[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

[MF] former coworker wants me to have sex with her…with some interesting conditions [UPDATE 2]

[Previously](https://www.reddit.com/r/gonewildstories/comments/ku68ug/mf_former_coworker_wants_me_to_have_sex_with/?utm_source=share&utm_medium=web2x&context=3)

Well, I did it. We didn’t really have much contact after the texting conversations, besides a few clarifying things and logistics. Saturday Cass said she couldn’t wait to have me over, Nick goaded me into telling him I was hard thinking about Cass. And then I was headed over to their place.

I texted Nick to let me into their building and he came down to the entrance and greeted me. We didn’t say much but as soon as the elevator doors closed we had this exchange:

Nick: You gonna give her a good fucking?

Me: I’ll..do what I can.

Nick: She’s super fucking wet right now.

Me: …Good.

Then he led me into the apartment and asked if I was ready. Remembering the rules, I nodded. I hadn’t even seen Cass and I was hard. It was like double the nervousness of a first time. He told me to wait there and he went off into the bedroom, down the hallway. I looked around their apartment and saw the spot they zoomed me from.

[MF] former coworker wants me to have sex with her…with some interesting conditions [UPDATE 1]

[Here’s the first post.](https://www.reddit.com/r/gonewildstories/comments/ktkdnj/mf_former_coworker_wants_me_to_have_sex_with/?utm_source=share&utm_medium=web2x&context=3)

For the sake of having names I’ll call my old coworker Cass and her husband Nick.

A couple (agonizing) days after the zoom call Cass texted me. I’m just gonna transcribe the convo:

Cass: Okay so you think you’re still interested in our proposition? We didn’t mean to put you on the spot. Totally cool if you’re not into it.

Me: I’m still interested. Pretty intriguing proposition. Definitely was not expecting that

Cass: Haha I guess we just figured we had to go for it. Just glad you don’t think we’re degenerates

Me: I never said that. Do prim and proper people flash their friends on zoom?

Cass: Lol okayy. Thought that might’ve helped convince you ?

Me: It might’ve.

Cass: Well if so I’m glad.

Cass: You ready to go over some details?

Me: Sure yeah. Very interested to see how this works

Cass: Okay so

Cass: This is something new for us.

Cass: We’d like to invite you over soon for a “trial run” basically and just see how we feel about it after and go from there.

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

So I get a text last week from a girl I used to work with a few years back. We were pretty close work friends, hung out a couple times outside of work, got drinks with the coworkers pretty often. But when she left for a different job we drifted pretty fast, you know how it goes. There wasn’t anything romantic or anything, she had a boyfriend the whole time I knew her (they got engaged just before she left), but we got along nicely.

I hadn’t talked to her in at least a year when she texted last weekend asking to catch up and do zoom coffee. This sounded nice to me, I did want to catch up. I’ve actually had a lot of these zoom catch-ups with people I haven’t seen in awhile during the pandemic, so I figured this was another one of those. Wrong!

We talked about the usual things old friends would, stuff at work, how the pandemic has been, relationships. She said a little about their wedding and I joked about being single. Normal coffee talk. She seemed to be in a good place and thriving and I told her as much. The conversation dwindled and I thought we were about to hang up when she brought her husband on to say hi.