An interesting story to tell

I met my sugar baby on SA. I’m in my 50’s and she’s ten years younger. Nice looking lady, slim and trim, takes very good care of herself, eats healthy, doesn’t do alcohol or drugs, no teen kids, and no drama. Our arrangement is 7 flowers a month and we meet once a week. We travel together for no extra flowers and a great traveling companion. The only time she’s ever asked for extra flowers was on two occasions and she’s appreciative when I’m generous and give her extra flowers.

Here’s where the story gets interesting. When I met her on SA I knew she was an UTR. I had read some of her reviews (about 10) only in the SA section on USA (the last one was in January). I haven’t found any ads of her other than SA (the last time she was on... it was in June). She even uses her personal phone which doesn’t come up on google.

When I first met her, I used my burner phone. Once we made an arrangement, I gave her my personal phone number. We have been hitting it for over a year and a half now and a few days ago I get a text from her on my burner phone. She was wanting to hook up.

At first, I thought she was just messing with me, which would be unusual for her. But she didn’t really know who I was…only someone she had met before. When I realize she didn’t know it was me, I made an appointment with her at a price of course. Now I’m wondering should I meet her in this situation (what a surprise this will be).

I have never talked to her about her hobby because I like the arrangement that I have with her. We have never talked about having an exclusive arrangement because I like to hobby too.

So, my question(S) is:

1. How do you think she will feel when I show up at the door?
2. Will she still expect what we agree to before she knew it was me?
3. Will this be a deal breaker?

Ladies, I would love to hear your answers and comments. Men, feel free to chime in but be nice.
offshoredrilling's Avatar
What could go Wrong ???? go for it/ you need new numbers anyways
Are you gonna be jealous if you know she’s lining up and fucking dudes on her off days for extra money.

If you’re ok and don’t care, y’all need to talk about it and come to an understanding.
RetiredSubmariner's Avatar
What a sweet deal, go for it.

Audrey Astor's Avatar
Well..... not sure what region you are located, but it seems pretty obvious that she is in need. In most areas $700 does not go far, and at the same time it’s the agreement that you two share. I think I would confess that hahaha, it’s you, give her the donation for the time you secured (she’s counting on that income now that you booked). Maybe tell her you’d like to use your time added on to one of your normal liaisons as opposed to time in her work schedule? Good luck, and have fun.
January Maye's Avatar
Skip the games. This is all so secretive and childish. This sounds like a question a teenager would ask about prom.

You like to hobby. You KNEW what she did prior to arranging once a week. An arrangement does not infer an ownership. At 7 a month with traveling and more than likely lacks clock watching, you have an excellent thing going!

Arrangements tend to get more intimate than hobbying. Hopefully you support her and want to see her do well for herself. Quit rubbing your hands together with the "caught ya" mindset. To bring this up is absolutely a dealbreaker. It is shady. So my advice is to go with good intentions and daisies. Have a fantastic time with her. Tell her you were able to assist her a little more this month. Because this is going to be more professional (you chose to open this door), do it 100%. Respect her time. Do not stay any longer than what you know to be her Visitor time frame. And pony up the fiscal responsibility 100%.

She would probably be flattered and grateful. And if it is above your means to do so......let it be a lesson to you and don't do it again.

- January Maye

You like to hobby. You KNEW what she did prior to arranging once a week. An arrangement does not infer an ownership. At 7 a month with traveling and more than likely lacks clock watching, you have an excellent thing going!



- January Maye Originally Posted by January Maye
You absolutely right!

This is the answer I’m looking for. I should be a consenting adult and continue to enjoy my space, time, and experience with this erotic woman. I have decided to cancel my appointment with her and give her a generous gift next month. One day the conversation may come up and we can talk about it then.

There is an old saying where I’m from…IF IT AIN’T BROKE THEN DON’T TRY TO FIX IT.

Thanks everyone for your comments
January Maye's Avatar
You are so very welcome. I hope it al turns out positively for you. Please update on how it it turns out next month. Best of luck to you.

- January Maye
Alyssa XOXO's Avatar
Please let us know how it turned out sweetie and Happy Hobbying to you all! Keep it Fun and all will be well
Chung Tran's Avatar
My question is...

Do you like Pina Coladas?

goodman0422's Avatar
Lol. That's funny CT


I can translate her actions from SB to SD.
She needs more money. She is willing to fuck more to get it, might even want to get fucked more.

You already scheduled. Show up and provide the agreed upon amount. Be advised, she may get mad and not want to play.

Long term: 1) raise her allowance and see her more, 2) continue to see her as you have for the last year and a half and accept the fact she will be fucking another guy, or 3) drop her if you aren't OK w her fucking around.

Also realize they you may not have been the only one she has been seeing the last 18 months.

If I really liked her, I'd go w 1.