Find other role play sessons at the Story Index
About: This was a Role Playing session between ASSTR authors SarahMcA2012 and Dandy_Tago. It was played out over intstant messenger. Each participant writes in the first person for themselves and in the second person for the other participant. For this reason, I present the session like an IM chat so that you can easily distinguish which author is speaking.
Summary: Sarah has been fucking all the guys in her office for money. What happens when somebody new joins the office team?
Codes: MF oral cheat
I worked at a different branch and transferred in. There was no room for me at the main office, so they put me in the annex. You have already been "working" your office, and everybody is wondering how me being there is going to affect the dynamic.
But one of the guys lets a demeaning comment about you slip, and I immediately jump in with the banter. "Oh, so Sarah is the office whore? I couldn't tell if that was cum on your chin or if you just finished eating a glazed donut."
All the guys laugh, even the new guy is cracking jokes. I take it well though and smile.
"Great, even the new guy is a comedian."
"I mean, I'm good either way," I say. "'Cause the one thing that donuts and whores have in common is the hole." I wink at you.
I laugh. "Great, I've been replaced by pastries..."
Jim, who always loves to give me shit, eggs you on. "Well you aren't really one of the guys 'till you've had a ride on the community bike," he says.
I look you up and down and then meet your eyes. "I don't think a donut could replace you, Dear," I say. "I bet the work you do around here is priceless."
Jim chimes in with, "Not priceless. Just cheap."
I raise an eyebrow at you as if to ask whether what I think I'm hearing is what I'm really hearing.
"Jim," I say with a feigned exasperated tone, "If I wasn't cheap, you wouldn't be able to fuck me three times a week."
"Three times a week?" I say, sounding impressed. "I don't know what they pay you guys here, but the guy that had Jim's position at my last office could barely afford to eat out, much less pay for any... extra hobbies. You must be really cheap. Like dirt-bottom pricing kind of cheap."
At this point, I'm pretty sure that this is just banter, but I'm not completely convinced that there's not more going on here.
"Cheap?" Jim chimes in, "Man, a hobo could afford Sarah," He says with a laugh before Wayne speaks up, "Hell, I think we gave a hobo some change last week so he could afford Sarah!"
Steve laughs, "That's what we call our company community outreach program"
"Ohhhh, ho ho," I laugh along with the guys, but I'm keeping a close eye on you to size you up. My wife hasn't been happy with us having to move, and I haven't been getting any at home lately. You're half my age and cuter than my wife was when she was as young as you. As the guys joke, I just drink you in, staring at your hips, your ass, your tits and then making eye contact with you, letting you know that yes I was definitely checking you out.
Despite your initial jokes, I get the feeling that you aren't as acerbic as the other guys. Half of them do it for the laughs, the other half just enjoy putting me down, and I get the feeling you were part of the former group. I give you a smile back. I turn around and clikc 'print' on my computer, processing the spreadsheet I'd been working on. After walking over to the printer and organizing the documents, I drop them on steve's desk before turning to you.
"Well, if you're interested, the first time is free. Consider it a welcoming present."
My jaw drops open. I wanted it so bad, but with the opportunity right here, leaning over my desk, I'm speechless. I simply nod. I absentmindedly fumble with my wedding ring, and then I look down at it. I look back up at you and simply say, "okay."
The guys hoot and howl as I walk to the hallway where the closet is. Once the door behind us is closed, I open the closet door, letting you inside.
I feel so nervous, looking at your amazing figure, the sway of your hips as I follow you to the closet. Despite my nerves, my dick is already growing in my pants. As you close the door on us, I reach down to my zipper, still almost convinced that this is just an elaborate prank on the new guy. I look you in the eye, unsure of whether or not to proceed.
Once we're alone, I smile softly.
"I guess I should say 'Welcome to the Company' right now or something," I say with a friendly laugh, "But in all seriousness, you can think of this as a safespace. Whatever you want to do, or are into, will stay between you and me, so don't be afraid that the other guys will find out or anything."
As I talk, i steadily begin to strip, first lifting my top over my head, then my pants. As I stand there in my bra and panties, I undo those as well, pusing them both off until I'm standing there nude.
"My prices are typically $15 for a blowjob, $30 to fuck, and $60 for anal, but..., well, you just seem like a nice guy to be honest, so in all reality those prices are arbitrary. You can pay me whatever you'd like."
"Oh my god," I say. It's more of a whisper really as I look you up and down.
I unzip my pants and take my dick out and stroke it as I look at you.
"But this first time is free?" I ask, looking you in the eye as I stroke my cock.
You nod and smile.
"Then I want all three," I say. "I want to feel each and every one of your holes today."
The prices you named haven't even registered to me yet, but as you walk toward me and take my cock into your hand, stroking it for me, it dawns on me just how cheap you really are. I'm excited to get to sample you and take you for a test drive before I put any money down.
I fully expect you to tell me that I'm full of shit and that if I want that much, I'm going to have to pay you something, but you don't say a word as you slide down to your knees in front of me.
If anything, i seem pleased by the prosepct. I don't resist at all at such a demand, and as I stroke your cock softly, I open my mouth and slide it over your hard shaft, moaning onto it as I feel the head slide into my mouth, sucking on it as I begin to slide back and forth.
Happy to have a new addition to the annex, I look up at you as I suck, causing a soft, wet slurping noise to echo through the small room. I gently reach up and begin to massage your balls with one hand while I run the other over your thighs and to your ass cheeks, gently squeezing them as I blow you
I look down at your pretty face, and I can't believe it. I'm in heaven as I feel your tongue massaging my shaft.
"Will you..." I begin. I'm still so nervous and almost afraid to ask for what I really want. "I mean... can you... my wife refuses to deep throat me, so I've never felt what that's like."
But looking down into your pretty eyes, I know that you must be the kind of girl that would do this for a guy. You're so eager and willing, and everything about you is dripping with the kind of sexuality that I have only dreamed of.
I take my mouth off for a moment, licking my lips.
"Sure, that's no problem at all."
I open my mouth again and slide it back over your shaft. As I look up at you, I keep going, sliding ever forward until I feel the tip pressing against the back of my throat. You see my eyes squint slightly as I begin to push myself, impaling my throat on your cock as I force myself down over it, stretching to accomodate you. I keep going until my noises is buried amongst your pubes and my chin is resting against your balls.
I hold it there, letting my gag reflex masage your head before sliding off slightly, catching my breath, and then forcing myself down again, developing a rhythm
"Oh, Sarah!" I gasp, the first time you take me into your throat. "It feels better than I ever imagined. Oh, god! I can't believe this is happening."
Looking down at you and seeing that I'm gagging you but that you keep coming back to take me again drives me wild. I'm amazed and so turned on at what a depraved little slut you are.
Despite my grandiose desire to fuck you in all three holes, I feel my body reacting to your skillful sucking.
"Shit!" I cry out, and then you feel my dick swell between your lips as I unexpectedly unload my cum into your mouth.
I keep sucking, hungrily blowing you, holding my head down on your cock so that you can experience cumming directly down my throat, even as it chokes me.
Seeing the pleasure it gives you is more than enough compensation, and you can see my resolve as I look up
"Ohhhhhhhh," I whimper as I look down at you, feeling the walls of your throat pressing against my cock as it throbs inside you, squirting my spunk directly down your throat.
"You're amazing, Darling," I say, reaching down to stroke you're cheek, looking in your watery eyes as I continue to fill you.
Eventually, I deflate. You suck on my flaccid pecker before you let me fall out of your mouth, making sure to get the last drops of my cum.
"That was incredible," I say. "But at the same time, I'm so disappointed. I wanted to sample your other holes today."
I smile as I swallow the last of your cum then have a seat on the carpet.
"We have time. Its your first day, after all...they know that you'll probably won't to get 'settled in'. Besides, my work is all done anyway."
I seem completely unconcerned about the idea of payment, or getting the 'session' over with. If anything, I seem to be enjoying myself
"No way," I say in amazement.
I drop to my knees in front of you and take your face in my hands.
"You're a dream come true. Do you know that?" I say, and I lean in and kiss you.
The taste and smell of my dick on your is incredible. I was sweaty from being nervous on my first day, and my salty funk is all over your mouth.
I break our kiss and look you in the eyes.
"We need to get me hard again, and nothing turns me on like eating pussy. Will you sit on my face and play with my dick until I get hard for you again?"
"Mmmmm, of course!" As i get on my knees and prepare to straddle you I look down, "No one's ever kissed me after cumming in my mouth before...that's so hot!"
"I should warn you, Jim and Wayne fucked me this morning"
I would love to hear what you think. There are very few people in my life that I can share these stories with. Let me know how you liked this story -- or how you hated it. Definitely feel free to point out any typos so I can correct them. I look forward to hearing from you.
As an alternative, you can email me directly at this address: dandytago atsign gmail dot com.