Billionaire's Escort

“Why don’t you come over here,” I said.

She obliged, sliding over, her leg touching mine. I put my hand on her thigh and squeezed lightly.

“I had a good time tonight,” I said, “though I don’t think your friend liked me too much.”

“Caroline? What are you talking about? She likes you.”

Sure she did. I didn’t give a shit either way, but it was pretty obvious that Daisy’s friend wasn’t that hip on me, but I wouldn’t expect anything less from a girl like that. I didn’t need to have any in-depth conversation with her to know exactly her type. You know, the sort that needs to be in control all the time, calling all the shots. Who thinks guys should be effeminate, wear skinny jeans, and be willing to offer up their balls on a platter at a moment’s notice. Ha. No effing thanks. But I’d let Daisy think whatever she wanted, and I knew it made her happier to believe that Caroline and I could hit it off and we’d all be able to hang out and go out to brunch together and later play Cards Against Humanity or some shit.

But Daisy . . . she wasn’t like that. She didn’t need to be in control all the time, and I liked that. When we got to her apartment, I paid the cab and slid out. She kept looking around, over her shoulder, as we walked over to her door, but there were just a few people walking by, talking quietly, the cars driving by on the street.

Inside her apartment, she felt around on the wall and turned the light on. It was a cute place, everything neat and orderly; there was the small entryway, then a short hallway to the bathroom and kitchen, at the end of the hallway was the living room and then, connected to it by two French doors, the bedroom.

I followed her down to the living room; I had waited long enough. I could tell that she was ready for it, too.

She set her purse down next to the couch and turned to say something to me, but I just stepped up and pulled her to me, pressed my mouth firmly against hers. Her body melded to mine instantly, like this was just the thing she was waiting for. She groaned softly as I let my hands roam her body, running down the length of her sides, then back up, tracing my hands lightly over her breasts. Feeling them like this through her shirt though simply wasn’t enough; I leaned back a bit so I could pull her shirt off, then her bra.

She had great tits; they weren’t big, but they were high and firm, the sort that didn’t require a bra of any sort, with pale pink nipples that tightened up real quick when I touched them, first with my hands, then my mouth. She made little whimpering noises and raked her hands through my hair.

I was like an explorer conquering new territory; I honestly couldn’t remember the last time I’d deflowered someone, though there had been a few. I wanted to make this as memorable for her as possible; how many stories did you hear about the first time being god-awful?

I pulled my own shirt off and felt her hands run down my lower back. I pushed her skirt down, then her underwear.

“Are you going to be comfortable here,” I said, nodding toward the couch, “or would you rather this continue in the bedroom?”

“Here is fine.” She was panting a little.

The couch was one of those sleek modern numbers, with one long cushion, wide enough that we could both lie on it comfortably. Before I lay all the way down, I stepped out of my pants, but left them within arm’s reach so I could grab the wallet out of my back pocket and slide the condom on.

But first.

I slid my hand between her legs, felt her open up, felt how wet she was. She nuzzled my neck with her lips, her hands running across my pecs, across my abdomen. No need to pre-wet anything; I gently slipped my finger into her, felt my dick get harder. She rocked her pelvis slowly, the nuzzling on my neck becoming more intense as I slowly started to move my finger inside of her. I rubbed her clit with my thumb and felt her whole body tense against me, her breathing shallow and rapid.

“Oh my god,” she groaned.

Had she even gotten this far with that emo boyfriend of hers? Probably not. I could tell by the way her pussy muscles were contracting against my finger that she was actually close to coming, and that all I needed to do was rub that clit a little more, swirl my finger around inside of her and I’d have her really writhing, but I stopped, and pulled my hand back, reaching for my jeans.

If she was going to come, I wanted it to be while I was fucking her.

“Wait, why did you stop?” she asked breathlessly, her eyes flying open.

I pulled the condom wrapper out of my wallet, tore it open, slid it down over me. No fucking way was I taking any more chances like I did with Annie, even though I knew just how fantastic it would feel to do Daisy bareback right now.

“Shift over a little,” I said. “So you’re on your back. Yeah, just like that.”

She spread her legs, and I positioned myself between them, my knees on either side of her, holding the rest of my weight up with my forearms. With the condom on, it was harder to feel where she was, but after a couple tries, the head of my cock was right there, gently pushing into her.

“Just relax,” I murmured, feeling her tense up again, but not because she was turned on. She was letting the thoughts tumble in, I knew, letting herself forget about the physical sensation of it all, her focus going to the fact that this was it, she was about to lose her virginity. She probably thought it was going to hurt. Maybe it would; but I would try to make it so it didn’t.

“There you go,” I said as she exhaled slowly. I pushed in a little further, then a little more. She was so wet that it was easy to get the head of my cock in, and once that was in, I pushed in the rest of the way. We lay there like that, neither of us moving, for a few seconds. I looked down at her. “You all right?”

She nodded, so I started moving my hips slowly. Her hands went around my back, and her fingernails raked jagged trails up and down. Ah. She was nice and tight; she fit me like a glove. I let my eyes close as she wrapped her legs around me, her back arching slightly, allowing my dick to get even further. A warm buzzing that had started in my balls was radiating outward, up my spine, into my brain, short circuiting everything up there except for the ability to feel sensation. I started to move faster, both of us groaning, her groans turning into shouts, mine into growls. I pressed my face against her neck and squeezed my eyes shut. She let out a scream; her whole body tensed then relaxed, her limbs twitched. A groan rose up in my throat as I came, and it was actually happening a lot sooner than I thought, but she was so hot, and she felt so good, that there was nothing I could do to stop it.

Chapter Sixteen

Daisy

I was