I shop at this designer lingerie store in South Tampa buying gifts for my dates.    In the last three months they have this amazon of a lady, she is almost 6'3" with blonde hair but almost a flat chest may be a smaller B or even A.    She is but muscular and for height she has long legs.     We exchanged phone numbers couple of weeks back and I texted her my interest.     She is not in to it and does not want to escort but said she has a 'date drought' because of her size and build but some $ help would be welcome.     I passed on my SD/SB interest.    She texted me back a week later with an offer.     She lives in a studio apartment near Tampa General and if I can pay her monthly rent, I can bang her every weekend.     The $ is not much and matches what average escorts charge per hour times 4 or 5 weekends.    I am 6'5" and with high heels she is an inch above me.     I agreed to give her a try for a month.    

I would think most gals might get really offended at any inference of sex for money, but then again I'm of an older generation, so what do I know

What you are doing is not that uncommon, it's just very few TER members have any idea how to "live off the land" anymore. It seems to be a religion around here that if she doesn't have a web site, a P 411 ad, or reviews she becomes unfuckable.  

I help out a woman with her honey do list then it's off to the bedroom.

Sounds like she has a great guy around her.

With the barista at my local Starbucks, but some Doctor gave her a better offer. I'll keep trying.

It never hurts to try, works or not.

Well I had my first tryst with the amazon lady and boy she sure is starved of sex.    She had me stay overnight with her and we had it 3 times by 4am in the morning.    I still keep thinking how long can this last.    For now having fun.

Can I ask how the arrangement came about?  Was it someone you knew beforehand or did you reply to a craigslist ad, for example, of someone wanting help?

I am a regular at Starbucks but they seem to have constant turnover of baristas.    However, I have hooked up with a few real cuties at Hooters, Wing House and Maragirtaville in Orlando.    Not a regular thing but couple of dates.    It was not easy but I stay persistent and give the thing lot of time before giving up.

Pay for play with the Hooters, etc....girls?

Since discovering Hobbying and Sugar Dating I've given up on "living off the land" as Gambler so eloquently puts it!  I'm impressed.

GaGambler,

Haven't you ever gotten laid with out offering money in exchange for sex?