Rate by The Naughty Meter
Naughty level to be set later
Categories: Oral Sex, Anal Sex
Tags: cock Wetness Road erotic dress affairs insatiable cumming hardcore
Roleplay: Sugar Daddy/Baby
Fulfillment: Share it only
My name is Jamie, the night was hot as I landed in Dallas by private jet. I was wearing a figure fitting white dress with no bra or panties as I headed to the ghost lounge at the W hotel to pickup John. I was meeting my gray fox lover John to make another fantasy come true: sex in his limo. John is a wealthy tycoon, who is always horny, that I meet when I am in town. I waited for Jamie to arrive at the hotel for our rendezvous.
John is a strikingly handsome man at 6 foot 5 with a lean build and beautiful blue eyes and salt and pepper hair..
The limo was waiting outside for me and I got in. Soft music was playing, in the back, the limo was huge and bright, with recessed lights on low in the ceiling, the windows were dark and it was cozy inside. Jamie had changed clothes on her way to pick me up.
She had slipped the white dress off, replacing it with black thigh high nylons, stiletto heels and black silk coverlet and waited patiently. I opened the back door sliding in next to Jamie. I lowered the divider part way telling the driver to drive around for two hours.I was very horny, I quickly undressed as she watched.
She positioned herself straddling my lap. Her pussy was soaking wet already and more than ready for my cock. She reached down with her hand and set my raging hard cock at her entrance. I barely had time to look at her face before she pushed down, forcing myt big hard cock to pierce into her tight wet pussy and it felt like a big club. Jamie was feeling my hot meat spreading her and stretching her pussy wider and wider. "Oh my fucking god I love your cock inside my little pussy... fuck yes.. oh fuck!" She yelled.
I took hold of her hips and started thrusting up into her. When I was fully buried in her pussy, she was shaking as a powerful orgasm ripped through her. I did not stop and kept thrusting into her harder and harder. She could not believe how much I was making her cum as I fucked her.
I rolled us over onto the seat, I began pounding downward into her, slamming her into the seat hard and ramming against her cervix. " Ooooohhhh." Jamie moaned as she nuzzled into my shoulder. " Oooohhhh." These were not the moans of pain. They were moans of one body responding to another. Moans of acceptance. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ohhh." Jamie continued responding to my gentleness. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ooohhhhhhh." Jamie began moving in time with me, her pace increasing as mine did, her pelvic area grinding against mine. Jamie was feeling the stirrings deep inside her. She was wrathing, I was kissing and fondling Jamie, moving in cadence with her as I felt my own excitement grow. I drove deeper into her like a pile driver and she responded, moving with me, driving her hips forward to meet my thrusts.
" Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" Jamie clamped her mouth onto mine, darting her tongue in and out of my mouth as I did the same. Our tongues intertwined as the pace of their thrusting increased.
" OHHH! OHHH! UUHHH! UUHHH!" Jamie moaned as she pulled me tighter against her. She felt the feeling of her climax growing inside her, felt her body responding more and more to my attentions. "OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO" Jamie screamed as I thrusted hard into her stretching her tight pussy wide. " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!" Jamie groaned as her body was wracked by multiple orgasms. Her entire body trembling, pushing me over the edge as well.
" Oh God!!" I moaned as I began shooting my load into Jamie. Jamie was still in the throes of her own orgasms as she felt the heat of my sperm filling her insides. The throbbing of my cock inside her caused her to groan as her orgasms began abating.
" Mmmmmm." Jamie sighed, holding me close, her legs still wrapped around my hips, as the trembling of her body slowly ceased. I collapsed on her with a sigh of contentment. I rolled Jamie onto her stomach lying face down . I slid my hands up her long slender legs and rested them on her ass. "You have such a beautiful ass and I bet it is hot, virgin and tight. I parted her legs, tears began to fall from Jamie's eyes. Her legs were now spread obscenely, opening her pussy and her ass to me. "That's too far, it hurts", she cried.
I looked at this beauty spread naked before me, her ass open, her anus peaking out. I eased between Jamie's thighs. "What are doing" she yelled. "Quiet down and do as you as I ask. My hands began fondling her ass. My hands slipped between her cheeks moving toward her anus."Please not there, that will hurt." My finger reached her anus and Jamie cringed in fear as it began to enter her."Relax your ass and let me have my way."
My finger was dry and it hurt as it entered her. I pushed deeper into her rectum,"OOOWWW, that hurts, you're pushing too hard." I pushed hard and my finger plunged deep into her rectum until my knuckles hit her ass."Tighten your ass on my finger. Jamie grasped my finger, "Again, you are very tight." Jamie grasped my finger again. My finger pulled from her anus with a pop.
"First time to be fucked in the ass, Jamie. "Yes, I would never do that, it would hurt."
You look so good spread out and your ass is so hot and tight. I am going to fuck you in the ass. As you know I have a large cock, so it will tear your ass as I fuck you, but the blood will aid as a lubricant. I can go about 20 minutes so by the time I come up your ass, you will be very sore. As I pull my cock out of your ass, I want you to squeeze my cock with your ass muscles. Jamie felt me get back between her spread legs. I pressed my naked body aganist her. She could feel my big hard cock push between her cheeks of her ass, resting on her anus. My 14 inch long and 3 inch diameter hard cock rested on her anus. She began to sweat in fear.
I stroked her sides squeezing her breasts, "OOOWW, that hurts." That's nothing, wait untill my cock forces its way into your asshole." Jamie could feel me push up from her body and fist my cock placing it on her anus. "Your lesson is about to begin" and I began to push the bulbous head of my cock into her anus. My cock was dry so at the beginning, all it did was try to push into her anus. I lubricated my cock with KY gel and again pushed into her anus. It felt like a baseball bat was driving up her ass as I continued to push and pull back and push again, each time gaining a millimeter at a time."OOOOOWWW, it's too big, don't stick into my ass," she wailed.
I pushed harder and Jamie's anus gave up to the assualt and opened to the head of cock. "AAAAAAAAAHHH, OWWWWWW, its tearing me, take it out, don't push it in," she yelled. You only got the head, wait until you get all 14 inches fucked up your ass. I am going to stretch you open, You better fuck back. I pushed another inch in, than out. The next thrust gained two inches, than back out. Jamie's asshole was bleeding from the assualt, adding lubrication to my cock for me to continue.
"Here comes all of it baby" and I pushed with all my might into her asshole. 14 inches of hard cock forced her asshole to open bigger then it ever did. Her asshole was stretched and torn to accept the fucking of her ass. I pulled my cock out to the head and than began the painful journey back up her ass. My cock was gripped tightly by her ass.I began to fuck her ass hard and fast, riding her. My cock thrusted into her deeper each time, causing her to cramp as it was forced to accept my hard cock. Each stroke of my cock brought a fresh batch of pain to her ass. Jamie felt my cock swell as I thrusted into her, I groaned as I exploded in her. My hot cum flowing like lava in her. I collapsed on top of her breathing hard in her ear. Jamie was shivering and crying as I pulled my cock out.
I got up off of Jamie sitting beside her, I caressed her cheek then leaned over lightly kissing her cheek and neck. " John will you please do me a favour?" She asked.
" Please no more fucking my ass?" She said.
" Jamie, you have a beautiful tight ass, when we are together ass fucking is part of it."
" Jamie, you can stay the weekend in my condo. Spending the weekend having your pussy and ass fucked or I will have the driver drop you off at the airport. My private plane will fly you home." I said.
" I will stay John." She said.