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"Princess, you sure you still wanna go through with this?"
"Jesus Christ, Sly!" I said in exasperation. "Will you quit asking me that? Look, I said it was okay, didn't I? If I said I'd do it then dammit, I'll do it. I'll only say that I don't want to make a habit of it. And besides, this is a hell of a time to bring it up!"
Sly, if you didn't know it, is my agent. He and I are partners. We sell sex. Or to be more precise, we sell me. It's an unlikely pairing, a college-educated upscale Connecticut 'princess' and a street-raised tough guy, but it works. We've been doing this for quite a while, now, and have learned to respect one another not only for what we each bring to the enterprise but for who we are as individuals.
I mean, I appreciate how Sly finds and vets interesting clients and generally looks after me, but sometimes he can be a bit overprotective, like now.
"Okay, okay, Princess, I hear ya. I'm just a little surprised, is all, and I wanna be sure. I remember what you said before."
I calmed down a little. He means well, after all. He's a good manager and wants to keep me happy, and not just for the money I bring in.
"Yeah, Sly, I know what I said about my preferences. And look, I do appreciate your concern. But in our business, we have to be flexible, don't we?"
"Hunh. Well, Babe, you got no problems in that department," he said, leering at my trim waist and long legs.
"Ho ho. Very funny. Anyway," I said, "it's too late to change stuff now. The client'll be here soon. And yes, I really do think you should make yourself scarce. This one's likely to not appreciate you hanging around."
'This one' was certainly different for me, and part of the reason for Sly's concern. Another part was my unusual request for him to duck out. Usually when we do incalls like this in Sly's apartment, he stays around. He's a big, tough guy, and I like knowing that if anything goes pear-shaped, he'd be there to protect me. Once the guy and I get going, though, neither of us pays attention to him. If a client's really shy, Sly will stay out of sight in the next room with the door discretely ajar. Having sex with strangers is, if I'm saying anything profound, a potentially dangerous business. Still, though, adventure is a large part of what attracts me to the business. That and the sex, of course. Oh, and the money. Sure, the money's a definite plus, but I do have a regular day job with a prestigious law firm in the city that pays quite well. And besides, Sly's only had to step in a couple of times. His 'street smarts' make him very good at screening clients and letting them know ahead of time what'll happen if they step out of line. Given his size, they listen.
We chatted for a while, waiting for the client. It felt a little strange for me to be sitting there in street clothes. Usually I'm dressed in my 'working' clothes, a sheer teddy, black stockings and heels. Sly's pretty used to it by now, though I know damned well he enjoys watching me walk around in it.
The appointed time came and passed. About fifteen minutes later, the bell rang. Sly gave me a look and when I scowled at him, left the apartment by the rear door. I pressed the admittance button, and a few minutes later there was a knock on the front door. I opened it.
She probably could have been quite pretty, in an understated way, though she wore too much makeup, and her obvious nervousness didn't help. She was young, probably in her early twenties. She was dressed rather conservatively in a white blouse, tan skirt, and moderate heels. Her blonde hair was tied in a ponytail.
"I'm Darla. I'm sorry I'm late," she said, alternately looking at me and the floor. "I stood by the doorbell for a long time, trying to decide."
"Honey, that's okay. I didn't mind waiting for you. Come on in."
She looked around carefully before entering. "It's just us," I said. "My agent's out for the night. Here, have a seat."
I sat her on the couch and then joined her. "Can I fix you a drink?"
"Oh yes, please. Maybe a whiskey? Just ice."
I poured her a moderate drink. I didn't want her to get looped, and the way she was, it probably wouldn't have taken much.
"I suppose it's obvious," she said with a tentative smile when she had the drink in hand, "that I'm hoping to use this to calm my nerves."
"Honey, you've no reason to be nervous. Think of me like any other professional. Relax. We're here to have a good time and enjoy each other."
"I... it took me a long time to get up the courage to ask your man. He's pretty intimidating, but once I got talking to him, he seemed okay. I mean, I'd never done anything like this before, but I really wanted to try it. I was afraid he'd laugh. But he didn't seem at all surprised at my request.
"Glad to hear it. He's not a bad guy, once you get to know him. And believe me, he's probably heard it all."
"Yeah, but a woman asking for a date with a woman escort..."
"Not a problem, Love. I'm certainly glad you got the courage to ask. Now, how about you put that drink down and let me see what we've got here."
She obediently put the drink on the table next to the sofa. She seemed to be a bit more relaxed. I stroked her hair and then gently pressed her shoulders until she eased back into the cushions. I started unbuttoning her blouse. She closed her eyes. I could hear her breathing picking up. When her blouse was fully open, I peeled it back and looked at her chest. Very nice. She had lovely, full breasts cupped in a lacy brown translucent bra.
Her head fell back, and I gently kissed her throat. I heard her intake of breath. I moved downward, my lips kissing her soft skin as I did, until I was on to the swell of her bosom over her bra. I waited until she clearly signaled that she wanted me to go on, and then I slid my arms behind her and unsnapped her bra and took it off. She had very pretty nipples surrounded by coral areolas. Her breathing picked up as I carefully kissed her right nipple and took it into my mouth.
"Oooh, that feels nice," she whispered.
"Yes, my love, it does," I said, as with my right hand I stroked her left breast and rolled its nipple between my fingers. I felt it stiffen in response. "You have very lovely breasts," I told her. "I'm going to enjoy this."
I could feel her relax more as the pleasure she was feeling overcame her nervousness. She melted back into the cushions. I continued to kiss and stroke her breasts, sucking on her nipples. She reached behind my head to stroke my hair and gently pull me to her. Good.
I sat back and said, "My goodness, but you taste delightful. Now let's get some of these troublesome clothes off, okay?"
She started to pull her blouse off, but I stopped her.
"No, Honey, I'd rather do that myself, yes? You just stand up. I like to discover for myself what's waiting for me, okay?"
She stood, arms at her sides. I stood in front of her, her eyes looking demurely downward. She stood passively, as I undid her ponytail and arranged her long blonde hair in a cascade over her shoulder and down onto her breast. I slipped her blouse back off her shoulders and carefully removed it and draped it on the couch, alongside her bra. Then I knelt in front of her and unzipped her skirt and helped it fall to the floor. I put my hands on her hips and helped her step out of her skirt. She stood there in her heels and stockings. Her panties were a lacy brown, matching her bra. She stiffened up a bit, so I just kissed her belly and stroked her hips until she relaxed again. Then I kissed her mound through her panties. I heard her indrawn breath. I kept kissing her there, letting her feel the warmth of my breath until I felt her hands on my head encouraging me.
At that I stood up and undressed myself, slowly and sensuously. Her eyes followed my every move. Not frightened, though. She was looking at a woman's body in a new way now and liked what she saw.
I guided her into a sitting position on the couch and stroked her legs as I lifted her feet and slipped off her shoes. I left her stockings on. I know guys think that's sexy, and I have to admit, so do I.
I knelt down and placed my hands on the insides of her thighs. I spread her legs, gently but firmly. She didn't resist. I kissed her mound again. It was warm and soft. Her breath was coming faster by then. I cupped her mound with my hand and gently squeezed it. I took her hips in my hands with my fingers under the waistband of her panties. I encouraged her to raise up enough for me to pull her panties down and off her, always moving slowly, giving her time to acquiesce to my lead. I've found that getting a shy client to take part enhances both our experiences.
I stood up and took her shoulders and helped her back into a supine position on the couch. I knelt beside her and kissed her breasts and then her lips, while my hand stroked the insides of her thighs. As my fingers drew near and caressed her sensitive labia I put my tongue into her mouth. I felt her tense up for a second and then she sighed in surrender and really relaxed. She obligingly spread her legs to give me more room to work.
I stroked her inner thighs for a while and then set my fingers to work on her pussy. I massaged her soft vaginal lips, and when I felt the moisture, I slid a finger into her. She moaned. I worked my way up to her clitoris and fingered it. Her hips began to undulate and rise up to meet me. Her mouth began to really respond to my kisses. She reached up and pulled me to her. Her tongue probed into my mouth. I inserted another finger into her, stretching her. Gradually my fingers probed more deeply into her wet and welcoming vagina. I moved them in and out, slowly at first, then with increasing speed and authority, still making sure to rub her now erect clit.
She was gasping for air now. Her hips were writhing uncontrollably. I raised my head and captured her wandering breasts with my free hand and began to kiss and suck strongly on her stiff nipples. Unrestrained now, her head lolled from side to side.
Suddenly she cried out wordlessly. Her back arched as she began her orgasm. Her thighs quivered. She moaned and thrashed on the couch. It was really, really beautiful to watch! I kept plunging in and out of her grasping vagina. Abruptly I felt my hand and arm drenched in warm wetness as she spurted, again and again.
When it was over, she lay bonelessly on the couch, gasping at first and then just breathing deeply.
"Oh my God, my God!" she finally got out. "I have never felt anything like that before. It was incredible! I am thoroughly and wonderfully wiped out!"
"Honey," I said, "you're not the only one who enjoyed that." And to my own surprise I meant it. Okay, sure, it wasn't like being well and truly fucked by a guy who knows what he's doing, and I'm not likely to change my outlook on sex, but damn, it did feel good to bring that much pleasure to another woman while at the same time thoroughly empathizing with her.
I have to admit, though, it left me a little frustrated. I tried to be professional about it. It was, after all, her session, not mine. But then she said, "I feel selfish. You've given my so much. I want to repay you. Please, let me try."
Hell. Give me a break! I'm only human.
I kissed her again and lay down beside her on the couch. I guided her hand to my wet pussy. I kept my hand over hers and helped her stroke me.
"Oh my," she said. "You feel so soft and wet. Did I feel that way?"
"Yes, you most certainly did," I said in a rather husky voice. "Now put your fingers into me. Ahh, that's it. Stroke me a little. Good. Very good. Deeper. Oh! Oh!" Her fingers brushed my engorged clitoris. That was enough. I came. God, it felt good. The earlier frustration seemed to fuel my orgasm, and I just moaned and let it wash over me in waves of pleasure.
I lay next to her, our naked bodies in close contact. I felt her move and opened my eyes to see her looking down at me with a big smile.
I sighed. "Glad you had the courage to come tonight," I said. "I hope it was what you thought."
"Oh my yes," she said. It was wonderful. You were so good."
"I guess I don't have to tell you that I enjoyed it too," I said with a smile.
She looked thoughtful for a moment.
"I hope you won't mind if I tell you that I still like men, though," she said.
I laughed.
"Honey, you and me both. But let's face it, a little variety never hurts. There's always something new to try. That's the great thing about sex. Anyway, I'll bet the next guy you bed is gonna be in for quite an experience. Now, off you go."
I gave her time to recover while I went and got a towel to dry both of us off. Then I helped her get dressed and led her to the door. We kissed, more chastely this time, and she thanked me all over again. Made me feel pretty good, if I do say so myself.
God, I love this job!
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