It was like loosing my virginity.
I remember my first session in great detail.
Yes, I was a little nervous, but once the formalities were out of the way, it was great.

... every time is the first time.  That's the big appeal for me.  With few exceptions, every encounter is a first encounter.  Virginity is best served on a per person basis.

Was with a streetwalker in downtown Boston.  I was nervous about getting busted of course so I drove around the block about twenty times watching this really cute red-haired chick as she watched me drive by! Finally, I was harder and hornier than I was scared and I pulled over...

She took me "around the world" in fifteen minutes during our brief romp in my Ford Thunderbird while we were parked in an alley at 3am...

I dropped her off on the corner that I found her on and never saw her again even though I went back looking for more the next night! This was about 20 years ago.

...was with a man I had met via Craigslist (yeah, yeah, I know -- but I didn't know any better then).  He is actually the man who introduced me to TER.  A friend of his was convinced that I was a sting; in turn, I was convinced that he was an undercover.

But I went and met him anyway, in this total dive hotel in town.  He was such a sweetheart.  Before anything happened, we took a shower together, as he had just gotten out of work.  He gently and lovingly soaped up my body and shampooed my hair, and I, in turn, did the same to him.  I was amazed that this man could be paying me for my time, and still be so driven to please ME.  After he had taken care of me, I pleased him very enthusiastically with my mouth... of course, just as I was about to ride him, he exploded in my mouth.  Oops!  Bad timing on my part, I think... when I am pleasing a man or woman with my mouth, I tend to get lost in what I am doing because I absolutely love it.

I am still very fond of him, and we were seeing each other regularly - but he is now trying to stay out of the hobby out of loyalty to his wife, and I respect that.

Let me say this: I thought that after my first time, I would feel dirty or ashamed (exactly what I feared before choosing to give away my virginity, too), or that perhaps I had less worth as a person.  I was surprised when that didn't happen -- that I just felt really good about the entire thing.  This business has truly been a blessing to me.  It has allowed me to spend so much more time with my family, it allows me to do my favorite thing (make people come) for a living, and it has helped me to hone my skill as a sensualist.

Good question as I am approaching my one year anniversary. My first time I was hired to be an erotic model for someone.  He was referred by a friend, so I wasn't concerned for safety. But I was very nervous. Especially knowing there would be more eroticism than photography.  lol  I laugh at how naive I was.  He paid the same for an entire day, with me travelling 2 hours each way, that I now get for a two hour appt.  Boy, did he have good timing.    

My first "real" appointment was from an ad I answered on CL for an overnight appointment.  (Hey, I said I was naive!) Luckily the gentlemen was also new to the hobby, so I was able to relax fairly quickly.  How amazed I was to find that this profession was nothing like I expected.  I didn't feel dirty or cheap.  I didn't feel used.  I felt like I was able to offer him the companionship and intimacy that he was lacking.  Thus, my niche was found.

Kari~

-- Modified on 10/29/2008 6:20:40 AM

Drop dead gorgeous girl answers the door and leads me to the back bedroom. My first clue was the condom on the night stand.

This girl proceeded to ravage me (and I her with lots of vocal encouragement) and I was hooked. As you can imagine, very few future sessions have approached the intensity of that first one.

This provider later turned out to be one of the most sought after and expensive girls available. I got the thrill of seeing her prior to her meteoric rise to the hobby hall of fame.

Before that evening, I'd had sex with exactly three women in my life, and I married two of them. I was 54 years old at the time. By the time the day finally rolled around, I had imagined myself doing everything possible to embarass myself, and a few did actually happen. My voice started cracking like a teenager's. I tripped over things that weren't there. I didn't have a clue what "get more comfortable" really meant. I wasn't at all sure what and when to "touch".

As it turned out, I was in very, very good hands. She knew how nervous I was, and helped me along until I felt absolutely comfortable with her. I have seen her several times since, and we've had a few good laughs about my first visit, and how much different they've become.

Thank you, Cindeee!

He was very nice and I was 18 years old and very clueless... he helped me so well now 15 years later... I still remember his kindness and often reflect that on the newbies that I see!

He has since passed away, but he will always be remembered as my first

Hugs,
Renee

It wasn't all too long ago, actually... 6 months? I was nervous, not only about getting caught (not only by my s/o but also by LE... wouldn't you know that as I arrived at her hotel and started to cross the street mid-block a police cruiser came by? I quickly changed my path and went to the nearest crosswalk!) but also about personal performance and body issues. (Do these slacks make me look fat? Will she laugh at the man-boobs?)

The performance part turned out to be the serious matter... I'd been in a sexless (but otherwise rewarding) relationship for several months which is why I was on the prowl, but it wasn't until I found myself in the company of this extremely attractive 20-year-old who was ready, willing and able that I realized I had reached the point in life where a dose of Sildenafil Citrate was going to be required.  I was unable to maintain an erection with the lovely lady, which I found to be extremely frustrating.

Plus the lady had a stringent set of rules. I did not know then that her rules were not shared by every other provider, so I assumed that this was how it was going to be if I were to become actively engaged in this hobby.

Despite all this... I was happy to be in her company then, and continue to see her on a semi-regular basis now. Although I have to admit that my first impression has been altered significantly since and a subsequent visit to my GP provided me with the chemical stimulant I now require, my first did what she could to accomodate and provide a truly happy ending.

I was scared out of my mind and brushed my teeth at least a dozen times before the gentleman got to my incall.  My tummy was all queazy and I was shaking with nerves.  I really could not have been inducted into the biz by a sweeter and kinder man!

I was in Myrtle Beach 4 years ago.
The gift was 150
He met me on a pier
He ate me like it was his last supper
We also did doggie which was a new position for me
I stayed the night with him
This was my first Sexy experience and my first sex in years.
I was hooked
Love

Sexy Carolina

My first time was in the Philippines. I was a 21 year old PO3rd, and I was introduced to compensated sex (nothing like the "hobby" as I see it today)  by a man who turned out to be one of my best friends in this world (no longer with us), PO1st soon to be Chief, who happened to be African - American. He said, "sailor, tonight, we're going to get you some pussy". Perhaps he thought I was young enough (this was a long time ago you understand) to be inexperienced, but that was incorrect. Anyway, we went to a bar, enjoyed the beer and flirted with the dancers, a few greenbacks were passed, and we wound up in a back room, in a sort of a hot tub buck naked with a couple of the bar girls. Unprotected sex, swapping partners, hot water that no doubt others had enjoyed. And my first experience of an STD.
But for a kid who had never experienced such a thing, it was soooooo hot! But the burning pain  on urination is no fun at all....

was in Hong Kong. I was introduced to a lovely lady probably 10 years older than I or maybe more (I was  23) by my friend who at the time was a chief petty officer. The lady had elegant long black hair, was wearing a beautiful floor length jade green cheongsam split to the thigh, a beautiful lilting accent of British over Chinese. Very formal introductions, a discreetly passed stack of US currency, and the lady entertained me for the night, beginning with a formal tea ceremony. Then a very ritualistic bath for me, where another older lady performed the ministrations. Afterward, I was taken to a beautiful formal bedroom with a high canopied four poster bed, like nothing I had ever seen before.  Here is where I learned about BBBJ. A more powerful revelation than that of St John the Divine. Got a thorough lesson in refining my DATY technique, which stand me well to this day. Positions I had never heard of and have not experienced to this day in the US (maybe I should teach a lady some of these....). I had the opportunity to enjoy this lady's company a few times over a short span of years. My first "provider" in the sense of the word as we use it. Oh did I fall in love? You bet. Oh, well.....

I was in my early 20s and had no clue about things.  I went to a massage parlor with just enough money for the massage.  The lady was at least nice enough to give me a massage and tell me what kind of tip I needed to be ready with next time.  
The next couple times were not much better, although I did have the appropriate tip.  I was so nervous that the girls couldn't get me off.  
Thank god thats all over
MVR

I have been in the Hobby for almost three years and before finding my "niche", I had always played in strip clubs...what a waste of time and I haven't looked back since.

My first experience was with an escort in Vegas that I got from Eros. I hadn't a clue about the whole thing and when she came to my room I found out why I love TER.

Not knowing the going rate, I paid $1500 for a CBJ, DATY, no kissing and one pop. Needless to say it was an eyeopener.

She was pretty, hard in a Vegas way, and knew what do do with a Newbie...Fuck Him...but not necessarily in a good way.

Since then, with the help of TER, my experiences have much improved and I can't wait until tomorrow for my Thursday session with Jordan Baker. Piper of Phoenix on Monday and Natasha NZ and Sophie in 2 weeks. The market is down, but with the Hobby, life is good.

Re: So, what was your other first time like?

I went out to Palm Springs for my first GFE encounter. Had no idea it would really happen as I hadn't found TER yet. I was incredibly lucky to find Hayley who took matters into her own hands & did things I'd never experienced before. I was nervous & just floored when she just slipped out of her clothes & stood there, absolutely georgous! She's half a foot taller than me - I fell in love with her, but have only been able to see her once since. Thank you Hayley for breaking me in so sweetly. I need to get back out there.

Was with a massage therapist.  I found her on CL under the therapeutic section, so I wasn't expecting anything, but after I saw she was cute, I was hoping...

On the flip, she was down to bra & panties, and said "I'm open minded"... the session ended with a HJ.

Next time I saw her, on the flip, she was buck naked... session ended with mish (covered of course).

The best part... and the "first time" experience there, was that I wasn't expecting it to end that way.

I saw her one more time after that.

Turns out she has a TER profile... massage only.

remember clearly which one it was.I know it went well though because I still hobby.

Was in Vegas last August. I was walking up the Strip from Hooters Casino to the Venetian with my buddy, eyeing these beautiful ladies and each of them asking where I was going and if they could walk with me. I had passed until this beautiful young black girl was walking by and I thought to myself, "Oh Yeah! I want to be with her!" We walked and talked up to Planet Hollywood, when I decided I was going to go through with this and asked her what I had to do. She walked me through it, almost got into a fight there with some assholes disrespecting her, then got a cab to the Venetian for our time together, leaving my buddy behind! Anyway, we went up to the room, and though I had been drinking for almost the whole day and night, she showed me a great time. I didn't pop, but that was no fault of her own! So, I had such a great time I'm going back in December, though I have set up a date with another young lady. Nothing against the first lady, it's just I have developed a 'friendship' with this new lady to the point where we trade texts, emails, and short phone chats. The hobby is a good thing!!!

First time with a pro was over 30 years ago in Tampa.  Went to a "lady of the evening bar" and picked up a woman and went to a motel by the hour.  Back in the 70's, health issues weren't like they are now.

Cherry Patch

1990, I was 26, and a buddy of mine and I went to Vegas.  I went to the Cherry Patch 2 and saw a girl there.  Two pops, one standard, the other she iced my cock down with her mouth and then put me inside her, and she felt like a velvet furnace.  It was awesome.  Same trip, I called a girl for outcall to my hotel, turns out she was a stewardess who also turned tricks.  Super cute and smart.  Great first experience.

Within a month after that, I unexpectedly picked up a streetwalker on my way home from a bachelor party at a topless club, went back to my house and spent a great hour for about $60.

Could tell you some wild stories about the streetwalkers back in the early 90's.  It was a lot cheaper, but I am thankful for TER.

I was a freshman in college and totally ready to take on this whole scene. Agencies weren't an option for me back then... so I was pretty much out of luck until I discovered that one of my friend's moms did *this sort of thing* to put breathing room in her budget. She introduced me to one of her gentlemen, and told me to have a good time.

Lol, I really didn't know what I was in for. I *did* have a good time - we went out to dinner, played pool at his house, drank a few cocktails, and laughed a lot. After a few hours he pointed out an envelope he had left on the table by the doorway... and I basically thought he was dismissing me. A little tipsy, I was bold enough to tell him that I was disappointed there wasn't more contact between us - and then he kissed me, and there was contact

Maxine

Re: don't see how I could have chosen a nicer or better-suited lady

that just about sums it up !!!

My first time ever and my first time in the "hobby" were one and the same.

I was twenty and two of my coworkers and I decided we should go out and get laid.  We cruised a well known area for picking up street walkers and found four ladies of the night who then guided us to their "incall." They correctly identified me as a "cherry boy."

The incall was a garage converted to a trick pad with two beds.  One of my friends and I shared a king size bed with a lady each and another in between us.  My other friend was in the other bed.

In this one incident, I had oral sex for the first time, had sex for the first time, had group sex for the first time, had "hobby" sex for the first time and was in bed with more than one woman for the first time.  

I also had unprotected sex for the first time (this was in 1970) and was rewarded by getting a minor genital infection for the first time.

I was nervous at first, but everything was great once everyone involved got naked and started having fun.

I was too nervous. I left immediately after the 'deed' and didn't even stay to cuddle. I have learnt a lot since. I do remember being surprised that I was also highly aroused.