Tag: Straight

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. Read more »

I[M] completed a sexual sweep of four sisters in five years [FFFF] [Part 3 of 4]

The fun continues. As I stated in my first and second posts, this is a series of my sexual sweep on four sisters.

As some of you may know, I've been giving "extra details." What I mean by that is a picture of each girl after the story is concluding. I do it privately so all the politically correct people don't lose their minds. So, for those needing those, you know where to find me.

Now, on to the story. I've completed sexual acts with Cassidy and Marisa. Now, it's my turn on Hannah.

Hannah is a 20 year old college student. Fresh, ready to be molded. One night I had walked down to the local convenience store to grab some alcohol, condoms and an assortment of other things I needed for my night out. As I was coming out of the store, I saw Hannah sitting in her big, black SUV.

This happened in April. I hadn't spoken with Marisa or any of the sisters since late last summer. I walked up to say hello. Surprised to see me, she greeted me with a huge smile and asked what I was up to. I told her about to head out for a night with my friends and asked her the same. Read more »

[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. Read more »

The ti[M]e I got [F]ucked on a police car (by request)

So a few days back I mentioned being fucked on a police cruiser in the comments and someone requested that story, so here you go.

I had been regularly hooking up with this guy Mike (the one I almost flipped the couch with) for a few weeks and loving it. It was some of the best, hardest, mind blowing sex I'd ever had.

Mike was a local sheriff's deputy in the county we both lived in. It wasn't exactly a high crime area so he had lots of downtime. One day I was just sitting at home when he started sending me some pretty dirty texts. I went along with it and was really enjoying him telling me all the things he wanted me to do to him and all the things he'd do to me in return. "I want to bend you over my cruiser and pound you," was the one that really got me, so I told him he should. Read more »

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. Read more »

The beginning of the a[f]fair – how I was introduced to BDS[M] – Part 1

I looked up shyly wanting to confide the thing I wanted the most – afraid of what you might think.

“Just tell me,” you looked at me with those dark brown eyes full of question and lust.

The pause was truly pregnant, the air between us so sexually charged and yet simultaneously contained. My hesitation hovered in the air.

“No one’s ever eaten me out,” I said quietly, looking down, my cheeks flaring with shame.

Silence which made me look up.

“That’s it?” The look on his face was incredulous and he stifled a laugh. “I love doing that.”

“Yeah, that’s it. That’s what I want.” I sounded defensive. And then he did laugh.

“I thought you were going to share something crazy with me.” And then he could see how crestfallen I was at his casual laughter, how in my moment of honest vulnerability he needed to reassure me that I wasn’t some freak.

It had taken us days to finally get around to this conversation. Weeks really. A few days prior he had brought up a throwaway comment I had made to him on an earlier business trip when I said: “Well, you’ve never been with someone like me.” And apparently he couldn’t get those words out of his head. Read more »

(F)irst Summer Internship (F+M)

After my sophomore year of college I started my first summer internship at a local law firm in town. My internship was not what I had expected it to be but it paid well. I thought I would be doing desk work and accounting but instead I ended up grabbing coffee for everyone and shredding paper or making copies. It was a very easy job and more annoying than anything but I stuck with it.

I first few weeks were pretty easy and I got to meet everyone in the office. There was this one cute guy that I interacted with on a day to day basis named Max. He was about 5'10' with a short blonde buzz cut and a slender body. Max was a sweet guy 2 years older than me but more of just a friend. The one that really caught my eye was Shawn. I was only 19 at the time and Shawn was 32. You couldn't tell how old he was by looking at him. He towered a foot over me at 6'3". He looked like he used to play football with his wide shoulders and muscular arms. He had short brown hair that he combed smoothly to match his exquisite suits he wore each day. He had a short beard that he kept trimmed and always wore a different watch each day that went with his suits. Shawn was one of 4 major lawyers at the law firm and by his appearance I could tell he had done well for himself. It seemed in the first few weeks of me staring at him that he didn't even notice me. Read more »

Fucking In Front of Two Guys We Met on Reddit

Note: I met /u/vvc76 on /r/RandomActsOfBlowJob, and we've been hooking up. He wanted to explore sex with other people watching. This is how it turned out. He was originally going to write it, but he's lazy :)

It started to get real for me when I saw Adam start to undo his belt. Up to that point – sure, what we were doing was a little racy, but nothing had really become serious. As I walked over to Brian and he put his hands around my waist, I immediately felt the weight of the situation. Two guys were about to watch us have sex. The evening had started just as Wednesday's had, and just like last Friday's. After texting with Brian and deciding that we wanted to go forward with having someone watch us, I put a message out on Reddit's /r/nyr4r while I was at work. I got surprisingly few hits – and of course, the standard guys that had seen my other post and were wondering if today was "Free BJ" day. After a few hours, I only had a handful of responses, a few of which seemed legitimate. Unfortunately, after sending them what I thought would be the deadly message (if they would be willing to jerk off watching us…Brian's request), two dropped out leaving only two left. The remaining two actually had very similar attitudes – they were headed out to other things that night, and a free live porn show seemed like a good way to kill an hour. One of the guys was bi, so that increased the excitement factor for him. I explained that our other participant, Bryce, was not bi but also not a homophobe – his attitude was look but don't touch. Read more »

Affairs of a Life – First Time Cheating

It was 5:30 at our usual bar. For quite sometime, it has been a routine that my husband and I meet here when he's been on one of his two-week business trips. We enjoy a martini and he will have a couple of cigars, all while we catch up on life. We then pick one of our favorite nearby restaurants and enjoy a nice evening, sometimes ending with some pretty good sex, other times not, depending on how his trip went. Tonight however, he just sent me a quick text that his flight has been canceled and he is running to try to make another flight, but the best case scenario is that he will not arrive back from the west coast until early tomorrow morning. Well crap, no sex tonight for Laine and Jack.

As I was sipping my drink, my mind wandered back to the past, which seems to be happening more regularly lately, wandering back to those affairs that just seem to happen in life. Remembering what they were like, the excitement of touching a new person for the first time, the thrill, and sometimes the heartbreak……. Read more »

My First Sex With a Trap, But Not My Last

For a long time I've had an attraction to men who dress up as girls, despite the fact that I don't consider myself gay. I don't know what it is or when it started but I just know I find a feminine guy in a skimpy outfit sexier than a girl with a skimpy outfit. I still might find the girl attractive but for some reason I'd rather have the outfit on the guy.

When I was in my freshman year in high school, I got along normally with my peers. I talked with girls, and made some guy friends. Well one day a schoolmate of mine caught my eye. Freddie Simmons. He was kind of smaller than me, slim, and was very feminine. he had brownish hair and the style where it covers a bit of his eyebrows I first saw him walking the courtyard while we were headed to our next period. He was tying his shoe on one of the benches. Originally I looked over his way because I thought I heard one of my friends. I know its not fair to judge someone on their looks but i guessed he was gay. Just the way he stood up from the bench was kind of feminine. And the way He ran was sort of girlie. Not that I hated him for it, I just thought "Huh. A gay guy." Read more »