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Dating WGs….

Dating WGs….
J

jpy.oung

Enthusiast
Wolf
Mar 31, 2025
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This was a fun topic on the other forum several years ago… wondering what experiences people have had?

Personally I’ve casually dated girls that worked doing SM, never really lasts and inevitably things always fizzle out after a while and before I know it, I’m back to punting.. haha
 
I've dated about a handful of SWs and only one SM over the last couple years. It's been fun, and the sex is great. It can be highly inconsistent, and come with dramas. You never get exclusivity, and often a boyfriend finds the correspondence and all hell can break loose. You're in trouble too if you get emotionally attached (this happened to me once) so I learnt from that experience, and no longer get attached emotionally and place no expectations on any planned encounter. I'm not paying for it (aside for drinks etc which is what you'd do when dating) so I just enjoy the thrill when it arises. I often get messaged first, so when that happens it's pretty much guaranteed I'll get some action if I'm available.
 
A$$man said:
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Bro you are so full of shit... This Assman persona you portray on here is just trolling. Just to be clear... You are so good in bed, SWers that you paid in the past, hit you up after to fuck for free.. Even though they have a boyfriend and fuck strangers for a living...? "i just got off work fucking 3 dudes in a row, what should i do on my day off..... Cheat on my BF with ASSMAN.'' And this happened ''a handful of times''
 
I think @Pete Rocker is an unhappy chappy, was most certainly a bully at school Furthermore he suffers from insecurities due to having been caught masterbating in to a toilet bowl at home by his step-mother with her panties over his head, leaving him constantly distrustful and harboring feelings of inadequacies and sensitivity to those things most out of reach.

I think you should take on the advice of Euripides and fuck off. My time with SWs is not all about sex, but you wouldn't have a clue, and your hostility towards me is childish. Go and project your inadequacy and resent towards that toilet bowl you would constantly blow loads in to instead. 🚽🚾
 
Think this question has been asked before. I have dated two retired working girls. The first one I briefly dated a was in her mid 20s. I found her on tinder and we went on a couple of dates. She didn't tell me she was a sex worker until the second date. Then on the third one she wanted to come back to my place and stay the night. It was her idea. This was back in the day when I was younger and still living at home, and she was really worried about meeting my Dad. Probably because she was scared it might have been one of her customers.

And it was real weird she wanted to spoon me (she wanted to be the big spoon). And she was hesitate to do anything sexual. I started getting blue balls and was literally about to just go ahead and have a wank in bed next to her because I knew I'd be up all night unable to sleep because I was sexually frustrated. She could tell I was pissed off and frustrated so she asked if I wanted to hire the services of (her working girl name) which she was referring to in the third person. I said no and she ended up leaving shortly after. It was fucking weird it was like she couldn't be intimate or have sex without being paid for it. She had a lot of mental health issues and was doing a lot of therapy lol.

Second one was early 30s. She didn't really tell me but I figured it out from her subtle hints. One of which was her confession that she had slept with her ex-boyfriends Dad before she slept with him and he never knew about it. She was kinda fun fucked her a few times and real good in bed was into anal etc. Had a big meaty pussy with roast beef pussy lips which would put a smile on @A$$man's face. I remember she sent me a nude selfie of her standing in front of a mirror and you could clearly see her pussy lips drooping down between her thighs. I broke it off with her because looks wise she wasn't quite what I wanted, and also the working girl thing would have bugged me, so couldn't see it lasting long term. And to be honest probably also her burst kebab pussy, I'm more of a fan of inny pussys myself I wont lie lmao. Found her on Tinder as well.

One thing I learned was that I don't want a relationship with a working girl. It's just not worth it no matter how hot they are. Although both the girls I dated weren't that attractive, they had kind of let themselves go since working in the industry, especially the first one.
 
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JohnnyPunter said:
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I can do late 30s, love a big pussy and anal babe.

First scenario is definitely very weird.

I had a similar situation where the sex was regular in the first few weeks, then it all dried up and sex was non-existent, too much trauma which she revealed more as we got to know each other. Companionship, trust and non-judgements were more what she wanted, and to be honest needed. She was only 20. She never referred to herself in the 3rd, unless we were role playing, but did eventually get to a point where if I wanted sex I'd have to pay for it.
 
Both were no longer working when I was dating them, although the first one said she was thinking about getting back into it again. She told me where worked but I can't remember I think it's closed down. She said that Bruna Ferrari used to work at the same place.

The second one with the giant clam never told me where she worked lol. She was definitely skilled in bed and knew how to push my buttons. After one round she would give me several minutes to recover and then start gently stroking my thigh slowly working towards my member getting me excited again so she can have another round of getting pounded lol. There are definitely upsides to dating a working girl.

I don't think many working girls land on their feet after leaving the industry. The second one seemed to have though. But I guess a lot of women are damaged whether they were sex workers or not, I've dated a couple that were rape "survivors". But I don't think I will go into details about them LOL.
 
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