Second Time with [M]y First Couple [Bi MF] Leads to First Group and First Pegging

For helpful but by no means requisite context, our story began with [this very memorable evening of firsts](https://www.reddit.com/r/gonewildstories/comments/ihgl4v/my_opening_a_whole_world_of_exploration_in_my/) – a night spent with an older bisexual couple who patiently introduced [m]y – at the time – college aged curiosity to a world of sensuality, exploration, and kink.

After that first incredible evening, my sensual world had opened up and, perhaps needless to say, we all stayed in touch even as their trip into the city had ended the day after we met up. In the interim, we spoke over e-mail with plenty of photographs exchanged, fun debriefed, and an occasional sexy call or text from Anne, the wife.

To my horny relief, before long they were making plans for their next trip down to the city.

So it was, probably two or so months after our first night together, I was once again walking into the lobby of their hotel, butterflies in my stomach, and a sneaky and cheesy grin probably plastered on my face.

I wore jeans and a nice blue button down shirt. I often think that because the visuals are so much more fun, women and their outfits get all of the attention but as a guy, there’s subtle decisions that can be sexy in a partner and, perhaps as importantly, as the individual making them. What’s sexier than *feeling* sexy?

The Pleasure of Business: An Erotic Novel, Chapter 32

The next morning, Anna awakes before Bruce. Not wanting to wake him, she dresses quickly, kisses his forehead, and then sneaks down to the kitchen to make a cup of coffee. When she opens the front door, she sees a car waiting for her, just as Bruce said there would be. She smiles to herself, it will be nice to get back into the office for work.
As the car pulls out of the driveway, Anna sends him a quick text. “I didn’t want to wake you, I’ll see you when you arrive :)”

When she arrives at the office, Anna takes her seat at her desk, straightening her dress. The dress is tight, black and low cut, just the way Bruce likes it. Ever since she got back from Paradise she hasn’t worn a bra or panties, and today was no exception. It felt so freeing to be sexually liberated. As soon as she’s settled, Anna sets to work. She answers emails and follows up on deals from their trip to Italy, the business that occurred outside of Paradise. She keeps sneaking peeks at the clock, wondering when Bruce will arrive.

My first trans girl hookup was voted our frat’s House Sweetheart, and also taught me statistics [MF] [TF]

I’m a pretty typical “bro” type IRL. I play soccer and rugby, I’m a gym rat, organize my group of friends’ fantasy football league, that sort of stuff. Getting dates has never been a problem. I’m about 6’2, 200 lbs, thick dark brown hair and blue eyes.

A couple years ago in college, I was on the board in my frat. It was my job to get a tutor to come in to help some of the brothers (like me) out, because our grades were shit, mostly because we were too busy getting plastered or working out to study. Eventually, we found this guy named Andy to come in. Andy was a junior, and basically the opposite of everything in our frat. He was small, even petite, and very effeminate. He was gay and out. He was also really smart. So, basically the opposite of everything in our frat.

Andy was a good tutor, and the frat basically paid him to help out like 5 or 6 guys with homework. He’d come in 2 or 3 times a week and spend all afternoon there, an hour with each guy down in our commons area. I couldn’t really study well down there so he met me up in my room.

Straight Outta Porno [MF]

Some days I fantasized about her thick luscious lips engulfing my cock. You ever play that game in your head when you see someone and try to guess whether or not they’re good at giving head? Sometimes I’ll see a total babe but looks like she would only do a perfunctory blowjob at best and then other times I’ll notice someone like Kathy who gave off cumslut throat fucking slobbery spitting vibes. Maybe the feeling is like gaydar but for blowjobs.

Anyway I lusted after her from my station at work. I was a line cook dog and she was a new hostess. Classic right? When she’d walk by to seat a table or tell the chef something I’d just picture her bent over on my bed taking my very average cock from behind. To be honest though my attraction to her wavered a lot. Sometimes she’d wear a very boyish almost lesbian/non-binary/sk8tr girl outfit of a black button up shirt and some dickies..other days she’d wear a long flowy bodycon dress that hugged all her curves. And Kathy was thicccccccc. Think voluptuous and thats what she was. Huge big ol titties that sagged a bit that she struggled to hide even under flowy shirts. Wide hips that were meant for grabbing onto from behind. and those lips. like natural kardishian esque plump lips that would look great around my cock.

[FFM] My wife’s first time with a girl.

These events are from a few years ago but we were all late 20s at the time. At this time my wife and I had been exploring new things but so far only sharing her with other men. She loved getting two cocks stuffed in her all night and I had a lot of fun watching her porn star side come out and just using her like a good little slut. However when we started this journey the agreement was that if the opportunity arose she would have to be open to the idea of bringing another woman over. Quid pro quo, I guess. She initially had no problem with this and I’ll explain why in a moment but unfortunately I know her well enough to know how self conscious she gets and jealous. When it’s all about her with the guys it’s all good but I knew the potential for things to get complicated with another girl in the mix.

The Sex Talk Chapters 8 [MF] [inc] [cheat]

*I’ve written this story through chapter 11. All chapters are available on my subscribestar website. You can find the link in my Reddit profile if you’re interested. If you prefer to wait, I’ll post about a chapter a month here. All characters in sexual situations are 18 or older. Thanks for reading!*

*Previous Chapters:*

[Chapters 1 and 2](https://www.reddit.com/r/eroticliterature/comments/f1sso4/the_sex_talk_chapters_1_and_2_mf_inc_cheat/)

[Chapter 3](https://www.reddit.com/r/eroticliterature/comments/f1su4x/the_sex_talk_chapter_3_mf_inc_cheat/)

[Chapters 4 and 5](https://www.reddit.com/r/eroticliterature/comments/gormh0/the_sex_talk_chapters_4_and_5_mf_inc_cheat/)

[Chapter 6](https://www.reddit.com/r/eroticliterature/comments/hi3d0w/the_sex_talk_chapters_6_mf_inc_cheat/)

[Chapter 7](https://www.reddit.com/r/eroticliterature/comments/idx3ai/the_sex_talk_chapters_7_mf_inc_cheat/)

When the stay-at-home order arrived, Naomi had a surge of mixed feelings. With her husband now home all the time, she assumed that would be the end of her special education with David. Relief at the end of her betrayal commingled with longing for her lost intimacy with David. This lasted all of three days.

“How’s work, dear?” Naomi checked in on Barry.

“I’ve been struggling with this damn program, but I think I got it to work.” Barry didn’t look up from the laptop in front of him on the kitchen table. “I hope I’m back at the office soon.”

Kitty, Part 2: The Glory Hole

Part 1

Kitty, Part 1: The Perfect Wife (ageplay, roleplay, rough sex) from eroticliterature

_______

My mind was reeling. My wife Regina had giving me permission… no, pretty much TOLD me to try to fuck my daughter’s 18-year-old best friend Kitty. A friend so close she was practically a sister. The daughter of our college friends Grant and Portia. Our marriage had been open since before Amira was born but this seemed like a whole new threshold to cross. I mean, we had fucked Amira’s babysitter Trechelle when she was newly 18 so Kitty wouldn’t even be the youngest I had been with, but still. Damn. Also I couldn’t stop wondering if I had forgotten to close the door or if someone had opened it while I had my cock all the way up my wife’s ass. And while I had been calling her “Kitty.” The only other people in the house were Amira and Kitty and I don’t know if I wanted either of them hearing that. I decided I was going to get something to drink. I left Regina in bed, playing with her clit. I wasn’t sure if she was gearing up for another go but after covering her face and filling her ass with two separate loads I didn’t think I had a third go in me.

That Time Russell Crowe Was a Centaur [Humor] [MF] [Fantasy] [Oral]

I was in bed reading the news on my phone last January when suddenly I sat up, my heart pounding. Australia was on fire! That’s where Russell Crowe lives! With shaking hands, I examined maps of the wildfires. There was Adelaide, where I had distant cousins who owned an RV dealership. And, ten hours along the coast, was Copp’s Harbour. Russell’s home. Right in the path of the fires.

Russell had been my first and only love ever since I’d seen him pissing on a wall in an alley outside an illegal vegan restaurant in Chicago. He spoke just one word before he turned and ran into the night. “Oi!” he said, and to this day the echo of it makes me wet. I made a quick decision. I would go to Australia. I would save Russell Crowe.

There was so much to do. But first, I needed to come. Fast. Thinking about Russell Crowe made my clit throb like a 70s disco. I grabbed my Hitachi out of the mess of wires leading to my nightstand, put it on the bed, and mounted it like a horse. Its high pitched motor nearly drowned out my squeals as I rode the vibrator to five quick but satisfying orgasms.

Friendly Threesome Part 1

It was a cool early fall Thursday evening and my good friend, Karly, had stopped by with not only delicious Mediterranean takeout but a great bottle of chardonnay to share with us. After we ate, you’d reluctantly gone back down to your home office to take one last work call. I gave you a quick but warm kiss along with a little ass squeeze as you left us and then she and I cleared the table before topping off our wine glasses and moving to the couch to continue our chat. She was newly single – again – and we always liked hanging out with her, with or without her latest guy. She was sweet and funny and we three would often talk about her latest boyfriend or the newest candidate that she had her eye on. She seemed to really like to hearing the man’s viewpoint from you and I usually learned a thing or two myself.

The lesbian with a secret. (MF)

Ever since I was 16, I was attracted to women. I felt so strongly about it that I came out to my parents way back then. The lust I had for women was so raw, so animal. I couldn’t stop salivating at pictures of women and found myself obsessed with internet porn.I was dating an older woman and thought I had the world by the horns. A family that supported me a girlfriend who loved me and friends who would do anything for me… recently however, I turned 18 and everything in my life took a tailspin.

During my 18th birthday, my uncle got a bit too drunk and ended up flooding the 2nd floor when he fell asleep in the shower with the handheld showerhead laying outside of the bathtub. To fix the damage, my father hired some contractors to redo the 1st floor ceiling. And that’s when things got bad…