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[F4M] Dipping my toes into a cuckold relationship
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Author Summary
tinynisha is a female looking for a male
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Hey DPP!

I'd like to start a long term roleplay with elements of cheating and cuckoldry. I have never attempted anything like this, so it might be a little awkward in the beginning. For the roleplay, I would need you to play both men.

I would like this roleplay to be set in a law firm where I'm a senior partner and you're the new intern. Usually, we have more interns but with a struggling firm, we only had the budget for you. Most of the floor is filled with old men and women, leaving you very little to talk to. Even I'm much older than you, 30-40. But it does allow for a little more relatabilty. A few weeks go by and our friendship deepens. From office talk to discussing weekend plans, minor flirting and more. Eventually, we're basically a work couple. Eventually, you ask me out and after a laugh, I realise you're serious. Taking pity, I tentatively accept, but am definitely conflicted.

My partner definitely knows all about you, but he's not intimidated, especially by some young upstart. After talking it out with him, he actually encourages me to go and just have a good time. There were present boundaries that turned this date into a mere dinner with a friend. Still, while getting ready for dinner I had butterflies in my stomach. I planned for nothing to happen but still, my body was freshly shaved, leaving no hair from the neck down. Under my form fitting dress, a set of lacy black lingerie and black stockings. The plan was to have dinner with you and then spend a sensuous night with my husband. But ofcourse, that's not how it's going to end.


That's roughly the idea. I'd like you to play a law student doing their co-op at my firm and eventually we end up sexually engaged. In the beginning, I'd like it to be hidden, working late at the office, going on business trips, sexting, but ofcourse we get up getting caught after months of suspicion. I would prefer if you aren't a super attractive male. I prefer normal or even ugly guys with normal or overweight bodies. Muscular bodies are definitely a no go. Also, I heavily prefer roleplaying on discord, not a fan of PMs or chat.

Please send me a little bit about why you liked the prompt or what you liked in it. I love discussing little naughty details before getting into the roleplay. Lastly, please put a little effort into your initial message with any ideas you have, kinks, limits and the such.

Look forward to hearing from you!

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Profile updated: 1 week ago
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a female
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a male
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Posted
2 years ago