The Bisexual Friend PART 2: Sharing her Boyfriend [FFMF + BDSM & femdom] | 2016

PART 1: [https://www.reddit.com/r/gonewildstories/comments/4wxvb8/bisexual_friend_fucks_me_hard_ff/]

So last time, I hooked up with my friend “Emily”. I’m a little bit bi, but she didn’t “turn me lesbian” or anything. I have my female type: tall blonde athletes, and I can accept that. I’ve been compared to a kinky gay man trapped in a hot woman’s body, but we all have our limits. Now Emily was truly bisexual. She has a boyfriend but apparently was okay with hooking up with other women from time to time. I got lucky that she was kinky as shit. This part of the story is about her boyfriend.

Emily’s boyfriend was a real bro’s bro. I call him a douchebro. He was a frat guy who wore his sunglasses on the back of his head inside with his visor, fist pumped to Ke$ha, and just went by two initials. So I will call him “DB” for Douche Bro. He was about 6’4” or a little taller and completely ripped. He had short mostly buzzed brown hair and the standard douche bro short narrow chin beard. He had played men’s soccer, but tore an ACL or something so dropped off. Physically, I was absolutely attracted to him. But he was the kind of guy who chanted “USA USA” when playing any sport, referred to female professors as “babe”, and took “no fat chicks” to an uncomfortable level. Thankfully, he didn’t wear Ed Hardy. That would truly be a deal breaker even if he were hung like a horse.

Side note: Emily broke up with him a little before she graduated. He turned into a seventh year senior after I graduated. And from Facebook, I know he’s now a Trump supporter. Still hot though.

After fucking and getting fucked by Emily, we talked a little more about sexual things. And I was surprised to learn DB’s secret fetish. Despite being a cartoon parody of testosterone-riddled bro culture, he was into BDSM, and he was a submissive. Now I know why Emily was so open to embracing my size queen fetish. Not only did Emily find people like me to hook up with, she also found guys to fuck in front of him while he was tied up and gagged. An insufferable bro who is both submissive and cuckold? I need to get in on this shit.

I will never understand Emily and DB’s relationship. I’m polyamorous and kinky, but I’ve never found a guy who wants a continuous yet open relationship but still subject to rules. Maybe I’m just old fashioned. So based on my sex toy collection, Emily invited me to “punish” DB for when he “cheated” on her. Again, I’m pretty sure this was all okay with their rules. I met Emily at the house DB rented with his bros.

The basement was a goddamn dungeon! Used gym equipment racks with chains and ropes. A dozen leather whips on the wall. And poor DB hanging up naked, horizontally with manila rope around his wrists, ankles, and torso, with a leather mask over his face and ball in his mouth. His eyes were uncovered so he could see, but mouth completely gagged. The girl he “cheated” with was a “teacher” sitting at a school desk, dressed as a schoolgirl, with a tiny plaid skirt and no panties, button down white shirt with no bra, glasses, and brown hair in a bun. She was tiny, maybe a little over 5 feet, but with impressive boobs. Didn’t get her name, but I’ll just call her the teacher. She was there to “grade” him. The safe word was “Hamburglar”.

DB looks hot as hell. His abs, shoulders, and legs are flexing to keep himself supported as he struggles. There’s a squirt bottle with some water for us to keep him hydrated, so I know we’re not about to make a snuff film. Emily had asked earlier if I wanted any leather, but it was freaking expensive. I know Emily and DB had trust funds, no questions asked. But I worked in IT and taught tennis for my booze and sex toy money. Maybe I should have been charging the tennis dads I fucked extra.

Either way, I got completely naked, except for the heels I was wearing, and a leather cat mask that fit my head and eyes. I put on DB’s sunglasses over the mask. Emily had a fitted, full studded outfit ready: leather striding up her sides and on her calves, but tits, vagina, and asshole still exposed. Her stilettos made her taller than DB if he were standing up. She had a leather hat that reminded me of Charles de Gaulle and a fake toothbrush mustache. She looked like supervillain. Her green eyes were glowing in anticipation in the single light bulb of the basement. Teacher was still sitting at her desk, touching herself, and writing something down. This is getting weird and I love it.

I should note, other than this before and after, I’ve only done light BDSM shit. Emily had explained the rules earlier: she’s the mistress, Teacher is the cuckqueen, and I’m a novice. She explained it as I’m the good cop, she’s the bad cop, and Teacher is the judge and jury. Makes sense I guess. DB is a painslut. His eyes are looking all over my naked body. I walk over and stroke his abs a little bit. His dick gets hard. It’s above average, a solid 6.5 inches, but I can see why Emily chose the smaller dildo with me. I flick it and say Good boy. Emily and Teacher smile wryly at me. I’m still learning how this works.

There’s a table with two canoe paddles, long handles sawed off: one with holes, one without. And three whips: a short one, long one, and a cat-o-nine-tales. I dump out my duffle bag of toys next to them: six dildos ranging in size from a 5 inch silicone baby, to Big Red at 12 inches. Four vibrators, three small butt plugs, a conical plug, an inflatable dildo, and a 4.5 inch circumference cock ring that I’ve never used. I got my strap on harness, and Emily had since bought one. Teacher walks over from her desk and remarks: Shit. We have study material today. She stayed in character the entire time.

Teacher grabs a vibrator and turns it on herself. She giggles a little with the pleasure. She picks up the paddle with holes in it and does a running smack right on DB’s bare ass.

Teacher: How do you like it, you cuntstick?

DB (gagged): Thnkoomym. Mahvnthrr. [Thank you ma’am, may I have another]

SMACK!

DB: Thnkoomym. Mahvnthrr.

I can’t believe it, he is getting hard again as Teacher nails him. Emily is strapping on an 8 inch dildo. I decide to go suck DB’s cock. It’s not too long, but a good width. Plus I can stare up at his abs as I’m up on him while he hangs there. Teacher smacks his ass one more time, then goes and straps on the big black ten incher. Emily had bought the same dildo harness I had, so Big Red still wouldn’t fit. I release for a second and grab a vibrator for myself. Teacher pulls the ball gag out of DB’s mouth and shoves the big dildo in. I return to sucking his cock while sticking the Njoy inside myself. Emily is the true sadist and throws a little lube on her strap-on before jamming it into his ass. She doesn’t need self stimulation here.

DB is now gagging on a ten inch dildo, while Teacher has a vibrator inside herself. This is while Emily is fucking him in the ass with an eight inch dildo. She gets off on that alone. All this time, I’m wearing a leather cat mask with his sunglasses, while jilling with a big vibrator and sucking his still hard cock. THE ARISTOCRATS? I finally cum, biting down on his cock. BDSM is exhausting. I feel his abs tense up. Emily was hitting his prostate apparently. He cums hard in my mouth. A big, thick load. Keeping with the theme of humiliating DB, it spit it on his back, as he hangs in the air and stick one of Teacher’s pieces of paper there. Superman that ho. I get genuine smiles there.

But we’re not done. Teacher goes and lights a bunch of big candles on another table. Emily holds up Big Red, my foot long silicone dildo.

Emily: You ready for your initiation, novice.

Me: Hell yes.

Teacher pulls the mask off DB’s head and puts his ball gag back in. She still has the ten inch dildo strapped on.

Emily (to DB): WATCH SLUT! THIS IS WHAT PLEASURE IS!

Now, Emily and I had gone over my dos and donts before hand. I basically said no shit, no blood, no scars. Even she and Teacher aren’t that crazy. BDSM is very consent-oriented. While I don’t go this hardcore on my own, they still know my limits. Emily laid down a yoga mat for me, so I didn’t have to be on the gross concrete floor. Teacher pours candle wax onto DB’s back and legs. He moans. She grabs the other paddle and walks up to DB’s ass. She lowers the ropes to her height and smacks it hard as she plunges in with the ten inch strap on. Emily shoves Big Red into my vagina. God damn this is good. I don’t get off on the pain of others, but getting filled up by a monster dildo is my jam.

DB is moaning and I am screaming with this dildo inside me. It’s almost half as wide as my leg. DB and I are loving it. I let myself cum a little bit when I see DB bite down on his gag. Prostate orgasm? Teacher pulls out and detaches the dildo. She goes over to the table and picks up the slightly bigger one and straps it in. I’m arched with my feet and head on the mat. Bridge pose if you know yoga. Teacher unbuttons her shirt and pulls the skirt out from the strap on and gets underneath me. She is tiny but fit. Almost shorter than me than I am shorter than Emily. She eases the new dildo into my ass while Emily continues to fuck me with Big Red.

DB (gagged): Mmmfkiah [Man fuck yeah!]

Last time, I stunned Emily by accidentally squirting on her. Now she and Teacher are trying to make me to it to DB. I’m holding everything in. But then Teacher manages to wiggle that huge dildo all the way into my ass. It’s hitting my liver or stomach. The Alien baby thing is happening again as my stomach bulges up every Teacher goes in and out. I can’t watch, but I keep feeling. One hand on my stomach as the dildo from my ass punches up. The other hand massaging my clit as Emily fucks me with Big Red. I can’t hide this feeling anymore. I didn’t black out this time, but the same multisensory experience from monsters fucking two orifices: blue light behind my closed eyes, tinnitus, taste of rose pedals, and pins and needles on my hands and feet. I have an extreme orgasm as I squirt DB in his exposed face. Three, four, five times. Teacher gets up and slaps him on the last squirt and I hit her too. My entire body is twitching and I just yell Fuck me, Teacher!. Teacher pets my hair as I’m squirming on the yoga mat.

I’m still just bizzing from that monster orgasm. I’m pretty sure Emily literally got off over DB’s pain, and DB got off with me and from the prostate orgasms. But I feel bad about Teacher. I know she was using the vibrator, but she didn’t seem to get off. Thankfully, we’re nice people after the bondage. So we cut down DB, took off the mask, and took turns letting him fuck us as the other two clamped his nipples and pleasured his ass. Teacher finally got off. Emily had a physical orgasm. And I, Ashleigh, managed to get another three out as DB fucked me, while Emily fucked my ass, and Teacher nibbled my ears and pinched my nipples. It was a good Thursday afternoon.

In the end, I hooked up with Emily individually a few more times. My senior year, I had some good fucks with DB after Emily broke up with him. He was a douche bag, but he was hot, and loved ass play. I never did this with both of them again. That level of BDSM was beyond my kink. But Teacher, who I later learned was named “Dee” was a tiny little beast. She’s less bi than I am, really just ok with doing stuff involving other women as opposed to other women doing stuff to her. But she and I had some epic adventures later in college and life.

Postscript: I know that I wind up squirting hard in every story I tell here. I really don’t do it that often. It’s just when I doubled penetrated or have a huge cock from a guy who knows what he’s doing. I’m telling my best sex stories. It’s why my name is AshsGreatestHits, not EverytimeAshleighFucked.

Edit: Spelling and grammar. Improper English is not sexy.