Rate by The Naughty Meter
Naughty level to be set later
Categories: Identified partner, Anal Sex
Tags: vagina woman beautiful assfucked coerced
Location: My House
Roleplay: Sugar Daddy/Baby
Fulfillment: Share it only
Kelly waited in my very luxurious penthouse, sweet-smelling penthouse of a certain wealthy gentleman, whom she knew to be in his fifties. I had kept her waiting while I bathed and changed. It had been through a mutual friend that I owned a restrauant with that I had first become aware of this beautiful asian woman who now waited for me in my scented living room.
Kelly was a New York food critic that had written reviews on my restraurants. Kelly was a hostess of a master chef show on a cable TV station that I owned. I was pleased with her hosting the show. I asked her to join me for discussions of hosting a new show. I came into the room smiling and gave her apologies for keeping her waiting. Kelly thought it odd that I was wearing a very expensive silk dressing robe.
I poured her a drink and started to talk about the impending show that I was getting together. Kelly sipped her drink. It was strong, rather like a concoction of whiskey and other spirits. She did not drink much; the drink was positively too strong for herand she disliked it but feared it might offend me if she at least drink a little. she was beginning to acquire a taste for it, not knowing that it contained an oriental aphrodisiac drug; and by the time her second glass was empty she felt strangely relaxed and happy.
Kelly was leaning back more comfortably, quite aware that I was gazing up and down her long slender legs, which were not kept so primly together. My change of position allowed the silk robe to fall open at the front. Her eyes opened wide. Kelly could hardly believe her senses, I was naked beneath the robe, and not far from her wide staring eyes was a huge glistening cock. She knew Iw as watching her as she tried to avert her eyes from my naked torso. When she looked up into my face, she felt embarrassed and ashamed, but when I placed a hand under my long thick cock, she again looked down at it. She watched me gently lift the heavy shaft in my palm. My voice was teasingly soft as I said, " lady like? You don't feel shy now after the drink.
Kelly felt almost hypnotized as I drew her to her feet, my strong hands on her wrists, pulling her to me as I stood up also. That long thick cock was being sandwhiched between my naked hairy stomach her pretty dress. I put my mouth to hers...during the long kiss that followed I insinuated my tongue deep into her mouth. She wanted to resist, to not make it so easy for me, but her will power was gone..it seem-ingly had disappeared into that empty glass. Before I released her lips from mine, she was returning the tonguing and rubbing the tip of her tongue along the edges of my my gums and then back of my teeth. My hands were gripping her young firm ass through her dress.
I was pulling her against my naked , hard cock and slowly worming my body from side to side making her experience thrills she knew she should never allow herself to fill with a older man. Yet she was getting pleasure from my kissing and my touching...a lot of pleasure. I drew her down into the large soft-square divan that stood in the corner of the room.
Kelly lay still, breathing heavily beside me, she was looking up at me with big eyes, as my hands commenced a through exploration of her beautiful firm body. I briefly stopped kissing and caressing, explaining why she should accept my job offer of hosting the new show. As I spoke and caressed her inner thighs, Kelly was becoming more dreamy and light-headed, easier to handle, more eager to please.
During a long drawn-out kiss, she felt me place my right palm flat on her belly. My long fingers began to knead her dress, causing the material to ride upwards. My fingers increased the pressure, the dress hem rose higher and higher, forming a crumpled ball at her waist within his fist. She saw me looking down at the stretch of white flesh that now was exposed above the tops of her nylons, suddenly I eased myself over her body, straddling her thighs and lay forward so that my balls and cock lay at the junction where her lemon-colored nylon panties covered her black bush. With my fingers I maneuvered the long thick shaft of my cock-bulbous head lay flat and lengthwise up from her vee to her belly.
Kelly looked down at her pussy, my thick cock looked 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 Kelly to see and realize to what depth my cock would be able to penetrate into her. I saw from her expression that she certainly understood, that she was trying to imagine what it would be like to have that cock thrust up into her small tight pussy. Kelly had no idea before this moment, that a man's penis could be so long and thick to delve into her.
I lay heavily on her firm young body, pressing my mouth aganist her far from unwilling lips. I pressed hard on the front of her silken body; I knew it would be only seconds before I felt some sort of response from her pussy. In a very short-time, Kelly 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, Kelly 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 thumb and forefinger. I run a finger over her exposed asshole, making her body tense up and then...OH GOD! Kelly 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 felt pain as my finger went in deeper and deeper, up to my knuckle, buried in her small tight virgin ass. Kelly was trying to relax hoping the pain would go away. She relaxed a little, then I started sliding my finger in and out. Kelly screamed, NO! PLEASE NO! My finger pops out of her, leaving her feeling sore.
Turn on your back and spread your legs, I hear you saying OH yes. Kelly feels my hairy legs again pushing her legs apart. She feels my hard rock 14 inch cock pressing aganist the lips of her pussy, she jerks as my hand runs up and down her pussy, stroking her clit, then back down and now one finger begins to enter her pussy. Kelly whimpers and moans opening her legs more, giving me access to her pussy."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. Kelly felt my fingers beginning to spread her open. " It hurts, please stop" she cried, but the fingers continued to spread open her pussy. The two fingers retreated, but three entered into her pussy.
I placed my hand on the side of Kelly's face and turned it gently towards me. Leaning over, I began softly kissing her lips. Kelly was looking at me with fear in her eyes as I continued kissing and carassing her gentle. I slowly shifted my body on top of Kelly, kissing her gently as I did before. Slowly, I changed my position. Kneeling between her legs, I slowly rubbed both hands up and down Kelly's inner thighs, enjoying the feel of the nylons she wore. I always been a leg man, and Kelly had beautiful legs. I rubbed 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 rubbed her breasts, looking into her eyes as I did so. A small moan escaped Kelly's throat.
Leaning over, I began kissing Kelly's thighs. Gently using my tongue, I licked and kissed her thighs and inner thighs, working slowly up towards her stomach. Continuing the gentle kissing and nibbling, I laid between Kelly's legs, my chest resting lightly on her pelvis area while I kissed and nibbled Kelly's stomach. My hands gently kneaded her breasts as I continued flicking kisses softtly over her stomach. I moved further up, gently kissing and nibbling Kelly's breasts as my hands softly rubbed her sides and face. Kelly closed her eyes and sighed. "Uuuoooohhhhhh." Kelly moaned as I gently pushed sliding my big hard cock into her wet pussy, lightly kissing her as I did. Kelly looked into my eyes as I began to slowly, thrusting easily into her. As I leaned down to kiss her, Kelly closed her eyes and returned the kiss.
I had my left arm under Kelly's shoulders, holding her close as my right hand softly stroked her hair. My lips touched hers in a long, soft kiss. Slowly, Kelly's arms moved up and around My back, pulling me closer as she lifted her legs and wrapped them around my hips. I continued kissing Kelly and massaging her body with my free hand. Kelly returned my kisses as she rubbed the back of my neck. Her hips began moving in time with me as I slowly continued thrusting into her deeper.
" Ooooohhhh."Kelly 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." Kelly continued responding to my gentleness. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ooohhhhhhh." Kelly was moving in time with me, her pace increasing as mine did, her pelvic area grinding against mine. Kelly felt the stirrings deep inside her. Slowly, she was becoming aroused. I was kissing and fondling Kelly, moving in cadencewith 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!" Kelly clamped her mouth onto mine, darting her tongue in and out of my mouth as I did the same. Their tongues intertwined as the pace of their thrusting increased.
" OHHH! OHHH! UUHHH! UUHHH!" Kelly moaned as she pulled me tighter against her. She felt the feeling of arousal growing inside her, felt her body responding more and more to my attentions. "OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO" Kelly screamed as I thrusted hard into her popping her cherry.
" OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!" Kelly groaned as her body was wracked by a tremendous orgasm. Her entire body trembled, pushing me over the edge as well.
" Oh God!!" I moaned as I began shooting my load into Kelly. Kelly was still in the throes of her own orgasm as she felt the heat of my sperm filling her insides. The throbbing of my cock inside her caused her to groan as her orgasm began abating.
" Mmmmmm." Kelly 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 Kelly 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 Kelly'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 Kelly's thighs. "What are doing" she yelled. "Quiet down and do as you are ordered. 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 Kelly 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. Kelly grasped my finger, "Again, you are very tight." Kelly grasped my finger again. My finger pulled from her anus with a pop.
"First time to be fucked in the ass, Kelly. "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. Kelly 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." Kelly 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 Kelly'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. Kelly'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. Kelly 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. Kelly was shivering and crying as I pulled my cock out.