So I came across a profile on SA and I am 100% I know her in real life. I'm not close with her; we would would say hi if we ran into each other and swap a Whatsapp message once in a while. We had met as she was a friend of a friend or something like that. She is quite attractive, but not in the 'fuck it let's risk it all' range. (Is anyone though?)

Anyways, would you approach her for an arrangement? And if yes, how would you do it?

We don't have that many mutual friends but who's to say she can't add my SO on social media and message her if something goes wrong? Now, from what I know about her I'd say this is quite unlikely but there's always that small chance it could happen. That's why I'm probably not going to do anything about it.

So why did I bother making this thread? Well, we bumped into each other and will be catching up for coffee soon...

If there's a sly way bring it up I'd be very curious to hear about it. B

If you have an SO and mutual friends.. thats playing with fire Maybe you can bring up thinking about using SA, and asks what she thinks lol

There's definitely a thrill with a SB you know in your daily life but that's too risky for me personally.

If you were both single then I don't think it's a big deal but not if she knows you have a gf/wife.

Do let us know how this works out and if you bring it up when you go for coffee... Very interesting.

Not exactly the same but we became friends.

Found one on tagged who was attractive, got onto her through an asshole who treated women very badly but he struck out on her. That got my attention. Ended up hanging out with her and she was very upfront about wanting partners who could treat her with what she felt she was worth. I was also upfront about the fact that I was not about that but enjoyed hanging out and building a friendship or something. She was fine with that, especially knowing that I wasn't interested in being exclusive.

The stage was set. We hung out at a movie, I asked her back with me, she said 'fuck it' and came back. Got all hot and heavy. Lasted casually for about 6 months. I paid when we went out to dinner and other small things but never got into her world. She used me to get back at a guy who was messing her around who she actually liked and was interested in a relationship with. I didn't mind it at all. We drifted apart when I started a long term relationship.

2 hottest moments.
She was house sitting a beautiful apartment and invited me over for dinner followed by a bath and a shit-load of teaching.
We went out to a club and we were both flirting looking for someone interested in a 3some. Didn't manage it but we did go back to my place and fuck like rabbits while her 'ex' kept trying to tempt her over and she said she wasn't interested because she was happier riding me.. lol. Great esteem boost.

I think she liked being able to talk about what the guy was thinking with someone else who wasn't her guy at the time. Would i do it again? sure. But even without the money requirement, it took a stack of energy to rise to her level. Very much an emotional minefield.

Looks like the OP is the answer to that question. To quote an old TV show, "Danger Will Robinson!"

Knowing what I know, it's gonna hard to resist pushing the envelope at coffee. It's fun to imagine ways of bringing it up, like your way/Oscar's way or maybe if I 'accidentally' called her by her SB name , but in reality it's a little bold for my tastes.

All the comments seem to be 'no' so far, but I actually can't see the poll. Can a mod tell me why? I can't see results until I vote, but I'm not allowed to vote in my own poll.

i havent been able to vote. it keeps giving me an error

I've always thought about how dangerous or exciting it might be, if you called a girl to come to your hotel and realize you actually knew her IRL... But I guess on the flip side, many of these girls are quite private and they probably also run the risk of showing up and knowing the guy... So it really depends on who has more to lose or if both are adults and can keep their mouth shut, it may work... either way, too risky for me..

Good quote from a bad movie: "You gotta ask yourself. Is the juice worth the squeeze?"

I'd say that it depends on a number of things and what you think you can get out of it.
1. How dedicated are you to your SO. How much would you care if she tells your SO
2. How f*ckable is she? If she ranks high on that, you can always save her ad, and lord it over her so you can f*ck her whenever/however you want, or otherwise you tell her friends.
3. How likeable is she? Maybe your next SO... she knows what a horndog you are, and she doesn't have to worry about her past catching up with her.
4. How much of a deviant are you? Don't let her know you know, but drop hints at gatherings and watch her squirm.

If 1 is high on your list, then I'd say it's not worth the risk. Otherwise, MUWHAHAHAHHAHA. lol

(edit: if I wasn't entirely clear... I AM JUST BEING FACETIOUS. don't be an *sshole. lol)

~UD

[ Last edited by  UncleDad at 16-9-2020 22:47 ]

I'm really torn on this.
My first thought was that it was too dangerous.
But now I'm really hoping for a good crash and burn story.
But then, if your SO is a decent person, I"m not sure I want the story at her expense.

If you arent in any other relationship, why not do the ol fashioned thing and just pick her up and take it from there?  From what I understand, dating and short term sexual partnerships ARE still permitted.

Besides, you can save money now; in the full knowledge that if it progresses, infive or ten years she can take everything.

If you're looking for SB, of course consider it. If you know her as acquaintance already, you know her somewhat and can omit the fact she is fake account, only looking to dine, know her personality somewhat, so you know what to expect. But the way you approach it would be key such that you don't spook her or your SO.

I'd say... pretend not to know her and contact her through your Sugar Baby channels as just normal inquiry for SB. Then when you start talking you two will "find out" that you know each other. This way you will keep away from any awkward ice breaking in risk of her running to your SO while being able to control your identity during the inquiry.


Edit: added that if the relationship doesn't work out, you guys have common friends neither of you would be inclined to snitch on each other. Most likely she would be as worried as you about this. Think in her shoes, if she snitched you as SD, she becomes the SB

Hope it turns out well for you! You're in a great position to do this. Lol.

[ Last edited by  minichamp at 17-9-2020 12:30 ]

Sorry, I guess I must have messed up the poll somehow. The comments are a near unanimous 'No too risky' anyway, so thanks for all your input here and over PMs, gents.

So a little more background... Yes, I do have an SO and don't have any plans to be single. Being here talking about this secret hobby is risky enough as it is. This is why as amazing as a long term arrangement with a SB/FWB sounds, the discretion of one offs is much preferred to me. Now for the SB in question, again we aren't all that close at all; a coffee meet up is the first time we've ever been in a one on one kind of setting. Perhaps the only reason we've even kept somewhat in touch is because we had met when we were both single and attracted to each other. I'm not bad looking myself after all ! We no longer run in the same social circles, which makes discretion a possibility, but it would take us both to understand our roles perfectly.

I went into the coffee meet with everyone's advice in mind, telling myself to think with my big head and not the little one. Got there a few minutes after she did and she stood up to give me a hug. She has put on a few COVID pounds though when she pressed her large soft boobs into me, I nearly forgot all your comments, but I managed to regain my senses. Didn't bring up anything SB related, though I did ask about her dating life and she claimed to be single still. From my own snooping, I do know that her SA profile is no longer active, so it's possible she has quit the game or found a long term SD. Or made a less obvious profile.

Shit update right? Maybe not quite.

There was some flirting from both sides during the conversation, and our chat was interrupted by her getting called back into her real job for a meeting. One of the topics we covered was photography, and she said she wants to catch up next week a little more at my office so I can give her some tips with my camera. Anyway, one of you has pointed out over PMs that there are ways I can bring up her being on SA while maintaining complete innocence and I'm very tempted to use that method, but I'll play it by ear for now.