Chicago

Who was your first?
Will Munny 12 Reviews 3240 reads
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It occurred to me today that I'm celebrating my 20th year as a hobbyist.  My first appointment was with Christine in Schaumburg.  A beautiful woman inside and out.  Charming, intelligent, and a great conversationalist with a well-toned body and a wonderful set of fake breasts.  if anyone knows what she's up to now, please let me know.  I'm not looking for any personal or private information, I'd just like to know how she's doing.

Who was your first appointment with?

is one I like to forget.  Bad Experience!   My first great experience was Sage over 14 years

My first experience was with a Dancer from a gentlemen's club. I saw her a few times at the club first and she was good. I don't remember who made the move but we planned to meet at a hotel. She was a great experience for the first time. Her theme music at the club was "Running With The Devil". I did  exactly that and was hooked. Don't remember her name but it was 15 year ago. She got me hooked. "Running With The Devil"

Bebedoll. 15+ years ago a green, nervous newbie walked into a suburban hotel room and was attacked from behind the door. She nearly killed me but I survived. Somehow.  Was cool to see her at Kwasi’s Halloween M&G. Not surprisingly, she didn’t remember me,  but the experience was forever seared into my brain.

Excellent choice. Shes a total legend and amazing! One of my idols.

Good ole Hailey (My afternoon delete) was my first.  Super hot runners body, great intro!

I still remember my first experience, Monique at ECE - I of course had never had a BBBJ from a PROFESSIONAL, let alone a CBJ.  I can still remember this.

But in terms of truly discovering a provider who helped me break down my inhibitions and discover a new dimension to myself, Heather!  I still miss her.  I hope she has a wonderful life wherever she is.

I've had the gamut of bizarre experiences to mind-blowing ones, in Chicago, other cities/countries, from mass market to extremely high end.  I have found the high end ones, especially if the woman is American, are uniformly disappointing.

My 1st was at a Nevada brothel, way back in 2000 so I've been in this lifestyle for almost 22 yrs now.  She was a petite brunette named Terry at the Chicken Ranch in Pahrump, NV. I also started seeing her when she went indie in Las Vegas a few years later as Angelina Amour.  They say that you can never forget your first and I still think of her from time to time, especially when a thread like this pops up on the board.

Angelina from DC.  Older provider I met because of her chest and reviews.  It was hot outside so was pleasantly surprised when she offered a variety of drinks (I had a beer).  Great bbbj as I was laying on her bed and she was standing next to it.  Came hard and high towards her waiting mouth.  

Love when a girl offers you a cold beer! You can sip the first half while getting to know each other on the couch, then, keep it close by for when you get a little parched while getting some head, or, banging her from behind.

My first was Laney. Wow, what a lady. She became a regular after that.

Rochelle in Schaumburg.  Probably 10 years ago.  Looked similar to Mary Louise Parker.  Still vividly remember walking into her candlelit incall realizing I had hit the jackpot.  Great woman.  Got me hooked.

My first was Cindy Spice in Vegas......she had the first real web presence in Vegas so I took the plunge and was a great decision

Saw her as well. She was amazing!!

Kennedy Caillouette.
Made me feel very comfortable even though I was super nervous.

Alyssa Tantra ... she just went by Alyssa at Secretly Yours

I forget her name, but it was a really great experience. It was my first time ever visiting Greece as well as DP (she was vigorously using a toy at the same time). I think the session probably ran over by about 30 minutes or so.

tevya103 reads

The lovely, buxom, redheaded Madeline Kennedy (aka Call Me Madie).  Exactly 15 years ago this month.  What a babe.

Technically not an escort, but still P4P.  No idea her name but lost my virginity at 23 in a seedy strip club in Cicero IL in a room full of strangers.  Chubby blonde MILF stripper asked me if I wanted to go in back and have sex for $50.  There was a room with 20 guys and girls sitting in folding chairs.  Some were getting blown right there, others were waiting to use one of the rooms in the back.  She asked if here was okay and (being totally nervous and no idea what protocol was) said sure.  On went condom. 60 seconds of blow and 2 minutes of fucking with me seated and it was done.  Crazy way to begin this hobby.

Amanda Erotica. I move out of state, but still think of her. Would love to see her when I visit Chicago, but believe she’s moved on.

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