Rate by The Naughty Meter
Naughty level to be set later
Categories: Anal Sex, Virgins/Young women, Force/Rape
Tags: dick skirts
Fulfillment: Share it only
Erika is 38, her wealth is from a trust fund. She is one of the organizers of the Cattle Baron's Ball, a charity event held at River Bend ranch outside Dallas. She is 5' 9" tall, slender sexy body, long black hair, her breasts are 34B. This charity event is a must attend event for me. I always make a big donation to this charity. I know who Erika is but have not had the pleasure of meeting her till now. I was introduced to Erika, she commented " I have always wanted to meet you Mr. Malone. I read the article in Forbes about your law firm and international corporation." Erika sat at my table with 8 other people for lunch. We exchanged a couple of sentences, later, before dinner, in the bar, she sat down next to me.
I invited her to dinner and she accepted on the condition that we split the check. I was gracious enough to allow that. We have many things in common,.a shared interest in outdoor sports like skiing and indoor activities like theater and symphony, charities, and business. But you don't want to hear about that. She did let me buy a bottle of expensive wine. Anyway we were really hitting it off when I asked, "You know, we're having fun together. Wouldn't you like to join me at my condo tonight?" Erika was surprised. she didn't realize she had led me on so, but looking back she had. She could feel her pussy reacting but still, She said, "No, No, I can't. I've never accepted those kind of invitations. You're an exciting man but I can't."
I accepted her reply and we chatted for a while longer. Then out of the blue, I said, "As a business proposition, I will contribute a half million dollars to your favorite charity." I let that hang in the air while She tried not to spit out her wine from the shock. "You're not serious?" She asked. Suddenly, She had a whole different opinion of this otherwise charming man. " I'm very serious, I will call my banker right now." She wondered how many times I had made this kind of offer." The number of times is not important, those other times were not with someone special like you." That was supposed to make her feel good?
Anyway we had some more very awkward conversation until suddenly, I said, " I would donate to your charity $1 Million" Her jaw dropped, but She could feel that her arousal was stronger now. "A, a, million.. really?" She stammered. "Really." Somehow that made her feel special. " I can't. I can't. I can't." She was trembling and it was obvious to me. I didn't say anything. "Oh my god. Oh my god." She stammered again. Then a long silence. "What ... What should I do?" She realized it wasn't the money that attracted her. " Do you need to go home?" I asked. "Oh my god. Oh. Uh. No. I mean, yes I do." She said. "Come to my condo at 9:00. Here is the address. I'll be waiting. If you don't come, I'll understand, too." I said.
She wandered out to her car, shaking. She still hadn't really made up her mind. I talked to her security guard and to her assistant. After she hung up She tried to decide what to wear. I don't dress like a, oh my god, you know, a whore. But She found a shorter blue skirt and a nice soft white blouse. As She changed, She stood in front of the mirror naked, hoping She would please me. She looked at her body which was still unsullied and asked herself what She was thinking. Then She slipped into some black pantyhose and a black bra, pulled up her skirt and slipped into her blouse leaving some nice cleavage showing and stepped into some heels. For the fourth time She brushed her hair and She put on a little perfume, the same one She had at dinner. A couple minutes before 9, She grabbed her evening purse and headed for the car. She felt so conspicuous. She was grateful her staff did not see her. They would not have known anyway, would they?
The door to the condo was ajar - held open by a safety latch - and She pushed it open tentatively. "John?" "Hello, Erika, you look so wonderful!" As I closed and latched the door She looked nervously around the elegantly appointed room. Her eyes fixed on an envelope on the table that seemed very full. "Oh my god!" She gasped as her hand went up to her mouth. " That is small portion to show that I was serious. Put it in your purse." She was shaking again and as She wedged it into myher purse tears ran down her cheeks. I came over and brushed off the tears with my finger. "What am I supposed to do?" She asked. "Don't worry. We have time." And I kissed her as I pulled our bodies together. I kissed her, deep and passionate. Her whole body responded. Our tongues played delightfully.
Then I led her over to the sofa and we sat down to a bottle of wine. She didn't need any more but it was delicious and She took a few sips. We started making out again - my hands wandering over her clothes and She found I had a massive erection in my trousers. She rubbed me there as I unbuttoned her blouse and slid it off, draping it over the back of the sofa. I was kissing her chest above her bra and She reached inside my zipper to stroke my hard cock through my jocks. As Her bra came off so did my belt and my pants fell open. I took her nipple in my mouth and my bare cock was in her hand. That and this seductive situation were already starting her orgasm. Then She pulled away and knelt in front of me. " I read that at whore always gives a blow job!" and She pulled my pants off.
"You're not a whore but you can give me one anyway." So She started licking my thighs and then my testicles. The shaft of my penis was perfectly straight and larger than She had seen or experienced - oh god. Soon She had the long thick shaft in her mouth and was making me moan, " UH1 UH! UH! UH! UH!" when I pulled her off. " I want something else first," I said playfully. I stood her up in front of me and slid my hand up her skirt. I rubbed her pussy through the pantyhose and her legs started to tremble. Before long, I slipped them off and pushed up her skirt. Soon my fingers were inside her vagina and She was licking the front of her lips. She arched her back and I had her clit on the tip of my tongue. That gave her, the first orgasm, she moaned " OMG! OOOOOOOHHHHHH! OOOOOOOHHHHHH! and made my hand very wet.
She unzipped her skirt and let it fall - I took my hand away long enough to let it drop. At last we were both naked. I leaned back and looked at her up and down. "You are a beautiful woman." She pushed me back on the sofa so I was laying there face up. She put my hard penis in her mouth a couple more minutes and then climbed up and straddled me. " I didn't have time to get condoms," She said. "Me neither."
She held my cock straight up and positioned herself over it, using it to excite her clit. I put my fingers between her lips and rubbed her. Then She put my long thick cock at her opening and let herself down down down over it. Her slight hesitation told me this was the first time for her. But She was too aroused to change anything now. We both convulsed into faster and faster thrusting. I pushed up every time She slid down. We were both already close to orgasm and She came first, moaning " .”Ohhhhhh… Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" I held on as best I could but soon She could feel me throbbing and jets of my seed coating her insides. Over and over I thrusted and more and more seed came out. Even when I was spent I thrusted up inside her and my more flexible cock gave her another orgasm, moaning " please John…..ohhhh…mmmmm…OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO….please stop John." She stayed there until my much diminished cock popped out of her.
She collapsed on me and we immediately began kissing again. We got up and I led her to the bedroom, and over to the bed where I had already pulled down the covers. I laid her across the bed with her feet dangling off the bed and spread her legs wide. She felt my hairy thighs rub aganist her inner thighs as stepped between her legs. I leaned down kissing her spine all the way down to her wet pussy. I found her swollen tender clit. I gently nipped at it, which causes spontaneous shivers of delight to travel to all her nerves. She moaned, " Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" Then She said, " That's it. Lick it. take it in that's what I need." Erika laid still, breathing heavily as I continued licking her pussy, then caressing her inner thighs. I eased myself up over her body, pressing aganist her pussy and leaning forward so that my balls and hard cock laid agnist her ass crack. With my fingers I maneuvered the long thick shaft of my cock-bulbous plum head lay to flat and lengthwise up from her ass to her spine. Erika looked back at her ass, and my long thick cock looking like a snake resting on top of her ass, the glistening flesh of my cock making a strange shading contrast aganist her skin. I was lying in this position for a purpose. I wanted Erika to see 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 tight pussy and ass. Erika groaned " OOOOOOOHHHHHHhhhhh! That is a long thick penis. How could a penis be so long and thick ?"
I lay heavily on her firm body, pressing my mouth aganist the back of her neck I pressed hard on the back 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, Erika was feeling the urge from within herself, she pushed her pelvis back aganist me, trying to writhe her thighs aganist my thighs, trying to get pleasure by pushing her ass to and fro aganist that hard long thick cock that was like a bar of iron sand-whiched between our bodies. She was longing to feel that long thick hard cock deep inside her . Then I raised up off of her to one side, she saw my expression change. My face now had a leer. My hands started to caress between her thighs rubbing her pussy. My hot hands caressed her smooth naked skin, and then moved to the bare skin of her ass immediately. I begin caressing down her back to her tight buttocks, my finger traces 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 then...OH GOD! Erika 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 continues pressing until pushing inwards inexorably, she feels pain as my finger goes in deeper and deeper, up to my knuckle, buried in her tight virgin ass. Erika is trying to relax hoping the pain would go away. She relaxs a little, then I start sliding my finger in and out. Erika screams, "PLEASE! PLEASE! Don't." My finger pops out of her, leaving her feeling sore. Then I slowly trace a path up her crack to her clit and again she cries out "OMG! OMG!" in lustful desire. Reaching her clit, I let my tongue swirl and twirl around that hard little bud again and again. I slowly lower to her wet pussy, tongue fucking her then I go back to her clit, then take long slow slides with my tongue from her ass to her clit.
I stand up and move to the side, Erika rolls onto her back spreading her legs, feeling my hairy legs as I crawl between her legs. Suddenly Erika grabs my head tightly holding on while whispering, "Oh babe, Oh babe, Oh. that felt so good. I lower my head to her pussy letting my tongue swirl and twirl around her clit again. You're going to make me cum. You're driving me crazy. Oh oh, here it is ...." Her cum splashs onto my face and mouth. I suck and swallow her cum as she is screaming in orgasmic relief, .”Ohhhhhh… Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" fuu…fuuu…Oh fuck….please John…..ohhhh…mmmmm…OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO." Her juices were running down from her pussy and dampening the cheeks of her luscious ass. I followed the trickle with my tongue licking her cum from around her small tight virgin asshole, then licking back and forth from her pussy to her sweet ass.
She feels my rock hard 10 inch long thick cock pressing aganist the lips of her pussy, she jerks as my hand runs up and down her pussy lips, stroking her clit, then back down and now one finger begins to enter her pussy. Erika whimpers, " uuuuuuuuhhhhhhhh," and then moans" Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" opening her legs more, giving me access to her pussy."Please, be gentle it is hurting," 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. Erika feels my fingers beginning to spread her open. " It hurts, please, please, stop, take them out, please " she cries. Then she grabs my wristsand tries to push me out of her.But my fingers continue to spread open her pussy. The two fingers retreat, suddenly three entered into her pussy.
I place my hand on the side of Erika's face and turn it gently towards me. Leaning over, I begin softly kissing her lips. Erika was looking at me with desire in her eyes as I continue kissing and carassing her gently. I slowly shift my body on top of Erika, kissing her gently as I did before. Slowly, I change my position. Kneeling between her legs, I slowly rub both hands up and down Erika's inner thighs, enjoying the feel of her soft skin. I always been a leg man, and Erika has beautiful long legs. I rubbed my hands over her inner thighs, up to her stomach , then up to her breasts. I gently, softly caress her breasts, looking into her eyes as I did so. A small moan "OOOOOOHHHHHHHmmmmmm" escapes Erika's lips.
I slid up positioning the tip of the bulbous plum cock head on her vaginal mound, she gasps, "uuuuuuhhhhhhh." when I press the bulbous plum head of my cock aganist the soft base of her cunt. Erika shivers from the feel of my hot hard cock pressing and rubbing aganist her cunt. I slowly began to push the bulbous plum head barely inside her as a tease, it seems like she is a virgin. The walls of her pussy is so tight that I literally could not push further. The lips of her pussy were wet, but her pussy was so tight and narrow, the more pressure I applied, it caused pain. I guessed that she had not been fucked recently. The more I tried to penetrate her the harder my cock grew. I decided to lubricate my cock with gel to help open up the tight narrow walls of her pussy. I lubricated her pussy and my cock, then thrusted the bulbous plum head aganist her pussy, the shaft sank part way into her. We kissed, our tongues fucking each other's mouth, and the fragrent aroma of her pussy getting stronger making me even hornyer. I slid my hands under her ass then grabbing her ass with both hands causing her to spread her legs further apart.
Erika screamed "OH!OMG! OOOOOHHHHH! OMG! Your throbbing hard cock feels like a baseball bat is being shoved into me." Her pussy was spasming wildly around my cock. Desperately wanting to feel the full length of me seated deep in her. "Your pussy is very narrow and tight Erika, a wet velvet box wanting to wrap around my hard cock. "Oh Baby! I must push more of my cock into you, I must feel your pussy around my hard cock squeezing me. milking it. Tighten it up again Erika. " I murmured. Erika tightened her sheath, feeling me sinking further into her, "OH! OH! OMG! that long thick throbbing hard cock feels incredible." she screams. My fingers find her hard nipples then slowly pulling, twisting the sensitive nubs.
I have found that when I grab a woman's ass pulling her towards me , I can get deeper penetration. Erika is curvy with a nice firm ass, I literally pulled her ass up towards me, driving my cock hard and deep into her pussy, resting the head of my cock aganist the wall of her uterus. I pulled her ass really tight aganist my groin. My cock got harder and bigger, "Mmmmm that feels good, really good," she said, blushing. Relax, let me completely inside, I told her. She kissed my mouth again, and brought my hand up to her firm tits.
I had my left arm under Erika's shoulders, holding her close as my right hand softly stroked her hair. My lips touched hers in a long, soft kiss. Slowly, Erika's arms move up and around my neck, pulling me close as she lifts her legs and wraps them around my hips. I continue kissing Erika and softly massaging her soft supple body with my free hand. Erika returns my kisses as she caresses and rubs the back of my neck. Her hips begin moving in time with me as I slowly thrust deeper inside of her. " Ooooohhhh... Ooooooohhhhh.." Erika moans as she nuzzles into my shoulder. " Oooohhhh..Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM! pleeeeeeeaaaaaasssssee." These were the moans of escatsy. They were moans of one body responding to another. Moans of acceptance. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ohhh." Erika continues responding to my gentleness. Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ooohhhhhhh." Erika is moving in time with my hips and thrusts, her pace increasing as I do, her pelvic area grinding against mine. Erika feels the stirrings deep inside her. Slowly, she was becoming very aroused.
" Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" Erika clamps 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 our thrusting increases. " OHHH! OHHH! UUHHH! UUHHH!" Erika moans as she pulls me tighter against her. She feels the feeling of arousal peaking inside her, feels her body responding more and more to my attentions. " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!" Erika groans as her body was wrathing from multiple orgasms surging through her. Her entire body shaking and jerking, pushing me over the edge as well. " Oh God!!" I moan as I began shooting my load into Erika. Erka was still in the throes of her own orgasms as she feels the heat of my sperm filling her insides. The throbbing and jerking of my cock inside her causing her to groan as her orgasms begin abating. " Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMMmmmmm." Erika sighs, holding me close, her legs still wrapped around my hips, as the trembling of her body slowly eases. I collapse on her with a sigh of contentment.
I raise up off her, rolling Erika onto her stomach. 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, small tight and virgin. I part her legs, tears begin to stream down Erika's face. Her legs were now spread obscenely wide, opening her pussy and her ass to me. "That's too far, it hurts", she cries out.I look at this beauty spread naked before me, her ass open, her anus peaking out. I ease between Erika's thighs. "What are you doing" she yells. "Quiet down and do as you are asked. My hands began fondling her ass. My hands slipped between her cheeks moving toward her anus."PLEASE! NO! NO! NOT THERE! IT WILL HURT! I HAVE NEVER BEEN FUCKED THERE BEFORE!." My finger reachs her anus and Erika cringes in fear as my finger begins to enter her."Relax your ass and let me have my way."
My finger is dry and it hurts as it pushs into her. I push deeper into her rectum,"OOOWWW!, OMG! THAT HURTS!, YOU'RE PUSHING TO HARD! STOP!" I push hard and my finger finally plunges deep into her rectum until my knuckles hit her ass." Tighten your ass on my finger. Erika grasps my finger, "Again, you are very tight." Erika grasps my finger again. I pull my finger from her anus with a pop. " Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" Victoria screams.
”OH FUCK! NO …..PLEASE NOOOO ….UUUUUGGGHHH ”. Before she could finish her sentence I pulled tight on her hips and thrust my hips forward. The head of my cock forces its way past the tight grip of her asshole and dives inside her. Erika grabbed two fist fulls of the sheet and buries her face into the pillow as I continue to pull her asshole onto my thick throbbing cock. It didn’t hurt like she thought it would since my two fingers had managed to stretch her open some; and the saliva from my tongue was still coating her insides; but it was still filling her up in a way she had never felt before. Inch after inch of my cock disappeared inside her sexy tight virgin ass. She was up on her knees now, but knew there was no way I was going to let her get away.
. .As I felt my balls slap, WAP! WAP! WAP! WAP! against her wet hot pussy lips, I could feel every inch of my cock imbedding deep inside this sexy vixen. I held still for a few moments, allowing her to get used to the feel of it inside her. She was breathing hard and after about a minute, I could see her hands release the death grip they had on the sheet. It was time. . .I begin to pull out just a little, and then ram my cock back in all the way. Slowly I work it back and forth, getting longer and longer with each of my strokes. It takes me a few minutes to finally get that tight ass loose enough to allow my cock to move in and out somewhat freely, but by the time I did, Erika was moaning in pleasure beneath me. . .”OH fuck baby….mmmmm….mmmmmm ….mmmmm….mmmmm…your cock in my tight….oh fuck fuck…ass. Oh baby…fuck me deep….mmmmm.
I was so fucking turned on. I pushed my body up onto the bed with her, and eagerly began fucking my way in and out of her tight ass as hard and fast as I could. Our bodies were soaked with sweat as I humped her like dog on her pink sheets. Erika exploded in a whole new set of mini orgasms, causing her ass to lock down around my cock much tighter than her pussy. That was all it took to finally push me over the edge to my second explosion of the afternoon. I thrust my hips down hard against her ass as I pumped load after load of orgasmic cum into her tight ass. The more she shook beneath me, the more I slammed her from behind. Her ass was still locked so tight around my cock; the blood could not escape to let it soften. After 10 great minutes of fucking, I slid a hand under her waist, and rolled over onto my back with her still impaled on top of me. Erika quickly grabbed onto my knees and continued to feverishly move her ass up and down on my cock. She was bouncing that sexy ass up and down on my shaft, while also moving a hand to her pussy to finger herself. I my nails clawed her back and felt her cumming again as the long red claw marks appeared down her silky flesh.
Finally we were both spent. Erika fell back on top of me, never pulling my cock from her ass. We lay there panting against each other as our bodies finally started to relax. Her ass was still super tight and keeping a firm grasp of my cock. One of my hands reached around her and found her wet pussy lips and I gently teased and massaged them while my other hand reached around and found one of her hard nipples. Somewhere in the comfort of the bed I dozed off to sleep …exhausted. . .I wasn’t sure what time it was, but it was dark in the room and Erika was no longer lying on top of me, but then I felt her lips. The soft tender wetness of her wonderful lips locked on to the head of my now soft cock. She sucked the tender piece of flesh with her mouth and gently began teasing and sucking it back to life. " Can I stay the weekend ?" she asked. " Let me see rearrange my meetings." I replied. " I just experienced great sex with a generous older man." She said. " Does our age difference both you ?" I asked." Oh GOD No!" She replied. " The rumors and gossip will be rampant you know." I said. " Let them talk. I don't care." She said.