The ad was in the yellow pages, small and discrete. Jake Lewis and Company Escorts. Men and women welcome. Deflorations our specialty. Reasonable rates. Call 1-800-926-8739. That was all it said, sandwiched into the adult services section of the phonebook between a gay escort company and an S&M phone sex hotline. At first I couldn't believe that it was what it sounded like. Maybe the name was just a clever way of talking about something else. I called the number. The phone was picked up on the second ring by a woman who sounded like a cross between a secretary and a porn star. "Jake Lewis and Company, Deflorists, this is Kristie speaking, how may I help you?"
I hung up the phone without saying anything. What was I going to say? Hi, I was wondering if you could send someone over to my apartment? I'm tired of being a virgin. Yeah right. The ad had to have been some kind of joke anyway. It was probably an escort company that specialized in the domination and submission dynamic. Did I really feel like I needed to pay someone to have sex with me? I liked to think that I was at least decently attractive. I had nice hair, long, shiny and chestnut brown. My eyes were light grey and I had clear skin. My body might have been a little bit plumper than that of a super model, but when I looked at myself in the mirror I never felt the urge to shudder and turn away. I wasn't any more socially awkward than the next girl either. I got along well with pretty much everyone. I just happened to grow up in a strict Roman-Catholic family. My education had been made up of two all-girls boarding schools, followed by two years at an all-girls liberal arts college. These circumstances had combined with my disinclination towards lesbianism to leave me a twenty year old virgin. I'd never even kissed a boy before.
An epiphany had come to me early the previous year when I'd flunked out of the non-coed college my parents had insisted I attend. I couldn't sleep that last semester because I had been constantly bombarded by dreams of sex. I would wake up in my dorm room, trying not to rouse my roommate with a cry, soaking in sweat, trembling, with my pussy throbbing and wet inside my virginal schoolgirl pajamas. It got so that I couldn't concentrate on anything, couldn't stay awake in class. I tried touching myself to alleviate the tension, but that just made things worse because I could never get myself to come.
I had always been a lot more liberal about sexuality than most of my classmates, so I didn't really find anything wrong with masturbating, but I had still never been able to get myself off. I even bought one of those back massagers that vibrate when you push a button, thinking that that would do the trick, but it made no difference. It felt amazing but after forty-five minutes of holding the thing to my erect clit and rubbing back and forth in as many ways I could think of, I still couldn't bring myself to orgasm. Eventually, I started using it to ease the tension from my shoulders after a long day.
The night after I called the escort company and hung up I had the most vivid sex dream I could remember, lying in my narrow bed on the second floor of my parent's house. I dreamed that I was sitting in my old college dorm room reading a book at my desk. The door burst open and through it stepped three men, all of them wearing black clothes with black silk masks to hide their eyes. Without saying a word to me they came over to where I sat and took hold of me. They lifted me, stripped me of my clothes, laid me down on the desk, and proceeded to do to me everything you could ever imagine a man doing to a woman.
Their hands skimmed over my body, touching me in places that no one else had ever touched, grabbing at my breasts and kneading them, weighing them, pinching the nipples until I cried out in pain and pleasure. Two heads at my breasts, two hungry mouths sucking at my nipples, two tongues stroking and tasting, two sets of teeth nipping and teasing. Then a mouth fastened upon my pussy, a tongue broached my opening and licked at my secret flesh, tasting the hot wetness of me. A blur of ecstasy, of building pleasure and tension, but the more these masked men teased me with their hands and tongues the more frustrated I became. I couldn't orgasm.
They lifted me from the desk and threw me onto my bed. One of them lifted my legs high in the air and spread them wide. Another positioned himself between them while the third pushed his cock into my eager, gasping mouth. I felt the head of a cock brushing against my slit, and then it pushed in. I screamed in pleasure against the cock driving into my mouth, I writhed in ecstasy beneath the enormous shaft driving in and out of my dripping pussy. They took me in every position I could imagine, moving me as easily as if I were a figure made out of clay, taking it in turns to hold me in place, to fuck my pussy, to drive themselves in and out of my mouth. I felt their climaxes approaching, felt their pleasure peak and then explode. I felt them shoot themselves inside of me. I was on the verge of the biggest climax in the history of the planet. I closed my eyes, readying myself for the explosion, and then everything stopped. The pleasure ceased abruptly and I felt my impending orgasm dwindle down to nothing. I opened my eyes. My lovers had disappeared. I was alone.
I woke up with tears drying on my cheeks and my pussy throbbing like a bruise. The next day I called the company in the phone book again.
The phone was answered by the same woman who had spoken when I had called before. "Jake Lewis and Company Deflorists, this is Kristie speaking, how may I help you?"
"Uh, hi," I said. "I saw your ad in the yellow pages, and I was just wondering...what is it exactly that your company does?"
"We're billed as an escort service whose employees specialize in the companionship of sexually inexperienced men and women. Would you be interested in hiring one of our escorts? There are actually several appointments free in the next few days."
How should I respond to that? Yes please, send someone over right away? I said, "How much do you charge?"
"Well, for the first session it's five hundred dollars. For every session after that it's three hundred."
"Why does the first one cost more?"
"The first session usually involves a greater amount of effort on the escort's part. First time customers tend to have more needs than returning ones. Subsequent sessions are much more relaxed and less demanding for our escorts." She paused, and then continued enthusiastically, "See, we don't charge an hourly rate, just a flat fee, so your experience isn't over until you're tired of it--if you catch my drift."
I did catch her drift, and I felt myself blushing. I'd been saving up for about a year to try and buy a car, but what did I want more, a man in my bed or a car in my driveway? "I'd like to schedule a session please." I said, pleased that my voice came out without a tremble.
"Awesome!" said Kristie. There was the shuffling of paper and then she continued, "Alright, I'm just going to need a little bit of information from you."
She asked me my name, age, credit card number (I wouldn't be charged until after the session), and sexual preference. Then she asked me to rate, on a scale of one to ten, with one being the least and ten the most, how sexually experienced I considered myself to be.
"Think nun for one, and Hollywood gutter slut for ten," Kristie said cheerily. I answered that I was probably a two. "Alright then." There was no positive or negative inflection in her voice. She had been well trained. "I have appointments available Thursday, Friday, and Saturday evenings of this week at eight o'clock."