Jenilee is a tall strikenly beautiful Chinese super model and fashion designer seeking funding to take her fashion house international. My investment advisors recommended investing in her fashion house. Jenilee waited in my luxurious penthouse, she knew I was in my fifties. I had kept her waiting while I showered and changed. A mutual business associate in China had made my advisors aware of this beautiful asian woman who now waited for me in my scented living room.
She was in New York at my request, I asked her to join me for discussions of financing her fashion businesses. I came into the room smiling and gave her apologies for keeping her waiting. She thought it odd that I was wearing a very expensive silk robe. I poured her a drink and started to talk about the impending funding to make her a international fashion designer. She sipped her drink. It was strong, rather like a concoction of ice coffee and other spirits. She did not drink much; the drink was positively too strong for her and she disliked it but feared it might offend me if she did not drink some. she was beginning to acquire a taste for it, and by the time her second glass was empty she feels strangely relaxed.
She was leaning back more comfortably, aware that I was gazing up and down her long slender legs, which were not kept primly together. I changed positions allowing the silk robe to fall open. Her eyes opened wide and she gasped " Oh..Oh." She hardly believed what she was seeing. I was naked beneath the robe, and not far from her wide staring eyes was a huge glistening cock. She realized I was watching her as she tried to avert her eyes from my naked body. She looked up into my face, she blushs with embarrassmest and ashame, I placed my hand under my long thick cock, she looked down at it. She watchs me gently lifting the heavy shaft in my palm. I teasingly asked her, " lady like? She turns away blushing.
She is hypnotized as I draw her to her feet, my strong hands holding her small soft hands, pulling her to me as I also stood up. My long thick cock was sandwhiched between my naked hairy stomach her beautiful dress. I slowly placed my mouth to hers…the long kiss that followed I slide my tongue deep into her mouth. She tries resist,her will power was gone..it seem-ingly had disappeared in the empty glass. As I released her lips from mine, she was trying to return the tonguing. My hands tightly gripping her young firm ass through her dress. I pulled her against my hard cock and slowly wormed my body from side to side making her tingle and experiencing thrills, she never knew were possible with a older man. She was feeling pleasure from my kissing and touching…a lot of pleasure. I draw her down into the large soft-round lounge chair that stood in the corner of the room.
She laid still, breathing heavily beside me, she was looking at me with big eyes, as my hands commenced slowly caressing her beautiful firm body. I stopped kissing and caressing, explaining why she should accept my funding offer for her fashion houses. As I spoke resumed caressing her inner thighs, Jenilee was becoming dreamy and light-headed, easier to handle, eager to please. As I nuzzled and kissed her neck, she feels my right palm on her belly. My fingers begin to knead her dress, causing the material to ride upwards. My fingers increasing the pressure, the dress hem rising higher and higher, forming a crumpled ball at her waist within my fist. She sees me looking down at the stretch of white flesh now exposed above the tops of her nylons, I ease myself over her, straddling her thighs and laying forward, my balls and cock lay at the junction where her black silk panties covered her clean shaved pussy.
I maneuvered my long thick shaft to lay lengthwise up from her vee to her belly. Ma looked down at her pussy, my thick cock looking like a snake resting on top of her panties, the glistening flesh of my cock making a strange shading contrast with the bright lemon hue of her silky panties. I was lying in this position for a purpose. I wanted her to see and realize to what depth my cock would be able to penetrate her. I see from her expression that she certainly understood, that she was trying to imagine what it would be like to have that long thick cock thrusting up into her small tight pussy. Jenilee had no idea before this moment, that a man's penis could be so long and thick. I laid heavily on her firm young body, pressing my mouth aganist her unwilling lips. I pressed hard on the front of her soft silky body; I knew it would be only minutes before I feel a response from her pussy. She was feeling that urge from within herself, she pushed her pelvis aganist me, trying to writhe her thighs aganist my thighs, trying to get pleasure by pushing her belly to and fro aganist that hard long thick cock that was like a bar of iron sand-whiched between their legs.
She no longer thought of the consequences of her actions. Then I rolled off of her to one side, she saw my expression change. My face now had a leer. I flipped her crumpled dress higher above her waist, my hands groped between her thighs rubbing her pussy. My hot hands caressed her smooth naked skin above her nylon-tops, and then moved to the bare skin of her belly immediately above the tight elastic waistband of her panties. Sliding her panties off, Jenilee rolls on to her stomach, she feels my hairy legs pushing her legs father apart. I begin caressing down her back to her small tight buttocks, my finger traced up and down her ass crack. She shivers as my other hand pulls her cheeks apart and hold them that way with my thumb and forefinger. I run a finger over her exposed asshole, making her body tense up and GOD!" Jenilee feels the pressure on her exposed asshole as my finger pushs aganist it and she bucks wildly, tensing her muscles trying to keep me out. My finger continued pressing until pushing inwards inexorably, she feels pain as my finger slids in deeper and deeper, up to my knuckle, buried in her small tight virgin ass.
Jenilee is trying to relax hoping the pain would go away. She relaxes a little, then I start sliding my finger in and out. Jenilee screams, " NO! PLEASE NO!" My finger pops out of her, leaving her feeling sore. Turn on your back and spread your legs, she hears me saying. Jenilee feels my hairy legs pushing her legs apart. She feels my hard rock 9 inch cock pressing aganist the lips of her pussy, she bucks and jerks as my hand runs up and down her pussy, stroking her clit, then back down and one finger begins to enter her. Jenilee whimpers and moans opening her legs more, giving me access to her pussy."
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" Please, don't do this, it hurts," as one finger becomes two and then they begin to move in and out of her pussy. With a hard jolt, I push two fingers deep inside her and stop. Jenilee feels my fingers beginning to spread her open. " It hurts, please stop" she cries, the fingers continue to spread open her pussy. The two fingers retreat, then three enter into her pussy. I place my hand on the side of Jenilee's face and turne it gently towards me. Leaning over, I begin softly kissing her lips. Jenilee was looking at me with fear in her eyes as I continue kissing and carassing her gently. I slowly shift my body on top of Jenilee, kissing her gently as I did before. Slowly, I change my position. Kneeling between her legs, I slowly rub both hands up and down Jenilee's inner thighs, enjoying the feel of the nylons she is wearing. I always been a leg man, and Jenilee has beautiful legs.
I rub my hands over her inner thighs, up to her stomach and over the satin of her garter belt, up to her breasts. I gently, softly rub her breasts, looking into her eyes as I do so. A small moan escapes Jenilee's throat. " Leaning over, I begin kissing Jenilee's thighs. Gently using my tongue, I lick and kiss her thighs and inner thighs, working slowly up towards her stomach. Continuing the gentle kissing and nibbling, I lay between Jenilee's legs, my chest resting lightly on her pelvis area while I kiss and nibble her stomach. My hands gently kneading her breasts as I continue flicking kisses softly over her stomach. I move further up, gently kissing and nibbling her breasts as my hands softly rub her sides and face. Jenilee closes her eyes and sighs. " Jenilee moans " " as I gently push sliding my big hard thick cock into her tight wet pussy, lightly kissing her as I did. Jenilee looks into my eyes as I begin to slowly, thrust easily into her. As I lean down to kiss her, Jenilee closes her eyes and returns the kiss.
I have my left arm under Jenilee's shoulders, holding her close as my right hand softly strokes her hair. My lips touch hers in a long, soft kiss. Slowly, Jenilee's arms move up and around my back, pulling me closer as she lifts her legs and wraps them around my hips. I continue kissing Jenilee and massaging her body with my free hand. Jenilee returns my kisses as she rubs the back of my neck. Her hips begin moving in time with me as I slowly continue thrusting into her deeper. " Ooooohhhh." Jenilee moans as she nuzzles 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." Jenilee continues responding to my gentleness. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ooohhhhhhh." Jenilee was moving in time with me, her pace increasing as mine did, her pelvic area grinding against mine. Jenilee feels the stirrings deep inside her. Slowly, she was becoming aroused. I was kissing and fondling her, moving in cadence with her as I feel my own excitement growing. I drive deeper into her like a pile driver and she responds, moving with me, driving her hips forward to meet my thrusts.
" Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" She clamps her mouth onto mine, darting her tongue in and out of my mouth as I did the same. Our tongues intertwine as the pace of our thrusting increases. " OHHH! OHHH! UUHHH! UUHHH!" She moans as she pulls me tighter against her. She feels the feeling of arousal growing inside her, feels her body responding more and more to my attentions. " OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! Jenilee screams as I thrust hard into her popping her cherry. " OHHH! OHHH!! UUHHH! OHHH! Jenilee groans as her body is wracked by waves of orgasms. Her entire body trembling, pushing me over the edge as well.
" Oh God!!" I moan as I begin shooting my load into her. Jenilee was still in the throes of her own orgasms as she feels the heat of my sperm filling her. The throbbing of my cock inside her causing her to groan as her orgasms begin abating.
" Mmmmmm." Jenilee sighs, holding me close, her legs wrapped tight around my hips, as the trembling of her body slowly ceases. I collapse on her with a sigh of contentment. I roll her onto her stomach lying face down. I slid my hands up her long slender legs and rest them on her ass. " You have such a beautiful ass and I bet it is hot, virgin and tight. I part her legs, tears begin to stream down her face. Her legs now spread obscenely, opening her pussy and her ass to me. " That's too far, it hurts", she cries. I look at this beauty spread naked before me, her ass open, her anus peaking out. I ease between her thighs. " What are doing" she yells. " Quiet down and do as you are ordered. My hands begin fondling her ass. My hands slip between her cheeks moving toward her anus." Please not there, that will hurt." My finger reachs her anus and she cringes in fear as it begins to enter her." Relax your ass and let me have my way."
My finger was dry and it hurt as it entered her. I push deeper into her rectum, "OOOWWW, that hurts, you're pushing too hard." I push hard and my finger plunging deep into her rectum until my knuckles hit her ass."T ighten your ass on my finger. Jenilee grasps my finger, " Again, you are very tight." She grasps my finger again. My finger pulls from her anus with a pop. " First time to be fucked in the ass, Jenilee. " 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. 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 cum in 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."
Jenilee feels me crawl back between her spread legs. I press my naked body aganist her. She feels my big hard cock push between the cheeks of her ass, resting on her anus. My 9 inch long and 3 inch diameter hard cock rests on her anus. She begins to sweat in fear. I stroke her sides squeezing her breasts, " OOOWW, that hurts." That's nothing, wait untill my cock forces its way into your asshole." Jenilee feels me push up from her body and fist my cock placing it on her anus. " Your lesson is about to begin " and I begin 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 lubricate my cock with KY gel and again push into her anus. It feels like a baseball bat was driving up her ass as I continue to push and pull back and push again, each time gaining a millimeter at a time." OOOOOWWW, it's too big, don't stick it into my ass," she wails.
I push harder and Jenilee's anus gives up to the assualt and opens to the head of cock. OWWWWWW, its tearing me, take it out, don't push it in," she yells. You only got the head, wait until you get all 9 inches fucked up your ass. I am going to stretch you open, You better fuck back. I push another inch in, than out. The next thrust gains two inches, than back out. Jenilee's asshole was bleeding from the assualt, adding lubrication to my cock for me to continue. " Here comes all of it baby" and I push with all my might into her asshole. 9 inches of hard cock forcing her asshole to open bigger then it ever did. Her asshole was stretched and torn to accept the fucking of her ass. I pull my cock out to the head and than begin the painful journey back up her ass. My cock was gripped tightly by her ass. I begiin to fuck her ass hard and fast, riding her. My cock thrusting 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. Jenilee feels my cock swelling as I thrust into her, I groan as I explode in her. My hot cum flowing like lava in her. I collapse on top of her breathing hard in her ear. Jenilee is shivering and crying as I pull my cock out.
" Jenilee, you are mine now." I whisper in her ear.
story by: graylover
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