This is a fictional story I wrote. It is not real, but I wish it was. Don't copy my story to put on another site. It's not real, blah blah blah, you know the deal.
Jennifer Love Hewitt Fucked By James Scandalous Another trip down old memories today. I want to tell you all about the time I dated and fucked Jennifer Love Hewitt. Our story begins a long time ago, back in the year of 2009, so it was over 15 years ago. Life was simpler back then. Or maybe that's just what I'm remembering cause this was a good time I won't ever forget.
I dated Jennifer off and on for a few years between her work on Ghost Whisperer and The Client List. We had our ups and downs. Fun times, lots of great sex and some notoriety in the gossip tabloids back when those were a bigger deal. A lot of baggage came with dating me as the price to be paid when I was your boyfriend. My reputation didn't make her publicist happy, but who cares about him? I still gave her a lot of publicity, good and bad. My belief is that any publicity is good publicity. Nowadays your scandals get blasted all over social media and talked about by losers with no job wishing they were fucking the women you shared a bed with it. It was all part of the game that made me who I was. The world was filled with guys who wished they were as awesome as me.
One summer night I was cruising down the streets of L.A. on my way to see Jennifer when she called me up on the phone. Back then, my car had a fancy speaker phone, so I could drive without needing to hold anything to my ear. Cool stuff.
"Hey baby, what's the agenda for the night?"
"I'm in a good mood tonight, feeling a bit sexy too."
I smirked as my hands turned on the steering wheel. Just from those words, I knew tonight was going to be hot as fuck. "Oh really? How sexy are you feeling?"
"Sexy enough to do something we've never done before."
"Tell me."
She giggled into the phone, "No. I'd rather surprise you. So get over here, James. I've got a little something special planned for ya." Jennifer hung up the phone, leaving me to race across the streets to find her luxury home in Beverly Hills.
I was already excited. Even though I had watched Jennifer strip for me many times, I wasn't sure what she had in store tonight. Her tits had been in my face, as had been her ass. The more I thought about it on the drive, I wondered if this surprise had to do with her ass. It was the last part of her body I had yet to explore and properly fuck. Soon enough I'd find out as I pulled into the driveway and hopped out of my car.
I went to the front door like I had done a dozen times before and pressed the door bell. It chimed sweetly through the house, echoing through the quiet night air. A few moments later, the door swung open and Jennifer Love Hewitt stood before me in a black robe. Her brunette hair was pinned up, showing her dangling diamond ear rings. A hint of cleavage in the fold of her robe. "Glad you could make it tonight, James."
"You really think I'd turn down a night of fucking you?"
Jennifer laughed and pulled off the robe, revealing a black lingerie outfit over her hourglass figure. She turned around, showing me that ass in the thong. "Come on in, take your shoes off and get all your clothes off before you join me upstairs," she said while stomping her high heel pumps off to climb the stairs.
Her ass cheeks rubbed together with every step she made. If that was her way of teasing me, it was a job well done. As she stomped her way up the steps of the stairs, I got naked, taking my cock out that was swinging in joy. My beautiful, scandalous dick was so happy knowing it was about to be in all the holes of Jennifer Love Hewitt and likely between her tits too. I ran up the stairs, stomping loudly as I went and found the bedroom.
When I got there, Jennifer had already taken off her bra and thong, revealing her big tits and shaved wet cunt. She kept on the garter belt and fishnet stockings as part of her outfit. "You ready for a good time?" All I could do was nod to that question, then watch her eyes gaze down at my erect dick.
She got down on her knees and quickly wrapped her fingers around it, smiling up at me. "I've been thinking about sucking your cock all day," she purred, blowing her breath across the head. Jennifer then kissed it, and I knew that was the beginning of her style of sucking dick.
She started sucking, sliding my cock down her throat. Jennifer's big brown eyes looked up at me as she started to bob her head up and down. She went slow, then withdrew my shaft from her lips to spit on it. That was how she usually started her blowjobs. Jennifer went back down, sucking hard as she made muffled moans. When she stopped again, she took it from her lips and lowered her mouth down to my balls. I groaned as I felt her tongue lathering over my hairy nut sack. She pushed one of my nuts into her mouth, sucking it hard, then alternated to the other one.
Her hands moved to her breasts as she slid my cock back into her mouth and went back to sucking it. I moaned as she closed her eyes, bobbing her head up and down. When Jennifer was in the mood, she gave amazing, passionate blowjobs like this. I just sat there, enjoying it as best as I could, hoping I'd last long enough to fuck her tits. I knew that would be the next thing she wanted to do.
"Mmmmmmmmhhhhhmmmmmmm," she moaned, letting my cock pop out of her mouth with a subtle noise. She looked up at me with a mischievous smile, her lips glistening in saliva and a tiny bit precum. "You love how I suck your dick, James?"
"You know I do."
She flashed her teeth in a mischievous smirk, then I watched Jennifer push her big tits up. She moved them around my cock and squeezed them together.
"You love these titties too, don't you?"
"Yeah!"
"Then prove it to me. Fuck my tits."
With a smack of my hips, I thrust forward, watching my cock disappear between her creamy, soft mounds. Her breasts jiggled as I was pumping every bit of my cock up and down between them. Jennifer moaned, looking up at me with a big smile. "Mmmmmm, that's it. Fuck these tits."
"Tits like this were made for fucking," she giggled at my words as I kept thrusting. It felt so good to be standing here, fucking those amazing breasts. "I wanna cum on your face tonight. Last time we fucked, I didn't get the chance and accidentally blew a load on your tits," I told her.
"Not yet. We haven't even got to the real good stuff yet, which is where I wanted to surprise you."
I ignored her words for now and focused on pumping my dick between her boobs, "what special stuff?"
Jennifer grinned, "I was going to let you fuck me in the ass."
I stopped mid-thrust and blinked as I looked down at her. "Seriously?"
"Yeah! Don't tell me you're gonna pass up on shoving that dick up my ass It's the one place you haven't fucked yet, and I can tell you're just dying to do it." She rolled her eyes, knowing just how to egg me on. I reached for my dick, pulling it out from between her tits. Jennifer then made the position, turning around and moving on all fours to stick up her big, thick ass. She had a fine butt, even if it wasn't massive. It was just the right size, and now I knew that she was freakier than I expected. It was time to put my name on it and say that I pounded Jennifer Love Hewitt up the ass.
"You want it up the ass?" I teased, spanking her. Jennifer pouted, "Yes, please. Fuck my ass. Give it to me hard!"
That was all I needed to hear. I grabbed my dick with one hand, then pulled one of her cheeks apart with the other so I could see her asshole. Then I shoved it in, listening to her gasp upon my hard entrance, "Oh my god!"
Her ass was tight, just like I expected. What shocked me was when Jennifer pushed it back, taking more of my dick deeper in that ass. I grabbed her hips and began thrusting. She screamed as her tits started shaking around from how hard I was pounding her ass within seconds.
"THAT'S IT! OHHHH, YEAH!! FUCK THAT ASS, JAMES!!"
I was slamming her in the ass now, groaning as the tightness of her butt was almost overwhelming. I couldn't see Jennifer's face, but I had to imagine her eyes were closed and teeth were clenched. "FUCKKKK!!! OHHHHH MY GOD!!" She was still screaming as I kept on going, pounding that ass with every thrust I gave it.
As she whimpered, I thought about her other hole I had yet to enter tonight. It was almost like she was saving her pussy for last. I needed to make Jennifer cum after having her scream like this. So I pulled out of her ass, listening to her sigh in relief or disappointment of my cock exiting that ass. Then I pushed it into her cunt, hearing her gasp again, "Oh my god, James..."
Jennifer leaned down, seemingly under pressure as her palms pressed into the hard floor. I knew she could handle me, so I didn't let up. I started to thrust, pumping into her pussy as she whimpered. "You want more? Talk to me!" I spanked that ass hard with my left hand to get an answer out of her.
"YESSSSSS!!!! FUCK ME!! FUCK ME HARD JAMESSSS!!!! HARDERRRRRR!!!!! DON'T STOP!! I WANT YOU TO FUCK ME UNTIL I CUM, OHHHHHHH GOD!! OHHHHHH, YESSSSSSSSSSSSSS!!!!"
That was how I liked to hear Jennifer. She could scream better than most singers in the music biz with that voice. Maybe she should've been a pop singer instead of an actress, but that was a different subject for another time. She screamed and hollered as I kept pounding that pussy, then I heard her whimper softly. That was the sign she was close to exploding. I made one last thrust and felt her pussy tightening around my dick. It was time to pull out.
Jennifer was panting, but it wasn't enough to stop her from looking over one of her shoulders. Her eyes were greeted with my smug face. I gave her a smile as I reached for her hair, snatching her up and turning her around. "Ohhhhhh, James! Are you ready to cum!?" She yelled those words, knowing I had only seconds to go. I sat Jennifer on her knees and let go of her hair. She held her head up, eyes shut and mouth open. She knew how to pose for a facial.
"Ohhhhh, fuck yeah! I'm gonna cum, babe!" I was growling like an animal, unable to control my release. I aimed my cock directly in her face and shot a thick rope of cum at her. It landed on her right cheek, oozing down her face with a gob that broke off and fell to her tits. "Mmmmmmmmmmm, yeah..." she moaned as she licked it off her lips. I shot another one that went into her hair, making her laugh as only a drop touched her forehead.
Jennifer opened her eyes, looking at me and then blinking as another string of cum fired from my dick and splattered on her chin. I grunted, forcing out yet another rope and this one splattered on her forehead. I was satisfied to see her drenched. She took my cock from me, bringing it into her mouth to suck out the final drops.
"Ohhhhh, yeah. Swallow it all."
Jennifer's eyes looked up at me as she took my softening cock half-way into her mouth. She sucked out what she could, then pulled it away with a pop. I watched her throat muscles move as she swallowed it down, all while the remainder of my cum was dripping down her face, "Mmmmmmmm, tastes so good."
I watched Jennifer kiss my cock, and all I could do was smile. She worked out quite a heavy load of my cum. I didn't want to brag to her, but I guess I could say something all these years later. She was a good fuck. One of the best back in the day. Another reminder of how great it was to be me, and live my incredible, scandalous life. Remembering the days I was a king in this town.