Truth Or Dare Blowjob Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

My Boss's Mistress

by JamesSD on Sep 13, 2017
Erotic Couplings

"I'm sorry Mrs. Kopawski, your husband is in a meeting with a client and can't be disturbed right now. Yes, I'll have him call you as soon as he can. Goodbye." I hung up the phone in disgust. My boss, Mr. Kopawski, was busy, but his "meeting" was 19 years old and looked great in a mini-skirt. I didn't care about his infidelity; I figured it was none of my b...

Truth or Dare Takes a Turn Pt. 05

by Cutiepie183 on Oct 19, 2020
Transgender & Crossdressers

The rest of the week flew by in a blur of pure bliss. I really settled into my new role as Luke's little sissy slave. I would wake him up each morning with a hot, passionate, sloppy blowjob and give him breakfast. After that we would shower together and I would wash Luke's whole body for him and Luke would give me a golden shower in return before letting me...

Truth Or Dare: All Girls Game Pt. 02

by AlexGunther on Jul 27, 2020
Celebrities & Fan Fiction

"That was the best sex I've ever had," Kara said. "Ready for another round? Barbara nodded and led Kara off to her office. Once they got there, they could hear moans and cries of pleasure echoing from the other offices. Barbara sat down in her chair and watched as Kara began to suck her off. Barbara could hear the faint moans coming from the other offices....

Truth or Dare Takes a Turn Pt. 04

by Cutiepie183 on Sep 28, 2020
Transgender & Crossdressers

The next morning I wake up at around 6 and find a note on my chair and an outfit on the floor in front of me, I also notice my gag has been taken out. It hasn't fallen out though because it's nowhere around me. The note on the chair simply reads. 'Big day today, get dressed, cook breakfast then wake me up with some service with a smile.' Not entirely sure wh...

Truth or Dare Takes a Turn Pt. 06

by Cutiepie183 on Nov 2, 2020
BDSM

I wake up in a small strange concrete room, still wearing the pink latex that Master Brent bought for me but this time without the hood or the gag. I look down and see masters foot on the concrete floor tapping. As I look further up I see his tall muscular body dressed in tight leather and the big smirk on his face as he says "well looks like our little bitc...

Truth or Dare with Beth Ch. 04

by Patrick2380 on Sep 26, 2017
Anal

I put my clothes on and Beth packed up her things. She pulled on her skirt, leaving the strap on around her waist. I was definitely going to feel that thing back up my ass today. Dressed and ready to leave, we opened the door of the booth. As we made the walk to the front door of the store, every eye in the building was on us. They had all seen the purchase...

Truth or Dare with Beth Ch. 03

by Patrick2380 on Sep 26, 2017
Anal

In no time Beth had found a Web site that hosted videos of amateurs having sex and uploaded the video of her fucking my mouth with her dildo. I was pretty embarrassed to have a video of me blowing anything, even a strap on attached to this beautiful woman, posted on the internet for all to see. But a part of me was also pretty turned on by it! And really, th...

Truth or Dare Sissy

by maxy007 on Sep 12, 2017
Transsexuals & Crossdressers

It was your usual high school gath. At the time I was just an innocent 18 year old enjoying life with some friends. My name is max, and this is the story of how a small 20 person gathering turned me into a sissy. It was mid-year of the final year of high school, and my friend Isabel was holding a gath on Saturday night. It was a welcome break from study, a...

Truth or Dare with Dana Ch. 02

by SEVERUSMAX on Sep 26, 2017
Group Sex

Once again, I awoke with a hangover in an unfamiliar bed, this time to find that I wasn't alone at all. There was a hand tugging on mine, pulling me up with a physical strength that belied its owner's twinky persona. It was definitely a man's hand, and as I looked up at its owner, I saw the beaming face of my best friend and best man, Carlos Suarez. The sass...

Truth or Dare

by keeopps2012 on Sep 14, 2017
Erotic Couplings

The week has been ripe with sexual tension. Whether morning or night, we'e exchanged knowing glances and flirtatious gropes because it's Saturday, and you've planned a game to tease and delight us. Just this morning as we cooked breakfast in the kitchen, I made you tingle to set tonight's mood. Cutting fruit at the counter in your robe, I glide behind you...