[MF] That time I orally cheated at a conference with a PAWG

Long time lurker here with a throw away account.

I’ll try to keep most of this generic, I hope you’re all ok with that! Skip down to the good stuff if you want.

As part of my work I sometimes need to travel to conferences and other various events. Sometime a few years ago I was at a technology conference where my company had a booth. It was a pretty good conference, lots of free food and the sponsors were generous with parties and stuff. I was unfortunately sharing a room with a coworker since the boss wouldn’t pay for individual rooms.

At one point in the conference I was getting kind of bored of the sessions but I wandered in to one of them which was fairly empty and I sat most of the way back in a row that had one other person in it, a young woman who would have been between 25 and 35, but I never found out. She was a bit heavier, and deliciously curvy. I don’t know about most guys, but I find I seriously make note of every pair of tits that crosses my path, and these definitely piqued my interest, so I took a good long look from the side of my eyes. She had short brown hair, maybe ear length, not a pixie cut, and no glasses. A few freckles. She wasn’t a super model but she was still pretty alright PAWG by my thoughts. And I’m not spry guy either, I’m built pretty big and heavy. I definitely had an instant fantasy about fucking her. Let’s call her Shari.

The session droned on and eventually ended and we glance over at each other and start chit chatting about what companies we were with and why we were at the conference. It was pretty normal small talk. There was a party later and we realized we were both planning on going so we exchanged numbers to make sure we could say hi.

Later on at the party, which was in the bar in the hotel, I was walking around with my coworkers, not really feeling like making any new friends since I was tired of networking. I couldn’t find Shari so I send her a text asking if she was joining us. She replied saying she was tired and just wanted to hang in her room. I tried to convince her to come down but she resisted by saying that I should just come up there. I’m trying to be a good boy, the wife is at home, and I haven’t cheated on her while she was my wife, so I stay in the bar. The night went on and I eventually headed back to my room where my coworker was already snoring like a chainsaw. Sending Shari another message and I suggested that we just chat on IM so we don’t have to use SMS. Eventually I say let’s just use a video call. Since my coworker was snoring like the world was ending I wasn’t concerned about popping open my laptop and having a chat. I was already in my boxers under the covers so when she comes up on the video call she can see my bare chest and that I’m in bed. “I don’t normally do this!” she said, and I could see that she was also already wearing some kind of nightgown. We chat for a bit and joke about my room mate, and she says she’s all alone and that kind of stuff. She looked me up on Facebook and saw that I was actually married. We chat a bit more and eventually say good night and close the video call.

She texted me again and asked if I was asleep and I truthfully wasn’t. I was trying to decide whether I should go jerk off in the bathroom or just do it quietly under the covers so I asked her if she had ever used Snapchat. She said she does, so I added her. I really was looking for a way to send off-the-record things to her.

I send her a snap of my boner inside my boxers, with the caption “look what you’ve done to me” and she responds with one of one of her nipples, but it’s really dark when she took it, which I know was on purpose! She mused that she’d like to have that over in her room and I said “I’ve never done this before…” (not entirely true) and she says “I assume you know what you’re doing. It’s up to you.” and I end up telling her that maybe I could just come over and we could masturbate in front of each other instead of touching or anything (giant pussy, I know, but I’m also terrified of getting a disease from someone and then dealing with the consequences of that). She said she was fine with that, and I said that I’d be right over.

— THE GOOD STUFF —

So I jump out of bed and put my clothes on and quietly leave the room. I hit the elevator and get to her floor and knock on the door. She opens the door wearing this black neglige thing with lace and it’s kind of like a skirt that ends at her panties. She said “I never actually thought you’d come!” and I said “Yeah, well, I’m here so let’s do this.”

She runs back to her bed and lays down. Her room has two beds, like most hotel rooms. She’s in the one closest to the bathroom and the door, and she’s laying beside the nightstand between the two beds. I sit on the other bed facing her, and I start taking off my clothes. I pull down my pants, then my boxers, making my half-limp boner flop out. I’m about 6″ thick and 6″ around, uncut. Her hungry eyes instantly lock onto my cock and I start stroking it, praying that I can get a hard on even though I’m so fucking nervous. I eventually pull off my shirt as well so I don’t have to hold it up.

Shari pulls off her panties and lays back and starts fingering herself. I’m still stroking myself trying to get fully hard for her. We’re only about three feet apart, the distance between me standing beside the one bed and her laying on the other, the distance of the night stand.

I ask her if she likes what she sees and she moans a yes. I’m still not fully hard so I lean over and grab one of her big meaty tits. She’s got super hard and rough nipples. Way darker nipples than I thought she would, and much much different than my wife’s. But they’re good. I move the strap of her nightie down and pull out her tits. Doing this gets me instahard.

Since I’m standing over her to play with her big tits I ‘m close enough that she can touch me back. We weren’t suppose to do this, but she grabs my cock and starts pumping it. She says that she’s “never been with an uncut cock before” that she’s “always used to a head.” I’m told it’s so much easier to stroke an uncut cock since the skin can easily glide up and down without tearing your dick off :P

I decide to reciprocate and I reach down and I can feel her furnace of a wet pussy. She’s not soaking, but she’s pleasantly wet enough that I don’t have to go looking for a gentle way to spread the juices around. It’s nice because I can quickly slick up my fingers and slide my way down to her hole. I slip a finger inside and try to manipulate her clit at the same time. It’s a big awkward since I’m standing, but we don’t change anything. Eventually I’m just playing with her clit trying to make her cum. I’m honestly not sure she does, which I feel bad about, but she wasn’t complaining. Maybe if I ever see her again, which is unlikely.

While I’m fingering her, she tugs me a bit closer to her, and then suddenly lunges forward and licks my shaft. She was obviously hungry for my cock. I don’t complain even though I’m telling myself this is somehow a line that is being crossed, but honestly it was crossed in the bar, so no point in lying to myself. She licks me again, and then a third time, so I grab her head with my left hand (right hand attempting to maintain the fingering!) and push my cock into her mouth. She gives the kind of blowjob where she pushes her tongue flat and out of her mouth, so she was pretty sloppy. I was definitely enjoying it.

She pushed her head down a few times, going for the deep throat, but it wasn’t her main event. I pulled my cock out once or twice and beat myself off above her head while she licked my balls. They weren’t shaved, I wasn’t planning on this, but she didn’t complain. She pulls back up and starts sucking again. She was pretty damn good at it.

—
<insert literal jerk off break because I was giving myself such a raging boner just recounting this tale>

—

Eventually I’m ready to cum. She didn’t seem like she wanted to swallow, which was fine, so when I’m ready I pull out and start jerking off. It was one of those times where you pull out slightly too early, plus you’re standing, so you have to beat it a bit more than you wanted to. I end up blowing my load onto her chest and tits, and a little bit hit her chin. “Holy fuck! That’s a lot of cum!” Direct quote, I swear ;)

She hops up and hits the bathroom to go wipe it off and I start putting my clothes back on. She tells me again when I walk into the bathroom how she isn’t used to that much cum, which I took as a compliment.

There isn’t much for us to chat about so we say our goodbyes and I head back to my room. It’s now around 3am. I spent a good hour making sure none of our conversations or anything we ever did is recorded anywhere… until now.

Happy to field PMs with any questions. If you’re “Shari” let me know some more details and we can reconnect.

Source: reddit.com/r/gonewildstories/comments/5uiim1/mf_that_time_i_orally_cheated_at_a_conference