Riskiest sex I [M] have ever had with my coworker [F]

My coworker, Tiffany, and I had a pretty sexual relationship from the start. We worked together at Walmart. I approached her one day, making it pretty obvious I was into her. She didn’t seem to feel the same way, but was down to be friends. Things got sexual between us around the third day we were talking. There’s a brief intro, now to the story.

I was at work with about 3 hours left of my shift. Running the self checkout area. That’s when I get a text from Tiffany saying our mutual friend is having a small get together and I should go after work. I had nothing else to do so I agreed.

Tiffany showed up to buy a bottle of something to drink. She made sure to come through self checkout to see me on her way out. She had an i zipped hoody on and I immediately noticed she wasn’t wearing a bra. This is after we’ve already had a few sexual encounter. Very casual and we were great friends. It’s been all hand stuff up to that point. I commented on her lack of bra, and she pulled one side of the hoody aside and made a comment about how it was intentional for me. So now normally my mind was on one thing for that night.

Fast forward to the small get together. It dwindles down to our friend hosting, Tiffany, and myself. We’re just drunk enough not to be able to drive. Host says we should crash there. I get a text from Tiffany. “You need to fuck me tonight. Find a way to sleep in the same room as me.”

As if he knew what the text said the host says “Tiffany, you can have the guest bedroom. ‘Me’, you can have the couch.

I’m pretty quick on my feet so I use his roommates (who live in the basement) as my way into the guest bedroom. I tell him I’m not really comfortable sleeping there if people are gonna be walking around in the morning. That I’d sleep on the floor of the guest bedroom if Tiffany didn’t mind me being there. He looks at her and she says it wouldn’t bother her. He agrees.

We all hang a bit longer and eventually go upstairs to the bedrooms. The host is in the room with us as we get our areas settled. We’re settled and he walks out. I sit up and Tiffany motions with her finger for me to come to her. Still on the ground I lean towards her and she kisses me. Right as we pull away Host walks back in. Bringing extra blankets and tells us there’s no lock on the door but his roommates shouldn’t go in there anyway. Close call, and we’re bummed about the lack of a lock, but we’ve made up our mind.

He leaves to his room, which is right next door. She gets up and cracks the door peeking into the hallway. She’s wearing short shorts and her ass is hanging out a little. I couldn’t keep my eyes off of her.

She turns around and takes her shirt off. She comes to me and i lay her on the bed, kissing her on the way down. Kissing down her body as I remove her shorts and thong. Eventually going down on her as she uses pillows to muffle her moans. Fearing his bed may be close to our wall.

She sits up and kisses me and pulls me in to whisper in my ear “I want you in my mouth.” She yanks my shorts down and starts sucking my dick. It feels amazing and I don’t allow it to go on too long out of fear of cumming too soon.

I pull my dick out. Grab her by the hair and put my dick back in one more time before pulling her to the ground. She puts the condom on me. She wants it bad, but I keep teasing her clit with the tip of my dick.

The whole time this is going on, I’m thinking of the possibility of host walking in. We’re both completely naked and there would be no talking our way out of this.

Miraculously and almost inconveniently, I’m lasting way longer than usual. She cums first and I’m so turned on by her bouncing tits and the way her body moved while she came. My hands were literally all over her. She starts riding me until she cums once more.

She gets off and sucks my dick a bit and says “do you just wanna do doggy?”

I agree, and that’s what does it for me. Her ass is her best sexual feature and I only lasted a couple minutes longer. One of the most intense orgasms I’ve ever had. Thrusting deeper throughout the orgasm as I couldn’t do anything else.

We collapse and lay next to each other for a bit. First words spoken were “do you think host heard us at all?” I say I hope not. By this point the sun was coming up. We’re completely covered in sweat, and we know we’re about to be up in 3-4 hours.

He never did find out. Still doesn’t know to this day. Her and I continued to work together for about a year. This wasn’t our last sexual encounter, it definitely the riskiest.

I will share more from her as well. I feel like this was poorly written so please give me pointers for my future writings if you have any.

Source: reddit.com/r/gonewildstories/comments/dij6v5/riskiest_sex_i_m_have_ever_had_with_my_coworker_f

3 comments

  1. Good story, not bad. Just a bit more details on the sex next time; this felt a bit glossed over. Hope you post more soon.

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