Second Date With T May 20, 2008

After waiting for two days, T finally called me this afternoon and wants to take me to dinner tomorrow night.  He wouldn’t tell me where he is taking me, but said I should dress to impress…  him.

I have to admit that I’m already starting to have visions of romantic trips to exotic places and wonderful evenings together.  T really could be the type of sugardaddy that I only need one of – attractive, romantic, and very generous.

On another note, I had a complete blast from the past moment today, as well.  Stephen, my New York attorney, called me this morning wanting to talk to me about “us”, as he put it.  It turns out that business will be bringing him to the area in the next few weeks and he wanted to know if I’d be interested in picking up where we left off 2 years ago.  After some protest and explaining that I had moved on from our relationship, I finally agreed to meet him for drinks next week.  Of course, I will listen to what he has to say and if he sincerely wants to try again, I may give it a shot – of course, a second date this time around may cost him a pair of Prada shoes 😉

Meeting T May 18, 2008

I just got home from a fantastic date. For the sake of privacy, I’ll just call him T on this blog. T is actually the first potential sugar daddy I’ve ever met online and so far, so good. I know most probably won’t go this well, but he definitely made me re-think my opinion of online dating.

He suggested we meet for drinks at the bar at a very nice hotel, so I wanted to make sure to be extra cute and really show off for him. The new dress I bought this morning really looked great and I could tell how much he appreciated the view he got of my legs – the dress is barely past mid thigh on me. He was in jeans and a jacket, but I could easily recognize his watch. One of the first things I look at is a man’s watch and shoes – some things can be faked, but a gold Patek Phillipe can’t.

We settled into a booth together and he ordered champagne for both of us. We sat for about 45 minutes and talked about his business, travels, and the typical things you talk about on a first date. After our drinks, we got up to take a short walk and talked some more – planning a second date, what sort of arrangement would work for both of us.

I normally don’t sleep with a man on the first date and today was no exception. However, the real reason we didn’t is because he had to get home to his wife for dinner. Seriously, he completely swept me off my feet from the moment we started talking to the moment we parted with a soft, lingering kiss.

I’ll meet him for dinnner and shopping later this week. If all goes well, we’ll set something regular up. Either way, I’m always going to have a backup plan.

Kisses,
AllieSB

Getting Ready for My Date

I’m sure there are a lot of people who think that the life of a sugarbaby is nothing but dining, diamonds, and luxury. In a way, you’re right… Of course, that doesn’t take into account the amount of time and effort getting ready to dazzle a potential new sugar daddy or to keep the attention of an existing sugar daddy.

I spent the entire morning getting a manicure, pedicure, and shopping. I found the perfect dress (a very sexy green bubble dress that will really show off my legs) for an afternoon cocktail date, but couldn’t find any shoes… Fortunately, I have a pair of gold strappy sandals that will work. Will my date be dazzled or will I not live up to his expectations? These are the things that I worry about when meeting a new sugar daddy for the first time.

All in all, I’ll spend probably 5 hours getting ready for a 1 or 2 hour date… Being a wealthy man’s Barbie doll is hard work.

Kisses,
AllieSB