to hire out a cabin and make a week out of it. There were 14 of us, 3 couples and a bunch of singles. Me and 2 other guys and about 5 girls all from the office or friends of friends.

Sexretary – Penny and I #2 [mf][roleplay][filmed]

The kids were off seeing the grandparents for the day – who was I to deny them opportunities to spend time together? And my wife, Penny, had said that she had a few things to do – nothing that I could help with. I ran through in my mind if there was anything that I needed to do and figured there was some work that I could get done. Heading down into the basement where our office was, I hopped on the computer and started to get some stuff done.

I had been working away for a while – somewhat seriously, I wasn’t busting my butt by any means, when I heard Penny coming down the steps into the basement. Without turning around, I called out “Hey honey, what’s up?” She didn’t respond right away, so I just finished up my thought in what I was doing and then turned around. What a sight greeted me.

Seeing you for the first time in three weeks

The night is darkening as we sit side by side on the couch cuddling. My head on your shoulder, as you pull me in tighter to keep me from shivering. Using your body heat to warm me. I look up at you and smile. You kiss me on the forehad. We go back to watching Gossip Girl. As blair and chuck go through another of there many ups and downs, I give you a peck on the cheek. You ask “what was that for?”. I reply “because I love you”. That makes you smile and you lift my face up ever so slightly with the gentle caress of someone in life, and our lips touch softly. We keep gently kissing till I let out a slight moan. Our kissing becomes from intense as you grab the back of my neck and my hands wrap around you. You life me on top of you as you start kissing my neck. I whisper in your ear “baby what about the show”, to which you reply “do you really want me to stop” as you grab my ass. Making me moan a little louder this time, right in to your ear. I bite your ear gently and kiss down your neck. You pull my face back up and tell me to kiss you, so I do. Our kissing becomes intense and full of purpose. You pull my shirt off, then my bra and begin biting my breast gently at first and more roughly the louder I moan in response. While still grabbing my ass, you help me grind on top of you. I feel you getting harder as I get wetter. I whisper in your ear “that I need you”. You slide your shorts down, motion for me to get on my knees and I take your cock in my mouth. To guide me you grab my ponytail and move my head up and down, pushing me down on to your cock, as it fits inside my throat making me gag a little bit. I look up at you as I take your wrap my hand around your cock and thrust it in and out of my mouth. When you are satisfied you move me back on top of you, moving my underwear to the side. I let out a moan as I feel you easily slide in to my tight, warn, wet pussy for the first time. You got deep in, then all the way out as I slowly lift my hips up and down. You grab my hips, making me bounce up and down faster. We begin to kiss again. I moan your name. You kiss my neck. You can feel my pussy getting tigher as I am edging close to orgasm, but you whisper in my ear “not yet”. I wrap my legs around you and you stand up with me still inside you and carry me to the bedroom. We fall on to the bed with you still inside me. With you on top you push deeper in to me with force. I moan for you to fuck me harder and faster, and you do, but you grab my throat and say “don’t tell me what to do you lil slut. I make the rules, not you. Just for that, turn around, on your knees”. I obey. You fuck me from behind, thrusting in to me, both us moaning. I feel you getting harder as my pussy tightens around your cock. You ask me “do you want me to cum all over your back and ass babydoll”. I moan yes. You explode all over me. Then you clean me up before you flip me on to my back and slip your fingers in to me, finishing me off in a couple seconds, cumming all over your fingers.

Published
Categorized as Erotica

[FM] Playing dirty at the movie theater

The FWB wanted to see Deadpool this weekend; I’d already gone once with my roommates but hey, it was a pretty good movie, I had no problem seeing it again. Besides, it gave me the perfect chance to be evil…

We fuck before the movie, of course; it’s supposed to be a quickie, which we remember about thirty minutes in, after some oral, nipple play, a nice, slow ride… switching to doggy style gets us back on track, him pounding us both into a quick orgasm. After that we’re off, first to grab a bite to eat and a drink or two, and then to the movie.

We have, nearby, one of those nicer movie theaters, the kind with the plush, lazy-boy-style recliners, ample room, and even a tray table. The theater also sells beer and hard cider, which is kind of nice if you like that sort of thing. When you buy your tickets you get to pick your seats, and I find that Deadpool is still disappointingly popular, but then, it is a Saturday evening… I choose seats as far to the back and out of the way as possible, which isn’t much. There are people seated just two places over.

Tall Dark and Dangerous [prologue] [MF][Outdoor]

Prologue

Gen was in a good place, her messy divorce behind her, her ex husband had finally gotten past his issues and the two had worked out a civil, if not warm relationship.

Stuff was good. Stuff was stable. Stuff was better than it had been ages.

Gen was finally able to explore her deepest once hidden desires. Pushing her limits, finding new partners and not bending to the pressures that had bound Gen in her marriage. She frequently found partners in her network of music lovers, pot growers, and artsy photogs. She blissfully bounched from lover to lover, each time pushing her limits a little further each rendezvous. Gen’s FWB network quickly grew and her once limits turned into requirements. She found little satisfaction with safe, traditional sex.

Gen crossed partners off her list who would hesitate to join her on her wild ride to the peak of her sexual reawakening. Gen works her way through her sexual bucket list and eventually works her way up to her riskiest kink.

Gen texts her most recent FWB an address.

Call Girl- BDSM Mf

“Hello?”
“I would like to place an order, Please”
“Of course Ma’am, Address?
“69 Master Ln, Make sure she has a mask”
“Yes Ma’am, will be there within the hour.”

She hangs the phone back on the receiver, breathing out a sigh of relief. She’s been waiting for this call all week. She missed him, Knowing his wife was who made the calls, she was never to sound to eager.

She dressed in white lace panties, a collar, long cozy jacket, and stilettos. In her pocket she held a leash and lace mask. Running out the door she hailed a cab. It was cold out, she could feel a breeze enter her coat and sweep up her body. Her nipples instantly hardened.

She arrived outside of his office five minutes early. She took the time to fetch out the mask and tie it around her long blonde hair. Checking her reflection in the glass of the window, she knocked. It felt like forever before she heard to knob turn, knowing not to look into his eyes, her gaze fell to the floor awaiting instructions.

The Intruder–feedback welcome–sorry for formatting…

It had been a very long time since Daniel had the house to himself. Sharon and the boys would be at her mother’s for the next 4 days, and he did his best to pretend he was forlorned about not being able to join them. He had told Sharon that he had some work to catch up on, with the hope that she would encourage him to stay behind. It didn’t work exactly as planned, but after a bit of negotiation, Daniel was off the hook. He did actually have some work to catch up on, but not the kind or volume of work that Sharon had assumed. Daniel was very frustrated. He and Sharon had been highschool sweethearts–married at 19, kids by 21, suburban white-collar job that will eventually lead to nowhere. This isn’t really what he had in mind when his adolescent fantasies took him to far away cities, rock-stardom, action and adventure. Alas, the life path paved by the dust of a thousand crushed dreams was no less difficult to traverse. The inanity of his office job kept him near the edge of psychosis, reminding him daily that he could easily be replaced by an inexpensive piece of software. He spent more time trying to remain relevant than performing actual, measurable work. He often told himself that he’d get out of there, find something better, maybe do something creative for a change. Though, each and every day he would follow the same routine. Up at 4:45 AM, prepare lunches for the kids, make breakfast for the family, ready himself for work, commute, slave and toil for 9 hours, then back home. Wash, rinse, repeat. He was coming up on his tenth anniversary in this position, fifteen with the company. It’s a good job. It pays the bills and allows Sharon her freedom to freelance, when she feels motivated. His role as provider was taken for granted, but he loved his kids more than anything. Sharon, on the other hand, had an iron grip on Daniel’s sack, the likes of which only Darth Vader could rival. He had already lost most of his close friends, and his coworkers never really piqued his interest, nor he theirs. No, he was a homebody by proxy. Daniel had turned to running to release his frustrations. He had maintained his physique, and was regularly running 5k races whenever he could. Sharon had an endless list of complaints and criticisms, seldom stopping to take a breath, let alone give Daniel some time to regroup. This trip was a godsend. There’s nothing he wanted more than a little peace and quiet. Well, that and to finally get the chance to pleasure himself. You see, in addition to her nagging, Sharon had become quite frigid since the youngest was born. The second son would be starting high school in the fall. Over a decade of neglect made these short sabbaticals shine like a beacon in the night. Daniel had planned for his right forearm to be sore by the end of the weekend, and he had been saving links to his favorite porn sites, just for this occasion. To do this, Daniel had to disguise the cache in other documents. He chose to use linear equations to mask the URLs he chose, knowing that Sharon would just skim through them and not put it together. Yes, she even checked his work. Daniel was a slave in his relationship. Sharon used sex as a weapon–a very sharp weapon–and Daniel was often emasculated and humiliated into submission every time he made a reference to it. He had learned not to ask for intimacy of any kind, lest he was prepared for a week-long fight, culminating in further humility and celibacy. He enjoyed sex with Sharon, and he was still attracted to her, but it wasn’t worth the effort. If Sharon were a willing participant, Daniel would turn her inside out with his flaming libido, but she insisted on keeping him at arm’s length, then insisting that he was the one who showed no affection. On the extremely rare occasion that something physical did happen between them, Sharon played the critical starfish, lying there motionless, criticizing his every stroke. This is psychological torture to a man. Daniel reminded himself that there was an optional out–when both kids have graduated from highschool, he would remove himself from the situation, and finish his life happy. In the meantime, he would use breaks like these to help keep himself from going insane, or simply picking up and leaving without notice. He wanted to do what was right for his boys, and even though she had tortured him, he didn’t want to hurt Sharon if he could help it.

Catching Up [FF]

About a year after I had left my previous job, an old co-worker sends me a message, asking if we could catch up over drinks. It was out of the blue, but I agreed to it. After all, I had once been in love with this girl.

When I met Erin, I instantly had a connection with her that I had never had with someone before. We just- clicked. She was funny, shared a love for music, and she was absolutely beautiful. We became great friends and nothing more. We were both happily married to our husbands, and neither one of us would consider taking our relationship any further than friendship.

Until that night.

As we sat and enjoyed our drinks, I started to feel the rush of excitement and butterflies that I had had when we met the first time. As she talked about her life and her family, I could feel myself admiring her features. Her bright blue eyes, her freckled button nose, her luscious pink lips. I tried to stay focused on her story so she wouldn’t notice, but I can’t help thinking that she did.