The one where I [m] finally gave in to temptation and fucked my girlfriend’s best friend/roommate [f]

For as long as I can remember, I was one ugly motherfucker. From birth, all the way to the beginning of my freshman year in college, I would send women fleeing to the hills shortly after first contact. It wasn’t that I was naturally hopeless, you see—more that I was unhygienic, socially clueless, overweight, a bit of a late bloomer, and had a set of teeth that looked like they belonged to a British boxer who had a bit too much of an affinity with tea time. All of these things weren’t too pleasant, and of course it took me some time to develop the self-awareness and maturity to recognize them, but they were things that I always saw as alterable so long as I put in the effort and energy to change them.

One day, towards the start of my time at University, I decided I had had enough of my virginal, depressing life and changed my life for the better. I hit the weights, bought clothes that fit me, scheduled monthly haircuts, got fitted with braces to fix my teeth, and began integrating myself in the American college lifestyle of parties, drugs, and social gatherings to improve my communication skills.

The night I didn’t plan to try BDSM or have sex with a woman (MFFM & Dom) (Part One)

One recent Friday night I had plans to have dinner with a girlfriend. A long-standing FWB of mine, Jason (he's featured in some other posts here) asked whether I could see him on Friday night. I knew dinner with my friend could easily go for a few hours but relished the thought to forget my troubles with him. We left it that I would text him when dinner was over, which would probably be around 10pm.

My girlfriend and I had a great dinner. I hadn't looked at my phone in three hours. I went to the bathroom before we left and saw a text from Jason which he'd sent two hours earlier:

"Mind if I see if I can get a couple to meet for drinks and maybe more tonight with us? :)"

Fuuuuuck.

He and I have talked about this multiple times. After all, he's the one who procured a threesome for me, and joined me my first night as a unicorn at a swingers club, and was supposed to come to a gangbang night (which he still feels guilty about). But he's wanted to play with another couple for as long as he and I have talked about playing with others.

The Daddy Plan Part I [fM & ff] [inc] [voy] [bdsm]

12:23 am, backseat of a car…

"Oh fuck me. Yeah! Harder!"

17 year old Ellie Arnold moans loudly as the guy pounding his cock into her does as she asks. But even as he does she knows she is probably going to regret it. Teen boys are known for their stamina but not their control. Sure they can get it up multiple times but it never takes much to get them off. Ellie learned this and has done what she can to compensate.

She could still taste the cum in her mouth from the blowjob she gave him a little while ago. Without doing that Ronnie would just pop off in a couple of minutes of having her shaved little pussy around his dick. Ellie often wondered how it was that teen boys could jerk off so much and never learn any control.

He was already groaning. She rubs her clit hard. Between blowing him and the 3 minutes of fucking she was about to cum but she knew he would beat her to it.

He did.

[18M] Exploring with Lynn [18F]

As I near 40, married and with children, I occasionally think back to my teenage years and when I first began started to fumble my way into sex. While I had studied my uncle's stack of XXX magazines, I wanted at 18 to have my opportunity to explore and experiment with someone real. Luckily, even though a bit of a late bloomer, I scored my first real girlfriend in my senior year of high school.

My girlfriend Lynn was a homegrown beauty: 5'10" with wavy shoulder-length auburn hair, blue eyes, an upturned little nose and just the slightest hint of a gap between her two front teeth which set her apart from the other girls in school. She was a tall, curvy goddess, and with her C cup breasts and beautiful round ass, she somehow was able to toe the line between modest and sexy that kept her parents at ease yet aroused me on sight.

Does anyone have any stories where they were visiting a buddy/had a roommate or something who’s girlfriend blatantly gave you a little show on purpose like changing or walking by naked or something? v.4

Even just like changing with the door cracked open on purpose, or walking by a doorway naked or something, or even like fingering herself or something where she knew you could hear/see/whatever else. That was probably the best thread that i've ever read on here and I want more stories. My story is that I used to have a roommate who had a new girlfriend, she started staying over at night and in the morning would walk to the bathroom across the hall in the nude. I had the room at the end of the hall and always kept my door open. This happened from time to time then I noticed she wasn't bolting for the bathroom any more but casually walking over. Eventually after they would have sex she would walk to the kitchen naked and get something to drink then go to the restroom and smile at me. There is one of my stories…what are yours?

[serial nc MF str8 oral timestop] Jake Part XXII – Unexpected Enchantments

The wedding guests were filing out toward their parked cars, so Jake started walking in the opposite direction down the path further into the park. He hadn’t gone far when a familiar voice stopped him.
“Hey, Jake! Jake Stevens, is that you?”
Jake stopped and turned around. He blinked in surprise at the owner of the voice.
“Lauren?” he asked, taking a step toward her. “Wow, is that you?”
Lauren smiled. It was definitely her. Lauren, Jake’s old college girlfriend. He’d fallen in love with that smile and gone through a lot of really memorable experiences with her. But back then she’d been a shy, awkward girl with no real fashion sense. She seemed to have fixed much of that. She’d gotten rid of her glasses, showing the world her dark eyes, eyes that were narrowed by the push of soft, rosy cheeks as she smiled with her entire face.
She’d straightened her hair into a long flow of black that framed her face, spilling over her shoulders and down to the curve of her breasts. And that was where the eye tended to linger, because they were gorgeous: round and very large, enough so they would sag a little if they were hanging free. Right now they most certainly were not doing that; Lauren had donned one of those strapless “lift and separate” bras under a red spaghetti strap cocktail dress that generously advertised her assets.
“I was just here for my cousin Jenny’s wedding,” she said. “And then I saw you… what are you doing here?”
Jake shrugged. “I work near here. I needed to clear my head from some… problems. So I took a walk, and I happened by you folks so I watched the vows from across the path there.” He found himself smiling back at her. “That was pretty intense, huh?”
Lauren giggled. “They’re so in love. Could you see the look on their faces from back there? I would swear they’d just come back from a quickie.”
Jake nodded. “I saw a little. So, you’re off to the reception I assume.”
Lauren sighed. “Yep. Gonna put in my appearance.”
Jake tilted his head a little. “Something wrong?”
“No, it’s just that you know how I hate being alone in a crowd. And my husband couldn’t make it.”
“Oh, yeah. I know the feeling,” Jake said. “Well, you can always hook up with a groomsman, right?”
“Hah!” Lauren punched Jake in the shoulder. “I don’t think so. So I heard you got married. How’s that treating you?”
Jake looked down at his wedding ring. “Actually,” he admitted, “things are not great there.”
“Oh wow,” Lauren said, taking his hand. “I’m sorry, I didn’t realize.”
“It’s alright,” Jake replied. “I found out today that she’s seeing some guy.”
“Well then,” Lauren said, pulling his arm into her own. “let’s go.”
“What?”
“Come on. You’ve already got a suit on. You’ll be my plus one, and we’re going to drink your troubles away.”
Jake chuckled. “Well, if you insist,” he said, “but no taking advantage of me in my compromised state.”
“Scout’s honor,” Lauren said with a laugh.

Alt Ending: “Are You Going to Circumcise Me?”

At the request of /u/heartcycle, I wrote an alternate ending to "Are You Going to Circumcise Me?".

It picks up just after the guy (Marcus) asks the military doctor (Dr. Harris) if she's going to circumcise him.

(Note: I have nothing against redheads. Adore them, in fact. It was just easy to identify this one character by her hair, as Marcus didn't know her name.)


“Doctor, are you going to circumcise me?”

She looked at me blankly.

“Of course. Your parents didn’t, so we have to.”

“I don’t want that.”

“Well, the military doesn’t want your foreskin.”

“Why not?”

“Regulations,” she said with a sigh, poking at her tablet, “Probably to do with hygiene and disease prevention.”

“I’ve never heard of such a rule.”

She set her tablet down and looked at me.

“It’s standard procedure, Marcus. I can’t send an uncircumcised recruit to boot camp, and I’m not going to disqualify you for having that foreskin,” she gestured toward my penis. “We can have it off in just a few minutes.”

My eyes darted to the tray, then back to her.

Blackmailed girl has sex with 4 of us. [Part 2] [MMMMF]

This is part 2 of this story – https://www.reddit.com/r/gonewildstories/comments/3ggr1v/blackmailed_girl_has_sex_with_4_of_us_part_1_mmmmf/

After our encounter at the bar with Tamra and her guy friends, we all were awestruck that this girl was real and we just met her. Tim gloated and we all admitted to him we thought he was full of shit. The conversation alternated between talking about Tamra, how lucky those guys were, what Tim heard they do to her and to what they were probably doing to her right now. The more we drank the more crude we got.

After that night Tamra and the stories came up less and less. We heard Tamra had moved away and that Tim was still working to fuck her and to even set up something so we all could bang her but those comments were few and far between. Just like before, we told him he was full of shit and just dismissed his antics.

Fast forward a year later and Tim starts talking again. He says he thinks he can get Tamra to visit Chicago for us to fuck her. Two of us had girlfriends but we both told Tim we'd be down for a gang bang if he could set it up. I figured Tim was just full of it again and the other guys did too. I pulled up the links to Tamra's porn stuff again and remembered why I liked her so much.

Blackmailed girl has sex with 4 of us. [Part 1] [MMMMF]

A couple buddies of mine had sex with a girl who was blackmailed by our one of our friends. None of us knew it at the time that our one friend had blackmailed her into the encounter.


This happened a couple years ago when our friend (I'll call him Tim) started telling us about this girl who was in a MFM with two guys he worked with at a hospital. We didn't believe him but we let him tell us stories about her and how these two guys were banging her 4 or 5 days a week. He claimed to have met her a few times and how one day he was going to fuck her in person and set up a gang bang with us. It all sounded too good to be true. We thought that maybe there was a chance this was all true but we had to call bullshit on him when he said this mythical girl used to be a porn star in Russia. We all just dismissed what he was saying even though he shared the video links of this hot Russian porn star. It sounded all too far fetched.

“Are You Going to Circumcise Me?” (xposted from /r/foreskin)

Everyone expected the intake center to be staffed entirely by women. All the men were needed for the war, including us, the draftees.

This was a new facility, run by a contractor, set up in a hurry to meet the demand for fresh troops. It opened two days before my induction date.

I stepped off the bus out front, having been told we couldn't drive ourselves here. No one would be able to take our cars home, they said, because we would be transported straight from the facility to boot camp. They also said to dress in throwaway clothes, because we'd be leaving in uniform.

That made for an interesting combination of appearances in the holding room. We'd all worn our shabbiest clothing, but we were also freshly washed and shaven, because we all knew we'd be examined up-close by women.

I waited in the room with several dozen other guys, age 18-25. Nobody had much to say, as we were all strangers. So when the door opened and a big woman stepped in and barked, "This way!" we jumped.