[MF] former coworker wants me to have sex with her…with some interesting conditions [UPDATE 3]

[Previously](https://www.reddit.com/r/gonewildstories/comments/kvkpnj/mf_former_coworker_wants_me_to_have_sex_with/?utm_source=share&utm_medium=web2x&context=3)

It’s been awhile since I updated, sorry. Work and life happened. I mentioned the rules were getting loosened up, and indeed they were! Unfortunately we were all busy so not much happened until last week. We’d chatted a bit in the weeks after the first meetup but I’ll transcribe some of our convos from just last week.

Cass: Hey! What are you up to this weekend?

Me: Nothing much. You lookin to hang out?

Cass: Haha maybe?

Cass: We enjoyed having you over last time?

Me: Did you now? I enjoyed it too.?

Cass: Haha ok Mr. cool. Why don’t you talk to Nick and see what you can arrange?

Me: I think I will.

​

Me: Hey man sounds like y’all want to hang out this weekend?

Nick: Yeah. Cass says she’s excited to feel you again

Me: That’s good to hear. I’d be glad to feel her again.

Nick: Since your tests came back clean, you ready to fuck her bareback?

(forgot to mention we discussed getting STI screens earlier)

Me: Oh hell yeah. She was so fucking wet

Nick: She wants to blow you too

Nick: And have you go down on her

Me: That sounds great. Sounds like the rules are different this time.

Nick: Yep. Here they are:

Nick: 1. You won’t speak once you’re in the apartment

Nick: 2. You won’t remove any of her clothes

Nick: 3. No condom needed but you must finish in her mouth.

Nick: 4. No excessive roughness. No anal.

Nick: Sound good?

Me: So anything else goes?

Nick: Yeah pretty much. Nothing too crazy tho. Same deal as last time, you leave as soon as you’re done.

Me: Okay. Looking forward to it.

Nick: She’ll be ready for you.

​

We talked about logistics but I’ll just skip to when I arrived at their place. Same deal as last time, Nick let me in and had me wait in the living room while he checked in the bedroom. Then he brought me in.

Cass was sitting on the edge of the bed. I could actually see her face this time, though her eyes were covered with a mask (like a sleeping mask style). She had her hair in a ponytail and bright red lipstick on. She had on lacy black bra and panties. Nick told me to take a seat and gestured next to her while he took his seat at the side of the room.

I sat down and looked over to admire Cass. She reached over immediately, feeling for my leg. Her nails were painted to match the lipstick, and I watched her hand as she felt for my crotch. I started getting hard and before I knew it she had moved to kneel on the floor and began taking my pants off. It was kinda fun to watch her blindly fumble but she did alright and I got harder and harder the whole time. Before I knew it she had her hand wrapped around my shaft and had my tip in her mouth.

I put my hand on her head and guided her tempo. She was good, really going for it. She knew how to keep my shaft wet and not overstimulate the tip. This was the type of blowjob I could easily cum from. No way was I letting that happen yet though, so I pulled her off me and guided her onto the bed, pausing to take my shirt off.

She had soaked through her panties already, maybe even before I got there. I lied down next to her as I teased her inner thigh. I kissed her neck a bit because I wasn’t sure if she wanted on the lips, but she shifted so we were making out. She pulled my hand onto her pussy, making it clear there was no need for more foreplay. I stuck my hand under the panties and played with her clit, but she quickly got frustrated and pulled her panties off. I thought to myself that I wasn’t technically breaking the rules since she had taken them off. I can’t be sure, but I think she meant to throw them in Nick’s direction.

I played with her clit a bit more, she was so soaking wet. She pushed my head down and I got the hint, kissing down her body. I kissed around her pussy while I pushed my fingers inside her. I got into a rhythm pretty quick of pushing on her gspot and sucking on her clit that she seemed to like. I reached up with my other hand and fondled her tits. She squirmed a bit and took her bra off and I pinched her nipple while she squeezed her other boob. I was loving having my mouth on her and feeling her squirm. After a few minutes she tensed up and shook, gripping my head between her thighs before pulling me up.

I kissed up her body, pausing at her excellent tits to suck on her nipples and fondle her. She put a hand on the back of my head and pushed me into her. Still holding her boob I moved to kissing her lips, her pussy juice still on my lips. We kissed furiously as I squeezed her tits and soon enough she was reaching for my cock. I’d gotten a little soft while focusing on her but her stroking me got me at full hardness pretty quick. She kinda moved my dick in a downward direction and I got the hint.

I pulled away from her mouth and moved back down to put my mouth on her pussy once more, making sure she was wet. I gave a her a quick teasing suck on her clit and moved up and positioned my tip at her pussy. I rubbed in around her wet lips before pushing in. As before it took a few thrusts to get all the way in, but we both sighed in pleasure when it did. We fucked in missionary for awhile and kissed a bit. I was going slow and hard, listening to her exhale upon each thrust.

That blowjob had nearly done me in, and I could feel myself getting close. I stopped a bit and turned her over for doggy. I slipped back in easily. I pounded her from the back for a bit and spanked her, hard like before. She was definitely into it and moaned every time. This was a huge turn on and I could feel myself getting close again so I pulled out and turned her over so her ass was on the edge of the bed and I could fuck her face to face. I held her leg up and thrust in slowly, thinking about what it’d be like to cum inside her. I knew it was no use and I had to cum soon, but I remembered the rules.

I pulled out and kinda pulled her onto the floor and guided her hand onto my dick. She knew what was up and started blowing me full force, stroking me steadily. I could feel it building and squeezed her shoulder hoping she’d get the hint before exploding in her mouth. She kept stroking until I had nothing left to give and swallowed it all.

She pulled her mouth off my dick and sat on the floor out of breath. She looked so damn pretty. I looked up at Nick and gathered my clothes. He led me to the door and said he’d see me next time and that was that.

Source: reddit.com/r/gonewildstories/comments/l96dif/mf_former_coworker_wants_me_to_have_sex_with