If you havent read my previous two adventures, I suggest you do so before reading this one. They contain background info, descriptions, and how things got to where they are as of this story. They can be found [here](https://old.reddit.com/r/gonewildstories/comments/huagjp/my_first_comic_con_with_a_fuckbuddy_her_first_3way/) and https://old.reddit.com/r/gonewildstories/comments/hv2uy2/making_another_friend_with_benefits_fucking_her/
Possible trigger warning: Consensual non-consent.
So this took place in the fall, a couple months after the previous story. I had recently joined up with a small group of fellow nerds to form a small group (I hesitate to call it a company at that point) that went to conventions and performed various shows and presentations. We were still very small and relatively new, but we had gained some popularity and we were getting to the point where conventions were starting to pay us to come, whereas normally youd only be able to get a free admission to the convention. While we were getting paid, we werent getting paid a whole lot, so as a result every member of the group that was going to the convention all crammed into the same hotel room. At this particular convention, it was just me, our boss/the guy who started the group, who we’ll call Jacob, and my coworker/other group member, Kelly.
Kelly was 27, around 5’10, hourglass figure, large breasts, and a natural redhead. she also, as I found out, had a cnc/rape kink.
The first day of the convention was a flurry of activity. This was my first time meeting Kelly in person, and throughout the day I noticed her flirting with me, trying to tease me, bending over to give me peeks down her shirt or of her backside, dropping hints that she was kinky, liked it rough, etc. I was friendly back but didnt really return the flirting right away because A: she was a coworker and B: she was engaged.
Well, fast forward to that evening, we were all 3 back in our shared hotel room after having finished our last show of the day. I had to send some emails to a staff member from another convention we had coming up, and my phone was dying so I asked Kelly if I could use her laptop. She shot me a mischievous look and said sure, just give her a second.
A few minutes later, she handed me her laptop and said she was going to go down to the hotel bar to grab a drink. I opened up her laptop, and found that firefox was open to several tabs of literotica stories about rape/cnc. Jacob was on a phone call so he didnt notice. I was going to close out of them, but then I noticed another tab; fetlife. I clicked on it and sure enough, it was Kelly’s fetlife profile. Her fetish list included all sorts of wonderful things; CNC, sleep sex, exhibitionism, public play, throat-fucking, being manhandled, being objectified, free use, choking, being pinned down, etc. I looked at her feed and she had a recent status from earlier that day, saying she was at a convention surrounded by hot cosplayers, and “wanted someone to just hold her down and take what they want from her, no questions asked.”
That was all the sign I needed.
Kelly came back a bit later and since Jacob was done with his call and I had sent my emails, we decided to drink and hang out before going to bed. Kelly suggested we play never have I ever, which lead to all of us taking a good number of shots and being pretty tipsy. Jacob ended up crawling into the one bed and passing out, and Kelly got into the other one and said she was going to sleep, and for me to be sure to turn off the lights before I went to bed.
I waited a little while till I was sure Jacob was sound asleep, then got into the bed with kelly. To my surprise she appeared to actually be asleep. then I remembered her fetish list included sleep sex, so I moved forward. She was wearing a pair of fuzzy pajama pants and a tank top, and nothing else, and I was in a pair of basketball shorts. I scooted up behind her so I was basically spooning her, and reached my hand down and started groping her ass. After a minute I moved my hand inside her pants and started fingering her. She moaned lightly but didnt stir. I started moving my fingers deeper and faster, and slid my other arm underneath her and around to her front, and pulled down her top to start playing with her breasts. Her breathing got a bit heavier but she appeared to still be asleep. I started kissing and sucking on her neck and shoulder as I teased her. Soon I felt her tighten and clamp down around my fingers, and I knew she had just cum.
I decided it was my turn, so I sat up and kneeled on the bed next to her. I rolled her over so she was facing me, and opened her mouth and slid my cock inside. I started easy at first because I wasnt sure if I wanted to wake her, but then I decided fuck it, I wanted to use her for my pleasure and not worry about her for a bit, so I started going hard and forcing myself all the way down her throat.
She woke up at some point and responded to the situation by sliding her hand down her pants and masturbating as I face-fucked her. After several minutes I pulled myself out of her mouth, grabbed her and flipped her over, and pulled her up into doggystyle position. She just let me reposition her and then laid there and waited. I yanked her pants down exposing her dripping wet cunt and tight little asshole, and couldnt help but dive in and shove my tongue up her ass. She actually let out a yelp at this point, almost a scream, to which I responded by grabbing a fistfull of hair from the back of her head and shoving her face down into the mattress, and hissing into her ear “Keep your mouth shut bitch! Just shut up and take it like the whore you are.” She replied with a whimper, but nothing more.
I went back to eating her ass for a while, and shortly added two fingers in her pussy as I ate her out. She came several times, letting out the occasional moan or squeal, muffled by the pillow she was burying her face in. After a good while of this, I got up, knelt behind her, and shoved my cock into her soaking, quivering pussy. I desperately wanted to pound the living hell out of her, to utterly destroy her holes, but our boss was passed out just feet away from us, so I restrained myself and settled for just shoving it in as deep as I could, and grinding away as she tried to squirm away and position herself so it wasnt so deep. We eventually ended up prone-bone cause she kept trying to wriggle away whenever I bottomed out. Since she was pinned under me I reached around her and played with her clit as I slowly slid in and out of her, forcing her to take the full length every time I slid inside. She came several more times before I felt myself getting close. I yanked her up by her hair and whispered in her ear “Im gonna cum inside you you filthy slut. Im gonna pump your worthless cunt completely full of my hot, thick jizz.” with that I drove it inside her one last time, shoving it as deep as she could take it as I unloaded inside her, feeling her quiver and spasm as she came all over my pulsating cock.
I laid there on top of her for several minutes before sliding off, kneeling beside her, and yanking her up by her hair again and shoving my cock in her mouth. “Clean it, bitch” I whispered.
She licked and sucked all up and down my shaft, desperately trying to get her mouth to every single possible part of it. Soon I was getting hard again from seeing how hungry she was for my cock, and I grabbed her by the back of the head and started throat fucking her again. I started getting rougher and she began to gag a bit too much, and I was afraid we would wake jacob. I tossed her onto her back, lifted her legs up onto my shoulders, slid my cock back inside her dripping, sopping cunt still oozing my cum, and clamped my hands firmly around her neck, and chocked her as I fucked her as hard as I could without making too much noise.
She was even tighter this time, and she squeezed down on me every time I squeezed her throat. a little while in I leaned down and whispered in her ear what a whore she was, how she was a worthless slut, how her cunt was the only part of her with any value, and that I owned her now. That her pussy was mine to use whenever wherever and however I pleased, and how she sould be happy to have the opportunity to get fucked half as good as she was. Every dirty, insulting, degrading word made her tighter and tighter, and soon I felt myself swelling and pumping her full of my cum again. Once my orgasm ended I laid there on top of her for a bit. After I caught my breath I leaned in and kissed her, and we made out for a bit. I told her what a good girl she was, and how good a job she did, and that she was such a well-behaved little fuck toy. she just sighed contentedly and said “thank you sir.” I went to the bathroom to clean up a bit, then came back to bed and slid in beside her. I spooned her from behind and told her more how good she was, caressed her, made sure she was ok, general aftercare stuff. Soon she fell asleep, pants still half off, cunt still positively oozing my cum. I pulled the blankets up so Jacob wouldnt see, and went to sleep myself.
the next morning I woke up to her head under the blankets, bobbing up and down on my dick. I grabbed her hair and forced her down deeper, making her deepthroat it. I looked over and jacob was still out cold. I looked at the clock and saw it was still another hour or so before we had our alarm set to wake us up, so I pulled Kelly up to me by her hair and ordered her to get on top of me. She obediently swung a leg over me and straddled my hips, slowly lowering herself down onto my cock. she laid on my chest and put her arms around me as she rode me, struggling to stifle her moans as my cock spread her open. I grabbed her ass cheeks with both hands and squeezed hard, using them as leverage to make her ride harder and faster. After a while I moved one hand over slightly and worked a finger into her asshole, which caused her to have to shove her face into the pillow next to me in order to keep from screaming. She came several times and soon I felt myself getting close too.
I whispered in her ear “beg me for my cum” to which she responded by wrapping her arms even tighter around me and whimpering “please sir, please give me your cum. please shoot your hot cum in my dirty pussy. fill me up. make me your bitch, sir. mark me. claim my pussy with your cum, please. please sir i want it so bad, please cum in me.”
since she asked so nicely, I decided to give it to her. I grabbed her hips and shoved her down, forcing my dick as deep as she could take it, as I thrust my hips and pumped load after load of cum into her. Her entire body shook and spasmed as she came again, then she fell limp across my chest. we lay there for a bit, catching our breath, before I whispered to her; “Who’s this cunt belong to?”
“its yours, sir.”
“Whos this asshole belong to?”
“its yours sir.”
“Whos this mouth belong to?”
“you, sir.”
“when do i get to use your holes?”
“Whenever you want, sir.”
“where do I get to use your holes?”
“Wherever you want, sir.”
“How do I get to use your holes?”
“However you want, sir.”
“Do you ever get to tell me no?”
“Never, sir.”
‘Damn right, slut.” I said, kissing her. “Now go get in the shower and get cleaned up before Jacob wakes up.”
“Yes sir.”
She said, limping over to the bathroom.
Over the remaining two days of the convention, I fucked her probably half a dozen times. I was constantly groping her ass or fingering her whenever I could get away with it. I throat-fucked her in a stairwell a couple of times, and I fucked her ass once when Jacob went to go meet with some of the convention staff about some business. We couldnt do it unless we had the room to herself because she couldnt hold in her screams whenever I took her ass. she came nonstop and even squirted a couple times.
When the convention was over, just as we were all getting ready to leave, I had her sneak into one of the one-person handycap bathrooms they had near the lobby so I could fuck her one last time and fill her with cum before her drive home. She would be riding with jacob since they lived in the same city, and I wanted her dripping my cum the entire way. I also made her take off and hand me her panties, telling her she could go commando the whole way home, to remind her who’s property she was.
We had many more encounters at future conventions but that was all for this one. Hope you enjoyed, thanks for reading!
Source: reddit.com/r/gonewildstories/comments/j4a6nq/fucking_my_drunk_coworker_while_our_boss_was
Dope!