Sitting in the LAN Cafe, my leg was shaking and bouncing with nervous anticipation. It could have been the overpowered sweet energy drink or the racing thoughts that there was a good change in the 48 hours I will have sex for the first time since the prom night incident but this time it would come with a monetary reward.

“18 y/o first timer / incall only” the subject read.

I asked what incall meant, and Ani explained: Incalls indicate that you want the suitor to come to your own location (i.e. hotels, apartments, motels etc). Outcalls is when the girl will travel to the suitors location. Then there were car dates, which as it states would be meeting in the suitors car. Ani looked at me under the eyes, “don’t ever do car dates. We are high end, and car dates are reserved for street walkers.”

I watched her keystrokes create a narrative:

“18 year old, brunette 5’9 / 122lbs / 38 C Cup. First timer and real virgin looking for a distinguished gentleman to turn me into a woman. No BB, or BBBJ’s, protection a must. Mentor will be present to ensure safety. Incall Only in Downtown.”

As she stopped typing, she smiled. “I’m not a virgin” I whispered.

“I know but you’re 18, they don’t need to know that”. She puts her hand in my inner thigh. “You’re still tight and the thought of deflowering an innocent girl can make you a lot of money”.

I cracked half a smile, even though her hand on my thigh made my nipples erect.

At the end of the post, Ani left her pager number. The plan of action was to vet the guys who call, meet them at either a cafe or hotel bar and I choose which one seemed right to book the actual session.

We headed back to our hotel and packed our things. Ani had already reserved a top floor suite at the fanciest place I’d ever laid my eyes on. When we got there. I remember diving into the giant king bed, Ani laughing at me.

“You’re such a little girl” she said with sparkles in her eyes. I laughed and laid back, imagining a future life of luxury.

Ani tossed a pile of clothes next to me. “Let’s try some things on and get the right look for your first time”. No girly girly in their right mind is going to pass on some dress up time. Thankfully we were similar in size, with Ani because just a little taller than me at 5’10. I had the bigger breast though, which proved to be a tight squeeze in some of the more form fitting outfits.

We settled on pink laced lingerie that was so see through it left nothing to the imagination. That sat under a white tube dress that stuck to my curves and would force my potential suitor to undress me like a doll. Ani’s thought was to portray innocence with my look, and choice of colors. As I came to learn over our years together, she thought of everything; something I would eventually learn the hard way, but that’s a story for another day.

While we were dressing, Ani had already gotten a plethora of pages. She used the hotel phone and started making call backs. She asked a series of impersonal questions that helped her narrow down which men I should meet. Ani listened for how these men responded that would tell her everything she needed to know. Were they experienced in transactional sex? Were they confident? Were they hiding something? The responses to mundane questions like what’s the weather like near you, would tell her everything she needed to know.

“How on earth can you tell who’s gonna be good?” I remember asking.

“It’s always a gamble and never an exact science but I’ve been working since I was 14, so I’ve picked up on things over time.”

I didn’t know it had been that long for her. If she could survive it, I could, at least just this once.

“Out of all those guys, I really only thought one would fit the bill, but you need to decide”.

I nodded. Ani grabbed the phone, called him back and told him to come for a meet and greet at the hotel bar. If I liked him, we’d bring him upstairs.

As I undressed to hop in the shower, Ani walked in to look at my body. “You keep yourself like this and they are always gonna love you… but we need to maintain the facade of innocence so that bush has got to go.”

My face turned beet red as she said that. “I’ve never shaved before,” I said under my breath.

“It’s fine, I’ll do it for you”. Ani also got undressed and accompanied me in the shower. We soaped each other’s backs and bodies, got in all the nooks and crannies.

“Is this okay with you?” she asked. I nodded, trying not to tell her that I fucking loved it. Ani proceeded to shave my legs, then my pubic area. I got so around as her had pushed around my vaginal lips, ridding myself of what I thought made me an adult woman. I was getting soaking wet, and as much as I wanted to tell her to push her fingers inside of me, I kept it to myself… this time.

When she was done, Ani looked at her work.

“Now they are really gonna think you’re a virgin”.