Journal of an Agent Ch. 11

I had my legs closed, so Jennifer spread hers out on top of mine. Her cute little feet dangled there as she began to move herself back and forth on my lap with her hips. I could feel her pubic bone, and more importantly her clit, rubbing against my already rock-hard dick through my boxer shorts. It was straining to get out, and finally I reached down and released it. Jennifer gasped a little when she saw my 9 inch monster (not really realizing the true size of it in the theater I assumed), but her gasp became lust as she reached down with her hands and pulled my boxers off completely.

Jennifer began to rub her wet, hot cunt lips up and down on my shaft now, stroking and sliding along it back and forth. She balanced herself by pushing down on my thighs for support. The feel of her wet womanhood and the smell of her arousal and the sweat of our bodies inside such a confined space was absolutely incredible. Nothing could beat it.

Well, almost nothing. While Jennifer slid up and down on my lap and was gyrating her hips on top of me in a teasing method, I was doing a little teasing of my own. With my hands shaking as I did it, I placed one hand tentatively on her left breast. Jennifer sighed as I did this but was totally enjoying it. Her breast was so warm and soft. The skin and texture of it was incredible. I gently began moving my hand over her nipple back and forth, usually taking the alternate motion to her rubbing and grinding on my leg. Taking her nipple in my fingers, I began to squeeze and pull and stretch it out. Jennifer's breasts were incredibly sensitive, because as I did this, I felt her pussy gush cum out onto my lap. Encouraged, I moved my other hand to her breast and began repeating the process. Soon, Jennifer Love Hewitt was sliding back and forth on top of my cock, arching and snaking her back as I played with her breasts.

I knew that postponing my entry into her would make it even more desirable, so I decided to enjoy her breasts even more. Leaning my mouth down to her right nipple, I took it in my teeth as I began to flick my tongue all around it. Jennifer moaned and cried out loudly as I did this. My tongue was like a nimble snake, running across the surface of her breast at a furious pace, teasing and pleasuring her. Jennifer by now was holding the other breast in her hand and squeezing it gently. Her once nicely arranged hair was now a total mess, hanging down over the naked shoulders. I would occasionally feel it brush against my leg when she would thrust her head back in an especially enjoyable moment.

This could have went on forever as far as I was concerned, but I knew that we would get to her place soon, so I decided to take it to the next level. Taking my cock in hand, I slid Jennifer further down onto my thighs and rubbed the head of my dick against her entrance. I wanted to get it nice and lubricated because I knew that her young pussy would be incredibly tight.

Grabbing Jennifer by her small, soft ass, I lifted her up and scooted her towards me. With my dick still in one hand, I bent it up forward a little. Jennifer's hips acted alone and shifted angles so that our two sexes met at the same time. For a split second, it created a triangle of sorts there in the air; my rock hard, blood engorged cock touching lightly upon her golden brown, soft cunt. But it was fleeting and then I was inside of her, her legs wrapped around my waist and her hips and pubic bone resting against mine.

Jennifer had her eyes closed and was savoring taking in all nine inches at once (in one thrust even!). I meanwhile was lost in the absolute heaven of the inner walls of her pussy. Soft and comforting, I again felt that I would never leave them if I didn't have to. She was incredibly wet, so much so that she was dripping on the outside of her cunt, the juices running down my legs. And the heat was just as comforting as her tightness though, and seemed to radiate so much energy from within that when I would push and pull in and out her, the sexual energy from her would be passed on to me and I would have the renewed vigor and strength of a teenage kid again.

I wasted no time hammering into her, and this seemed to suite Jennifer fine. Holding onto her hips, I slammed her up and down on top of my cock as she bounced up and down on my lap, the car filled with the sound of flesh on flesh and musk of sexual excitement. Jennifer had to bend her head a little to keep from smacking into the roof of the car every time I would thrust into her harder and harder. She didn't seem to mind though: her eyes were still closed as she sat there, occasionally moaning out loudly or using her hands to tweak her nipples or play with my chest.

The excitement from earlier in the night got me excited again very quickly, and I felt my orgasm fast approaching. Not wanting to cum before Jennifer did, I reached my hand down and began to play with her tiny little clit, rubbing it in my fingers back and forth. Using the rest of my hand, I would guide it into her finger by finger, feeling my own dick rubbing against my hand.

This was more than enough for Jennifer, and the resulting friction from my hand and my cock were enough to send her into a screeching, high pitched orgasm that seemed to go on for at least 15 seconds of pure bliss for her. At some point during that scream, I let loose all the cum I had been building in my balls, lining the inside of Jennifer's cunt with my sticky white cum. We continued to fuck for a little bit longer and though my cock was still hard, it was Jennifer who slid off of me.

I thought she was done and was going to get dressed, but Jennifer surprised me. Getting on all fours, she reached around pried her ass cheeks apart, exposing her cute little butthole and her semi-hairy pussy just a few inches below.

"Take your pick," Jennifer said naughtily. As bad as it sounds, I was torn about which one to go with. Finally, I headed for new turf and slid my cock head up to her puckered (but loosening) asshole. I felt Jennifer's muscles involuntarily contract when our skin touched, but she immediately relaxed them.

My cock still sticky from being inside of Jennifer a few minutes earlier, I used the lubrication from it to slowly begin working my way into her. Her asshole was almost too tight and I knew that she wasn't very experienced in anal sex. Still, she did her best and relaxed as best as she could. Looking down, I saw her face shoved into the floor of the limo. She had a pained expression on her face, but it was the sort of look you get when you get a shot in the arm: you know it's going to hurt, but then it will be over real soon.

Wanting to make things easier for her, I used my other hand that wasn't helping to wiggle my hard cock up her ass to stroke and play with her pussy. The sensation didn't seem to be doing much for her, but the more I kept at it, the more Jennifer began to like it. Trying to get more of my hand in her pussy, Jennifer began rocking back and forth on her knees, thus helping my cock gain some momentum and finally slide all the way into her.

I eased up on the pussy rubbing to let Jennifer realize that I was all the way in her before I began fucking her up the ass. She seemed to pause for a second, but then took my hand that was resting on her pussy and began to slide it back and forth on her cunt once again. I let her lead my hand and do all the work while I concentrated instead on fucking her ass.

My pace was slower than when I fucked her tight cunt. This time, I was pulling in and out of her in long, slow strokes. It was agonizing, especially after how rapidly I had fucked her and cum inside of her pussy, but the sensation of doing it nice and slow was incredible. It was almost like I could feel every nerve in my body, and if I could, they were all in intense pleasure and enjoyment.

Glancing out the window to the dark night outside, I realized just how close we were to Jennifer's home. I had probably five minutes till we arrived and got busted by Leonard. Still wanting to enjoy being inside of her ass, I began to slide in and out of her more fully this time, making each inward thrust all the more pleasurable, but also quicker and more of a time saver. Not knowing if this was going to be my last time having sex with Jennifer though, I gave up the anal sex after just a few more thrusts. I had other things in mind.

"Lay down Jennifer," I said to her. I think she knew what was coming next and she did it immediately.

Positioning my cock between her two beautiful breasts, I took them in my hands and began to squeeze and knead them around my cock. My hips were slowly starting to thrust back and forth between her breasts, as I rubbed her tits against my long shaft. Jennifer had reached her hands up and was playing with my ass, occasionally sticking a finger into it for encouragement. I wasn't used to this, and though it felt nice, it made my thrusts between her breasts speed up. I was now going at them furiously after just a minute or two of starting out so softly. Jennifer's body rocked back and forth on the floor of the limo. Anyone passing outside probably would have seen the car rocking back and forth as it moved down the road and I couldn't help but wonder if Leonard had any idea what we were doing.

Jennifer's hair was spread out all over the limo floor and was sliding back and forth as we went around curves in the road. I knew that I didn't have much longer, so I pulled my dick (unwillingly mind you) from her breasts and began jacking off right by her mouth. Proving to be the little minx slut she was, Jennifer had her mouth open and waiting for my cum to shoot out and land on her extended tongue. When my orgasm came seconds later though, I used the opportunity to aim it upwards and shoot my wad all over Jennifer's face. I don't know why I did it, but Jennifer certainly wasn't complaining.

Jennifer must have had a sixth sense for dick, because even though she couldn't see, her mouth knew right away where my dick was and took to sucking it right away. Cleaning it off, I sighed a breath of relief. Reaching into her purse, I pulled out that same handkerchief again and used it to clean the cum off of Jennifer's face. She smiled sexily at me as I did this, and I made sure that a little bit of my spunk slid down her cheeks and onto her breasts "accidentally". It was an image I knew I would never forget.

After wiping off Jennifer's face, I guessed that we had three minutes or so to get dressed. Acting quickly, I helped Jennifer get back into her dress and panties and tried to fix her hair so that it at least didn't look as bad as it had when she lay there on the floor getting fucked long and hard by me. Jennifer also helped me fix my suit and tie and made sure I didn't have any of her juices still sticking to my legs that would make my pants appear to have wet spots in them.

We made it just in the nick of time. As I was retying my shoe, the car came to a stop and Leonard got out and opened the door. Jennifer stepped out but stood by the door to talk to me.

"Dean, would you like to come in for a while? I can drive you home later," Jennifer said sweetly.

The truth was, I really couldn't go in that night. The next day I had to fly out to New York for a meeting with NBC about Jennifer Aniston's contract. So if I stayed up all night fucking Jennifer Love Hewitt, I might not make my flight in time and thus "fuck over" a client in the process.

"I'm sorry Jennifer. This sounds really bad but I have a plane I have to catch in the morning. I'm sorry," I said, trying to sound as humble and apologetic as I could.

Jennifer looked upset for just a moment, but then she got that sexual gleam in her eyes again.

"That's alright. I'm sure Leonard would LOVE to come in for a cup of coffee or, you know, whatever," Jennifer said mischievously, wrapping her arm around Leonard's waist and pulling him close to her.

I looked at Leonard and swear I had never seen greater happiness on a man's face. Even though I knew Leonard was married and had two or three kids, I don't think God himself could stop him from walking up that driveway.

"Of course I would. It would be my pleasure," Leonard said. It was obvious he was using his classic charm and flirting skills and that Jennifer was to some extent falling for it.

I took this as my cue to leave. I stepped out of the car as well. Leonard dropped the keys in my hand and then the two walked up to Jennifer's house, arms still around each other. Jennifer looked back at me and smiled, giving me a slight wave. I couldn't help but laugh when Leonard looked back and gave me an enthusiastic thumbs-up, right before the two disappeared around a curve in the road.

Happy with the way things had went that night, I drove back to my house and collapsed in bed, sleeping like a baby.