Relationship with an Ex Freelance

[BillyBonke]

Hi everyone,
Here is a story of how i get into a relationship with an Ex Freelance who and is in a dilemma of what to do.

Brief intro :
I am in my late 40s, Tall, a bit tummy and average looking man. According to the latest CNA survey. I am of median household income because my wife work but she does not contribute to anything at all.

Have been chionging freelance for ~20 years. Initially book only once in a bluemoon. Then become more frequent (like once a week)

My wife is from a foreign country. I know when working oversea. Even after married i still crave for booking for freelance because somehow i still miss the excitement of meeting new pretty young girl and getting laid.

I have 2 kids and both is around teenagers. They are quite independent. Wife is a good mother to the children and take care of the family well. Only problem is her family back home who always need support in term of money to solve their personnel problems.

My wife's family member and in-law most have story of infidelity. Some become forgive and forget and some ended in separation. Well i think my wife is not the forgiving kind.

[Huer]

Originally Posted by BillyBonke

Hi everyone,
Here is a story of how i get into a relationship with an Ex Freelance who and is in a dilemma of what to do.

First and foremost, are you and ex fl at the free fuck stage ?

[Laolucas]

Please carry on your story as you have not mentioned how did you meet the ex-freelance (local or foreigner), the journey to your present day and the complications that you are facing.

Do include all the hot and interesting parts of all the bros here.... heeee

Thank you!

[BillyBonke]

Sorry due to this account is new. All post need to be approved by moderator. So even if i posted an update it will not appear immediately.

Maybe you guys can help give me some power up so they allow me to post reply sooner

[BillyBonke]

Originally Posted by Huer

First and foremost, are you and ex fl at the free fuck stage ?

I would not call it a free fuck stage. Currently she is back in thailand and attending school again. As of now i am supporting her with very little money i can spare. I ask her what is the status of our relationship and she said she is my mistress and she does not mind.

I have manage to find ways to travel to Thailand to visit her soon for holiday. So ever since i last booked her. I haven't fuck her once without booking.

[BillyBonke]

Last year, I had the chance to meet a freelance girl (Name : Gin) who was the most attractive among all the ones I had encountered. Based on my experience, she seemed to have just started working in this line, as her body was still fresh and untouched in many ways. She was stunningly beautiful and knew exactly how to turn a man on. Her natural assets were breathtaking—proudly hanging D-cup breasts that bounced as she walked naked around the apartment. She had a slightly meaty build, but her overall package was simply irresistible. She was the kind of woman who would turn heads wherever she went.

I rarely return to the same freelance girl, and I have never developed any lingering feelings after a session. However, something about her made me go back again. On my second visit, I got her contact details, and we started exchanging messages. I confessed that I had feelings for her but also told her that I was married. I explained that I couldn’t afford to "bao" (keep) her as a mistress because I wasn’t rich enough. Instead, I hoped that once she had earned enough for her school fees and living expenses, she would leave this line of work.

Gin managed to extend her stay in Singapore, and I saw her regularly, never growing tired of making love to her. I would meet her almost twice a week. However, due to an urgent matter, she had to return to Thailand. Unfortunately, immigration issues later prevented her from coming back to Singapore. Her agent then suggested that she work as a freelance escort in Hong Kong or Malaysia instead.

Through my conversations with Gin, I uncovered an ugly truth—the freelance stable owners in Singapore were making an excessive amount of money from these women. Based on my analysis, their strategy was to limit the girls' earnings, forcing them to continue working to reach their financial goals. It was completely unfair. If the earnings had been split 50/50 from the start, Gin could have easily covered her living expenses for an entire year with just a month of work.

As we continued exchanging messages and video calls, I learned more about Gin’s past and the reasons she had chosen this line of work. She wasn’t in it for luxury or an easy life—she desperately needed money to cover her living expenses, university tuition fees, and her mother’s medical care. I genuinely felt that Gin was a good person who had been pushed into this trade by financial hardship.

I wasn’t sure if my attachment to Gin was driven by lust or real emotions. To test my feelings, I booked another freelance girl. The session was incredible—one of the best I had—but I felt nothing beyond physical satisfaction. With Gin, however, there was something deeper, something I couldn’t quite explain.

Ultimately, I decided to put an end to my days of booking freelancers. Instead of spending my spare cash on these encounters, I chose to support Gin until she completed her university studies. I researched the cost of tuition and living expenses in Bangkok and came up with a rough estimate. When I told Gin about my plan, I made it clear that my only condition was that she must never return to this line of work. She agreed, but to my surprise, she said my estimated amount was far too high—she didn’t need that much. Instead, she requested a sum that was less than half of what I had initially calculated.

[BillyBonke]

As of now, even before meeting Gin, my role in my family has primarily been that of a provider. Emotionally, I feel very little for my wife, and we have been sleeping in separate rooms for years—she sleeps in my daughter's room instead of ours. In many ways, it feels as if we are already separated.

Since Gin knows all about my secret life of seeking out freelancers, I can be completely open with her. I feel comfortable sharing almost everything, and from what I can tell, she has also shared her past with me. As time went on, we grew closer, and she even motivated me to start exercising and update my wardrobe to look younger. I had hoped that she might eventually settle down in Singapore, but it seems she no longer wants to return.

For now, my plan is to travel to Thailand frequently to spend time with her while keeping it hidden from my wife. It’s not easy, especially during festive seasons, but I will find a way to make it work.

[BillyBonke]

Honestly, I don’t mind her past at all. What truly matters to me is building a future with her. Likewise, she doesn’t judge me for having been with so many women over the years.

However, being realistic, if she were to come to Singapore and we attended a party at a friend’s place, there’s always a risk that someone might recognize her—or worse, that one of the guest could have been her client before. That would be an incredibly awkward situation. This dilemma is difficult to navigate. Do you have any advice? How can she and me tactfully handle this situation?

[BillyBonke]

Originally Posted by Laolucas

Please carry on your story as you have not mentioned how did you meet the ex-freelance (local or foreigner), the journey to your present day and the complications that you are facing.

Do include all the hot and interesting parts of all the bros here.... heeee

Thank you!

Yes Sex with her is one of the best. On my first booking with her. She does not offer RAW at all on her service offered and she keep asking me to use a condom. However after much teasing and due to her inexperience she eventually allow me to RAW her. I respect her and did not cum inside.

After that session every time we do raw and when she knew its her safe period she allow me to cum inside her.

I did ask her if she allowed other customer to RAW her also and she admit that there are some other guy. But she only allow me to cum inside her and all the other customer need to use condom or cum outside

So thats that for the sex part with her.

[AndyC888]

Originally Posted by BillyBonke

Hi everyone,
Here is a story of how i get into a relationship with an Ex Freelance who and is in a dilemma of what to do.

Brief intro :
I am in my late 40s, Tall, a bit tummy and average looking man. According to the latest CNA survey. I am of median household income because my wife work but she does not contribute to anything at all.

Have been chionging freelance for ~20 years. Initially book only once in a bluemoon. Then become more frequent (like once a week)

My wife is from a foreign country. I know when working oversea. Even after married i still crave for booking for freelance because somehow i still miss the excitement of meeting new pretty young girl and getting laid.

I have 2 kids and both is around teenagers. They are quite independent. Wife is a good mother to the children and take care of the family well. Only problem is her family back home who always need support in term of money to solve their personnel problems.

My wife's family member and in-law most have story of infidelity. Some become forgive and forget and some ended in separation. Well i think my wife is not the forgiving kind.

Plz continue your story bro

[Annoymous]

Originally Posted by BillyBonke

I did ask her if she allowed other customer to RAW her also and she admit that there is one more guy. But she only allow me to cum inside her and all the other customer need to use condom.
r.

1) I can tell you are living comfortably and has this need and ability to provide security for others.

2) It's a bonus that "this other" also provides free F and some interest in you.

3) Do cont if you cont to feel comfortable financially. But i advise you not to commit too emotionally.

4) You should know that eventually she will find a BF, get married and move on. For all you know, she already has a bf now.

5) WARNING too. When she said one, do you 100% trust her? Even if it's one, the risk of sex diseases is already SUPER high. If you feel anything at all for your wife, or even children i advise you to stop doing this.

[loner]

Mistress is always the best soul mate and sex partner that can fulfill all your lust. Do remember that also part of her job when she 1st met you wanting you to go back.

Just have your fun and enjoy the sex but do not get too emotional attach as ultimately you do have a family.

[Bigbluebird]

You're a player all the way till your death bed, forever seeking thrill and eating outside, with the assurance of stability at home as long as you are not caught.

What do you seek from us? Compassion? Understanding? Assurance from us fellow Samsters?

[corsiar74]

I had a similar experience with my FWB too, she's a Thai with a baby girl at 4 yo.

Got to know her from TF and had been visited her for twice. I do give her some money during meet up, she's NOT a FL and she's working in a restaurant.

She also let me RAW her during our 2nd day sex, first day was with condom.

This is what she wrote to me:
I have emergency contraception and I protect myself well. I have never let anyone cum inside me that is not my boyfriend. You are the first.

Read it with a pinch of salt.

[titan]

actually what's the point of having her as a mistress? money too much? talk to your wife about the separating rooms, your daughter is teenager now and needs her freedom. tell her that u need her more than the kids