A Very Unexpected Encounter [FM][BDSM] (Very Long)

Having posted a few stories in the /r/rapekink/ subreddit, I started to document an encounter I had that did not fit there. It was suggested I post it here.

The events had profound effect on my life which led me to go into more and more detail. Next thing I know, it became a small novel. A few things have been changed to protect people’s identities and prevent an “I know him” moment. What is written is about 99% as they occurred. The back and forth conversations between me and one of the persons did not always happen as written. Some details have been lost over the years but what is included are things we have said to each other and mirrors how we interact even to this day. The person I had the encounter with helped me write the post and recall the little details.

By breaking things up, each person can go with what floats their boat. Anyone with time (lots of time) can read from start to finish. The first part give some background. Those that want to read about the encounter can do a search and skip to “Part 2.” “Part 3” is a follow up with some insight in the previous chapters. “Part 4” is a strange forced encounter that may not suit everyone’s tastes. Finally there is “Part 5” which in an epilogue to close out the post.

Cousin found my hidden pictures of her. [Mf][Str8][blkmail][Fdom][huml][inc][mast][pee] (2700 word)

$ Anna: “Hey, how do I get past this door? Didn’t I already get the key?”

She is stuck on one of the levels of Ori, a video game I had brought to our family’s vacation home. No one wanted to play besides me for several days until now when she suddenly shows an interest. I’m just happy that the games I brought are getting some more use. It also gives me a nice reason to sit near her for a while.

$ Win: “I think you have to go back, and drop down. There’s a whole area you didn’t explore.”

I get up from the couch to grab a drink. No one else is around today. It makes it easy to secretly snap another quick picture of her with my phone as I walk back. I admit I have a bit of an infatuation with her, even though I know I shouldn’t. I would never act. It’s just fun to think about, and something to remember her by. Forbidden fruit at its finest.

I offer to help her get back on track in the game, but she finds her own way. I watch her play, and some time passes. A short while later she puts down the controller.

I fucked a famous pornstar with my SO [MFF]

I travel to Las Vegas often, mainly for tournaments. Last week I was in town, and my SO and I decided to try something new. Now, we’ve “whored” as we call it several times before, but mainly just with high-end call girls. This time, I was set on meeting a star. I spent the prior weeks setting up verifications with agencies, paying deposits, providing them all my intimate details that they surely require so they can blackmail you if you try to pull anything, etc. Lots of pre-work. However, the day rolled around and it was time. My SO and I are somewhat young and decently successful. We’re fit, full of energy, and obviously very open to trying new things to paint a little more backstory.
Obviously, I can’t say who it was, but she is indeed young, famous, and petite. If you’re into anal porn, you’ll know the name. Anyway, $2,000 down and we’re beginning our one hour of fun. 90% of the high end girls we’ve met previously wouldn’t go down on my SO, and most won’t even do blowjob without a condom. They’re much less expensive and provide great service, but the lack of attention to my SO always irked me. This was not the case here. Immediately after exchanging pleasantries she fired her tongue right into my SO’s pussy. Bareback blowjob while my SO ate my ass, sucked her toes, she sucked my SO’s toes, and lots and lots of groping. Great stuff. Then came the main course, and what I ended up paying an additional $500 for, anal.
Now, my SO loves anal, but there is a size concern when we do it that takes lots of lead-up and preparation. I’m not going to humblebrag about being a giant-cocked mandingo here, but i’m not average. I’m all about taking my time with SO, but I was quite excited to simply “go to town” without hesitation or regard on this one. After a bit of PIV, I lubed up and went in. I, out of habit, started slowly but then our girl moaned out to “ram me”. I’ll tell you gents, it was an experience i’m still thinking about. Never in my life has a woman taken the entirety of my manhood in any hole. This was unknown territory. I went for it and bottomed out in her, full-on hole2hilt balls deep and held it there firmly, pulsing my cock while inside. Her reaction? Moans and thrusts back into my cock as if she wanted more. I began the slow-roll long-dick rough pounding method I learned in the Shaolin temple to really test her limits, and she seemed like she could take double. If you’ve seen her videos, she actually does take 2 cocks regularly. After considering all these things, the small amount of cocaine, Stoli, and cialis formed me into beast mode and I began to drill like it was the last ass i’d ever fuck. She moaned out all the dirty shit I told her I liked to hear beforehand, even switching positions a copule times to suck her own toes and then my SO’s.
After doing my best to completely destroy her asshole for about 45 minutes, our time was drawing up and it was time to pop. I decided rather than a swallow (extremely rare, almost regret not doing it) I decided i’d love to feel what it was like cumming balls deep inside this asshole. Again, having never been able to go so deeply I wanted to fulfill my primal urge and explode deep. I turned her over, spread her legs a bit, and had her spread her cheeks so I could really go as deep as humanly possible. I pounded deep, hard, and unrelenting. Suddenly, I felt my SO’s hands on my ass, spreading my cheeks. I knew what was coming. The anticipation began the final countdown, and as I slammed mercilessly, SO’s warm wet tongue went as deep into my ass as it had ever been. With every ounce of strength left in me, I thrusted deep one last time, clenching every muscle I had to get to the bottomless pit that was her ass. My SO’s tongue buried deep, her even remarking that when I came my asshole was pinching her tongue.
We cleaned up a bit, took pictures (awesome) and she was on her way. I fully expected her to walk funny or not be able to walk at all, but she really made zero remarks, motions, or indications that she had just had an anal ramming. Still amazed.
People who visit escorts will often say pornstars are awful, not worth the money, are rude because they’re famous, etc. In my experience this was incredible. Being able to “window-shop” I think made all the difference. If anyone wants to flame me for paying into the sex trade or whatever, spare it. This girl is independent, polished, sober, and quite simply doing it the right way. She’s with an agency that ultra-screens clients and is pulling serious cash. We’re all consenting adults here.
I drank a quart of listerine afterward and ate a $250 Kobe steak at the Wynn that night. The next day we had an equally hot 5’3 100lb blonde, but thats another story for another time. Since i’ve been pent up not being able to tell anyone about this, so maybe internet strangers will relish in my experience. Thanks for taking the time to read.

The uniform policy violation [FFff] [nipple torture]

I should have added these two tags to the top: [nc] [exhibitionism]

Hello! This is an excerpt of a complete scene from my text-based game. This is not the first scene so it probably requires some background information before you get started: You are the principal of Saint Mary’s, a financially ruined all-female college. Fortunately, an anonymous benefactor offers to keep the school afloat so long as the students and teachers perform lewd acts. That’s probably all you need to know! I’ll put more info in a comment.

As you walk to the gym you think, Mrs. Ball is an interesting character. Although you can blackmail her with the knowledge of her crimes, there’s never been a need. There were rumors of her sadistic perversions even before you needed to encourage it for financial gain. Truth be told, a month ago she was a few days from being fired but then the Anonymous Benefactor turned her behavior from a liability into an asset.

She is about 40 years old and has a fat and disgusting body. It is odd that someone so unfit would take up a career in physical education.

I was given as a gift to a stranger [FM]

I made this post on RAOBJ, and it was suggested that this would be a good fit for here. I’m not much of a writer, but I decided to submit it here just in case people found it interesting :)

The backstory is that I had posted on RAOBJ, asking for someone to give me as a gift to their friend, preferably role-playing a scenario in which I was blackmailed into this. And it worked out better than I expected.

Original request post: https://www.reddit.com/r/RandomActsOfBlowJob/comments/6anyvb/24_f4m_bayarea_for_the_truly_generous_out_there/

So, in an interesting twist, the lucky gift-giver was actually a girl. Jess (not her real name, obviously) contacted me and told me she knew people who she felt could benefit from a little…relief. She lacked the interest in doing it herself since she’s a lesbian, which made this setup convenient.

After a lot of talking about the scenario and making sure we were both comfortable with everything, we finally agreed to meet up.
She agreed to my blackmail roleplay, and it was clear that she enjoyed the feeling of dominance over me. We met up at her place, where she had me hand over my apartment key in order to get a real feeling of blackmail. She put the key in a little package and put it in a safe…I wouldn’t get that back until I’d done what she asked. After that, she had me stand in her living room as she undressed me.

More perks of being a Substitute [Mf] [blkmail]

As I walked down the hall to the class I would be subbing for I saw Samantha walking towards me, I gave her a little smile and told her good morning. I was still thinking about our encounter earlier in the week, I had been replaying in my head every day. “Good morning!” Her cheerful reply let me know it was going to be a great day, and I hoped that she would be in one of my classes.

I sat down at the teacher’s desk and looked through my roll sheets, but I did not see her name, “damn… oh well, it’s probably for the best.” I muttered to myself. I made it through several classes with little excitement, as far as I could tell Samantha had not told anyone about what had happened, so I had that going for me.

Sissy fantasy to nightmare [blkmail, Msub, huml]

Hi, this my first ever attempt at writing so please let me know what you think! I really appreciate it, hope you enjoy it. I just wrote about what turned me on.

Part One

Sunlight drifted gently through the hotel room as I woke up and rolled over to feel the warmth of Rosie next to me.

“Morning sleepy head”, she greeted me with a smile “no time to waste if you’re getting ready for the stag”.

It was just 3 days until our wedding and the pre-ceremony traditions were happening today.

Rosie rolled out of bed and I watched her seductively walk to the bathroom for a hot shower. She was dressed in an ivory silk chemise and boyshorts trimmed with lace. Her taste in lingerie was impeccable and some thing I loved (and indulged) about her.

We’d met 2 years earlier during a leaving party for someone at work. She’d been getting a drink at the bar next to me, we’d started talking after she accidentally got my drinks order and before we knew it were making out on the dance floor before heading to her house. It had been a whirlwind romance.

The Professor’s Penchant [Str8] [fM] [blkmail]

Sam had always had a knack for science, ever since she was a little girl. Her parents had gotten her one of those build-your-own experiment kits when she was seven, and she had spent hours playing with magnets, constructing a potato clock, and peering through the toy microscope that came with it. Of course, she was quite intelligent – top of her class all the way through high school, she padded her resume with just the right amount of extracurricular activities to land herself a spot at a prestigious university, the name of which must be withheld here for confidentiality purposes. And so, bright-eyed and bushy-tailed, and having so successfully navigated academic life for the past decade and a half, Sam entered college this year with plans to become the world’s most renowned microbiologist. That was, of course, until she met him.

[YFOM] [oral] [blkmail] [reluc] Suck it up! (Graduation part one)

The day has come. Graduation. Alexa has worked hard & can finally focus on her future. Alexa was looking stylish in her white dress & checking her cap & gown when she was told one of her professors needed to see her ASAP. She hurried to meet him in his classroom. It was empty & he asked her to lock the door because the matter was private & urgent.

Her teacher, Eric Blass, is 39 & white with glasses & short brown. He informs her that there’s an issue with the financial balance & if it’s not taken care now, she will not be able to graduate today. Alexa is visibly upset & panicking. She has no means if fixing it. It would take her a couple of weeks. Mr. Blass slightly smirks before telling her that maybe they could work something out.

“I could pay this right now so you can graduate today. You could pay me back later. However…I will need some sort of insurance that you will hold up your end”. Alexa was excited but puzzled what she could do for insurance.

ROOKIE COP CAPTURED BY WHORES !!! [str8] [Fdom] [Reverse Gangbang] [NC] [BD] [Huml] [Blkmail] [oral] [StrapOn]

Officer Dan responding to a call from Angela (a police dispatcher), saw them in front of the alley, congregating again.

*Jesus, these hookers are like cockroaches; you just can’t get rid of them* he thought to himself as he turned on the red & blue lights of his patrol car.

Dan thought about calling it in, but decided against it; he wasn’t very well liked by his fellow cops these days. Nothing good would come from mentioning this to dispatch.

Officer Rosita, his former partner had just been assigned desk duty, pending an investigation thanks to testimony that Officer Dan had provided to Internal Affairs. *Bitch is lucky I didn’t file a sexual harassment charge against her too for all of her little comments and groping.*

Stepping out of his cruiser, Officer Dan was an imposing figure 6’2”, lean bicyclist’s build with classic Italian features (dark curly hair, dark complexion and eyebrows that were a tad too thick).

“OK ladies, you know the drill. Vacate the area or I’ll run you in.” Dan said to the streetwalkers as he approached them. *Diverse group tonight* Dan thought as he looked the whores over; it was a mishmash of big hair, weaves, long nails, mini-skirts, thigh high boots, high heels, spandex and booty shorts that were one or two sizes too small.