To me it's crosses that line and feelings get involved. I fell madly deeply in love with mine.. She was a young nanny that I paid and after she left me I was so depressed I was looking for a bridge to jump from

That's why I don't recommend because it can get too personal

ix years ago I had a long-term relationship with a young lady.  I spent every birthday with her for four or five years.  We traveled together quite a lot, usually two weeks every year: Albuquerque, The Canyon, Durango, Moab, etc.  We went everywhere.  Her first birthday was at the Auberge du Sedona, where I had the staff prepare Baked Alaska with M&M printed with her name.  I treated her like a girlfriend.
   
When she visited town, I might drop by to take her to lunch or dinner between clients, for which I did not pay.  But sex always demanded a payment.

The one rule we sort of developed was that money need not be exchanged just for spending time together.  She felt safe with me, and I was happy to help.  I felt that I was getting “free time” with her for helping her.   But money was always exchanged when sex was involved.  I never asked for it free, and she never offered.  To us, spending time together was “friendship”, but sex was business.  I paid her for all our trip together since sex was involved.

Anyway it worked for several years until she got engaged to a client.  I remember her saying the he wanted to get engaged and to have free sex from her.  I thought maybe he’s just doing it for the “freebies.”

The other type of sugar daddy that I know of is “For X bucks per month, you get as much sex as you want.”

Who knows if it is possible, but mine was successful for five years.  As long as you strictly segregate the friendship and the business, well maybe

I meet a provider 6 years ago at a famous brothel, she left a couples months after I first saw her there. We stayed in touch and 4 months later we spent 4 days together at her place in Vegas for a very reasonable fee. 6 months later I flew her to the east coast for 4 days for the same set fee. After that visit I would just deposit a monthly fee in her bank account and when we got together I would pay only for meals and fun things we did. It was great while it lasted, someone else stole her heart and she married him. We still stay in touch but no sex.

END OF MESSAGE

I've had a couple of informal arrangements that were exactly like what Will describes, but for much shorter periods.  But the principle is the same and I think it's a good one -- pay for play, but not just spending time, however enjoyable.  But the latter could include meals, social events like concerts, sightseeing, etc.  The principle worked, and having that kind of mutual understanding avoided awkwardness and helped to prolong the relationships to their logical conclusion, which eventually came about.

I've been in an "arrangement" for the past 3 years, so I'll chime in.  It started out as a short-term thing.  I had seen her a couple of times and was really into her.  She needed some quick cash for something so I offered to pay in advance for a few sessions.  I know this sounds like a typical scam but I trusted her and it turned out fine.  We ended up extending the arrangement month after month and it evolved over time.  

The way we do it now is that I give her a monthly stipend plus a tip when we get together, which is usually 2 or 3 times a week.  This way she has a steady base income plus an incentive to see me frequently.  It's not exclusive, but I get priority.  Overall it's been wonderful.  Here are some pros and cons ...

Cons:
- I don't have time/money to spend time with all the other fabulous providers I see on TER.  What can I say, I'm greedy.
- Emotional involvement -- I've had some trouble with keeping myself in check emotionally.  It starts to feel pretty real, but that's not in the cards for us.  But we've talked about it and I've pretty much learned to enjoy what we have and not push for more.  Limiting our social time has helped with that.

Pros:
- It's perfectly legal AFAICT.
- It's incredibly convenient.  
- The sex is amazing You get to know each other pretty well.  It's very comfortable and we can explore all kinds of fun stuff together.  

Overall I'd say it's a great thing to try if you are interested and have good chemistry with somebody.  Just be very clear about your expectations and limits and be ready for some emotional bumps along the way

was it a sudden event?

-- Modified on 2/21/2016 8:59:36 AM

the hardest thing to overcome. i.e. seeing someone every 3 months is not the same as every few days.

I'm curious with this arrangement if after a year you start to have arguments like any other relationship?