Ever hired an Escort? What happend?

As drunkenly detailed elsewhere on here I did hire an “escort” recently for the first time. Having been in a sexless marriage (apart from the odd handjob) the last few years I found myself in Barcelona at the weekend and realised I had an opportunity. Having been denied entry to a swingers club I made my way to a strip club. I realised fairly quickly that the club also had ladies for hire. I started with a private dance with two busty South Americans who kept pressuring me to hire a room, tempted by the idea of a threesome it was a bit out of my price range. Resigned to having a drink and watching the pole dancer, I had a stream of escorts offering their services, I rejected about three until something about the fourth one made me say yes. Honestly I wish I hadn’t drunk so much, I mean she could have just used up the time but for some reason she made it her mission to get me to cum. I’d say she was mid twenties, gorgeous tits and ass, perfect figure, beautiful dark skin and she smelled amazing. Most of the time we 69’d with her finger up my ass. Turned out she had a very ticklish spot on her hip which had us both laughing. Eventually she sat astride me and just kept stroking me until I came . I can still see her in my minds eye and her scent will stay with me. Having that pussy in my face was just delicious, licking and tasting her. I’ve no regrets and it really made the weekend and it’s something just for me that I can look back on. For a first time trying this I’m glad she was the one I picked. If I’m ever there again I may try for the threesome 😉
 
Used to call an escort service here in my town.
She (Brittany, called her on several occasions) was the 1st to take me in my ass with a dildo.
She charged me double once to take me to a local women’s clothing store to help me crossdress during our date.
She loves to give me an amazing nights. I mainly wanted her to play with my breasts and nipples as I masturbated. She’d call me a sissy, her little sissy boy! I got off so much! It was great.
 
Plenty of stereotypes here, no doubt a product of an American upbringing. In countries where brothels are legal, the prostitutes and escorts are extremely clean and have very high standards of hygiene and healthcare. They are routinely tested for STD's and have regular medical checkups. In America, where prostitution is illegal almost everywhere, you won't find the same high standards.

One of the stereotypes in North America is that men "needing" to hire an escort is a sign of inadequacy because it suggests that they can't otherwise find a sex partner. Meanwhile a man who can find a casual sex partner even if it is through manipulation and dishonesty is a stud. I always found that bizarre - it is ok to manipulate and deceive but not to pay is backwards in my view. The guy willing to manipulate and deceive without regard to the impact on his sex partner is a dickhead. The guy paying is being honest and forthright and engaging in a way that ensures he isn't hurting anyone else.

If someone simply doesn't want a causal sexual encounter because they prefer something more meaningful I totally understand that. But if a casual sexual encounter is what one seeks an escort is a good choice.
 
More times than I can remember, especially back in my hard partying days. Some are better than others obviously, some are just there to make you cum asap, her paid and leave. But I’ve had plenty that really seemed to want to enjoy themselves also. I’ve gotten phone numbers and had the girls come back solo rather than through the escort service which provides a driver and makes sure the girl is ready to go the second your time is up.
There’s something really fun about having a random female show up at your house or hotel at any time with one purpose - let you fuck her..
 
I've experienced several and some of them multiple times. Most of my time in the hobby was spent many years ago and sporadically since then. I'll share two experiences.

On one, and only one occasion, I had a gal come to my home. This was a mistake, and I learned that I would never do that again. The provider had advertised in my town on-line for a long time and had fairly good reviews. The reality however was terrible. She was either drunk or on drugs which made the actual sex both boring and a huge turnoff. But to make matters worse she stole all of my cologne and anything that looked like it could hold pills. While this was a costly lesson for me, I learned from that experience and will never put myself in that situation ever again.

A second experience was with my all-time favorite, I'll call her Casey. Casey had a gorgeous fit body with a pussy that was worldclass and an oversized clit. She rode me perfectly and being balls deep in her was spectacular. I also loved to have her ride my face and loved the feeling of her clit on my tongue. Everything about our time together was amazing from the moment she greeted me at the door looking gorgeous in a beautiful sexy dress until she caressed by shoulders and straighten my tie when I was leaving.

The spectrum is truly wide and diverse as the number of escorts under the sun.
 
I would say when I was 19 and was a virgin til then. I wanted to try something “new” and decided to try a few escorts from Thailand. Majority of them offered the options to go without condom for extra $100 which I would usually opt for. One night, I hired a private escort who also offered the same service but slightly expensive. Her service amazed me the most as she would cuddle with me non stop and her blowjobs were one of the best. When it was time to insert, she asked if I wanted condoms. I kissed her immediately, starting thrusting her deep and replied with a no. I knew I would fall for her person like her, she was so gorgeous. When I was about to cum, I would usually ask where she wanted me to cum, which she would hold me tight in missionary position and asked me to cum deep inside her. I complied. She requested me to hug her while I was cumming, I couldn’t resist it and yet she keep continuing to push my body towards her.

I was only 19 back then and she asked if I wanted children. I didn’t reply a single word to her because I didn’t know what to say. She continued asking if I wanted a son a daughter and again I was too hesitant to reply. We ended off by showering and I cuddled her for the last time. Time passed by so quickly and I tried contacting her to checkup on her but to no avail as I was afraid she might be pregnant with my babies.
 
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