Hot Sex in Dark Alley   added 2 years ago
  By: gray6lover009  Age: 59  Country: United States

  • Currently 3.5/5 Stars.
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Views: 1070
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Favorited: 1
Rate by The Naughty Meter
Naughty level to be set later
Categories: Oral Sex, Virgins/Young women, Anal Sex
Tags: 69. juicy orgasm!! MmmmMMMmM Cum.
Location: A dark back alley
Roleplay: Stranger/Stranger
Fulfillment: Share it only
Nature: Agressive
 
There she was; a petite, curvy, dark haired woman standing all alone in the Love and War in Texas nightclub. Drink in her hand, moving her body slightly to the rhythm, pretending not to feel left out as her friend stuck her tongue down some guys throat next to her. And there I was; walking towards her, knowing I had all eyes on me. The sexual attraction between them instant. One little line in her ear: "Let's get out of here", and we were gone.

Hurrying outside, hand in hand, looking for a half secluded place. We found it in an alley just at the back of the club. It was deserted. We didn't even speak before I grabbed her and pulled her close. Shoving my tongue into her mouth roughly, letting her know how badly I wanted her. She kissed me back just as hard as she started to feel for my zipper. They kept kissing passionately, blocking out everything around them, both so hungry for each other they didn't even care about getting caught.

She was fumbling with my zipper, two excited to concentrate. With one swift movement I had my zipper down, and had placed her hand firmly around my hard long thick cock. She gasped a little " OOOHHH ". This was a lot bigger than she was used to. I laughed. "You like?" She just nodded and bit her lip. She wasn't sure about this now. I felt her grip loosening and looked her deep in the eyes. "Hey, I promise I'll be gentle, trust me, you're gonna love it!"

I kissed her gently then, slowly and sensually, and she could feel herself moisten again. She shut her eyes and closed her hands on my cock again, giving it a tug for re-assurance. I groaned " UUUUHHHH" at this and started to trail my tongue down her neck, right down to the top of her bra. I stopped there, and Alena opened her eyes, alarmed. " I want you to suck me."

Alena would never normally just do what a guy demanded her to do like that, but for some reason, with me, it was a turn on. She nodded at me, still not able to speak, and lowered herself to her knees. She could see my cock clearly even in this dark alleyway. It was hard not to. It stood out at least nine and a half inches, and was so thick Alena could barely get one hand around it. The biggest she had ever had before, was six inches.

She licked her lips nervously, she slowly moved her head forward and lightly kissed the tip of my cock then stuck her tongue out and licked the tip of my cock. As she moved back away from it, she licked her lips and tasted something salty on them. I now was pushing on the back of her head and she again moved forward, again kissing the head of it, all the while stroking it with her hand. "God, baby, yes. Oh, God," escaped my lips. "Take it in your mouth," I whispered. "Suck on it." She had never really sucked a cock before. She let the head of it slowly slide between her lips and sucked it lightly.
She licked what she had in her mouth, the salty taste was stronger now but she found it somehow pleasant.
The giddy thrill she was getting from the situation, she slid in another two inches. I moaned at this " UUUUUHHHH. " Encouraged, she closed her lips around my cock, and started to move her mouth around it, swirling her tongue all over my rock hard long thick shaft, and then bobbing her head up and down, as she began to suck in earnest. She felt me strain my hips upward and let me move my cock further into her mouth. As I relaxed downward, she went with me, letting her tongue slide against the side. She felt involuntary spasms in it. I had done that to her and it had felt great. Besides, she was now positive that I really liked her and she certainly didn't want to risk losing me.
She attempted to act like she had been in this position before. I grabbed her head, and ran my fingers through her hair. I knew that she had probably never sucked a guy off before, but she was good, and with a little practice, she could be a pro at it. As I felt her hot wet tongue travelling around my cock, I felt like I was going to cum. I'd never cum this fast before, but the sensation of thinking that my cock was the first cock this young woman had ever had in her mouth was too much for me. I began to buck, shoving at least another four inches in and fucking her mouth slightly.

Alena wasn't sure what was happening, but she guessed that I was about to cum, and moved to get off my cock, but I held her tight as I thrusted my cock into her warm mouth, releasing a hot spurt of cum, that ran down her throat, taking her completely by surprise. She gagged, and let my softening cock spring free. Some of my cum had leaked on to her chest and she wiped it off quickly with her sleeve. She didn't know what do now.

In the aftermath of my orgasm, I had all but forgotten about Alena, still kneeling in front of me. I looked at her now and felt a twinge of embarrasment. I should have warned her before shooting my load into her mouth. Just thinking about that was getting me hard again. I picked her up, and kissed her, tasting my own cum from her lips. My cock hardened further. I really wanted to fuck this woman. I knew she was scared of my cock, but if I got her wet enough I'd be able to fuck her pretty much anyway I wanted.

Kissing me, Alena could feel herself get turned on again. She had been wet sucking my cock, and had really wanted to touch herself, but she thought it might have turned me off. Now, with the taste of my cum still lingering in her mouth, she wanted pleasure from me. And she wanted it her way. Breaking off from the kiss, she smiled at me. " Return the favour." She may not have sucked a cock before, but she had been licked out and she knew just how she liked it. As I lowered myself to her hip level she felt a little rush of power, it was good to be in control.

I lifted up her skirt, smirking at the panties she was wearing. Pure white lace. She probably put them on thinking it was the innocent choice, but for most guys I knew, including myself, nothing made my cock spring to attention like a pair of little white panties. Before sliding them down, I grazed her stomach with my tongue, sending little butterflies all across her skin. I could smell her wetness, and it made me want to tear those panties right off her, and fuck her so hard I'd completely wear myself out, but I restrained myself. After the spunk shower I had given her, she deserved some attention.

I slid down her panties, noticing the beautiful hair on her pussy. I liked my women natural. I rubbed her clit briefly, just to give her a jolt of sex, then placed my finger just at her entrance. I didn't slide it into her. I didn't need to. She was so wet all I had to do was sniff her to get her essence. The sweet smell made my cock throb and I wanted desperately to give in and just fuck her, but I wouldn't. I wanted to taste her almost as much as I wanted to fuck her.
 I opened my mouth a little, and then slowly traced the tip of my tongue up the entire length of Alena’s delicious pussy. She was even sweeter then I anticipated. As my tongue reached her tender clit, I ran a couple slow circles around it. “OMG!!!” Alena moaned. I glanced up at her eyes, and they were closed tight. She was biting her bottom lip again as my tongue began slowly tracing its way up her slit again. I made sure not to penetrate her pussy lips yet; right now I just wanted to see how she responded. Well…she was not fighting…I can say that much. I reached her clit again, but this time I sucked the swollen nub in between my lips and then sucked it inside my mouth. I could feel her shiver as I began to tease and stimulate the tender spot with my tongue.
Alena looked down at my head, and wondered what was taking him so long. When she got licked out she liked the guy just to bury his face in her pussy and eat her clit with his hungry tongue. She liked to see the guys face covered in her cum, and then just have him slam his cock into her. She tapped my head, and whispered, " come on then, what r u waiting for?"

”Oh you, bastard, bastard!!” she exclaimed. The electrical vibrations that were shooting through her body now, leading her up to the orgasm she had needed for so long, was now in control of her body. . .I moved one of my hands up between her legs, and then across her tender little ass cheek. My thumb found her tight asshole, and began gently rubbing and teasing it as I continued to feast on her clit. The more my tongue worked, the more she started to surrender to me. Her moaning was getting harder and faster now, and I knew that just a little longer and I would finally have the treat I had been waiting for.

. .”Oh....Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ohhh."........mmmmmmmm…..fuck, fuck, fuck….” She moaned out as her orgasm grew even closer. I moved my mouth just a little against her pussy, and gave her clit a small bite with my teeth. That was all it took. Alena began violently bucking aganist me as her orgasm began ripping through her body. I quickly thrust my mouth back down to her slit, and began thrusting my tongue inside her pussy as her sweet nectar exploded from her body. I moved my other hand down to rub at her super tender clit while I feasted hungrily on her throbbing pussy. The more I devoured her cunt, the more violently Alena thrashed aganist me . I was like a hungry wolf attacking my prey. Feeling myself becoming coated in her juices. I did this with such skill, that Alena came the fastest she had ever cum, holding on to my head, biting on her lip to keep from screaming any more, as her silky juices ran down my mouth and her legs.

I licked every last drop of Alena's cum from her pussy and her legs, and when I looked up at her she was pleased. My face was covered in her juices. I stood up and we kissed again, both knowing that now was finally the time for us to fuck each other senseless. With my hard long thick cock out and Alena's panties around her ankles we were more than ready. " Are u afraid of my cock?"

She didn't know whether to answer that truthfully or not. If she said yes I might not want to give it to her, if she said no I might think she was a slut. She so badly wanted to feel my hard long thick cock inside her now, she was willing to say and do almost anything I asked. " A little"

This turned me on more than she could ever know. Now as I looked down at my cock poking out of my jeans, standing to attention, my big veins sticking up and pulsing, and now this sweet young woman was going to get it. Hard. I lifted her up suddenly, making her gasp and sat her on one of the empty boxes that were in the alley. Pushing her skirt up, I exposed her exquisite pussy, and slowly rubbed my cock head against her clit, making her shiver. I teased her like that for awhile until I could see her melt, and I felt she was ready to take all of me.

" You want my cock inside you?" I climbed between her thighs, leaning down kissing her lips and nicely developed tits. Alena was very quiet at this point, she blushed and said " my cock was so long and thick that it would not fit." I gently rubbed my 9.5 inch long thick rock hard cock aganist her clit and pussy. I slowly began to push the mushroom shaped head inside her. The walls of her pussy were so small and tight that I literally could not push further. The lips of her pussy were wet, but her pussy was small and tight like a straw, the more pressure I applied it caused pain, she screamed " OMG! OMG! AAAAAHHH!" 
 As I pulled back some, she placed her hands on my chest trying to push me away. I tried again, but she was sooo small and tight, I told her that, and Alena blushed. The more I tried to penetrate her the harder my cock grew. I decided to lubricate my cock with spit to help open the tight walls up of her pussy. I lubricated her pussy and my cock, then thrusted the head aganist her pussy, the shaft sank four inches into her. " STOP!", you're hurting me. Stop!" I pulled out of her, then  she felt the bulbous head of my hard cock poking aganist the tender lips of her cunt. As my mouth covered hers my hand slipped between our bodies and I positioned the tip of my cock at the opening of her pussy. I groaned into her mouth as I pushed into her, I could feel her pussy was now lubricated. I could feel a part of her liked it. I thursted hard into her driving the head of my cock into her, her tightness stopping further penetration, “ OMG STOP! STOP! OH PLEASE STOP!” Alena again screamed. " Oh! Baby, your so tight. My God, ssssoooo tight!" Leaving my cock pulsing inside her, which almost sent her into convulsions.

"Are u ok, have I hurt you?" She shook her head, sweat was starting to appear on her forehead, she felt like she was going to come already, and I hadn't even moved inside her yet. "Keep...keep going, please."
I grabbed her ass with both hands causing her to spread her legs further apart. With the head buried half way into her, I pull back then drive my hips forward using all of my might. For a brief moment hesitation and then splitting to allow the instrument to enter her, slamming through her tight vaginal canal tearing her tightness and driving itself at least 7 inches in on the second thrust.  so I wasn’t surprised at all when her whole body jerked in response to the white hot pain of the instrument slicing into her small tight pussy as she emitted a screech " OMG! OMG! AAAAAHHH! ". She screeched " AAAAHHH! TAKE IT OUT! AAAAAHHHH! "
Pulling back several inches, I saw lots of blood covering my cock, and dribbling down on to the ground.
 Then I drive forward again, slamming  the head right up against her cervix. I draw back and started ramming the tight young woman as she howled pitifully " OMG! AAAAAHHHH! AAAAAYYYY! AAAAHHHH! ". Whatever it felt like for her, the feel of her unprepared and tight pussy milking my cock sent shivers of excitement through my body as I slammed her with my cock.
The pain took her by surprise but in a moment she felt my large balls resting against her pussy lips and she knew she had taken all of me. The feeling of fullness was incredible! In a way she was proud of herself. She had taken all 9.5" of me. I began to pull out but quickly thrust deep back home. I was  building a rhythm gradually taking longer and longer deeper strokes until I had sheathing and unsheathing of my full 9.5" on each stroke. Her pussy resisting each thrust, clamping down in a vain attempt at stopping each subsequent penile impalement. Tears were pouring down her face as her tight canal was stretched, scrapped and torn by the sustained ramming I was inflicting on her.
Gradually, the continued ramming of my cockhead gave to the back of her pussy caused it to give a bit. It felt great, having her tight young pussy grasping the entire shaft including the base of  my cock, convulsing from the trauma, continuely spasming as her whole body heaves from the sobs and screams she was emitting " AAAAAHHHH! AAAAHHHH! OOOOOHHHH! PLEASE STOP! Pleeesssse Sttttttoooopppp! ".
I gently wiped away the tears on her cheeks, I placed my left arm under Alena's shoulders,  holding her close as my right hand softly stroked her hair. My lips touched hers in a long, soft kiss. Slowly, Alena's arms moved up and around my back, pulling me close as she lifted her legs and wrapped them around my hips. I continued kissing Alena and softly massaging her soft supple body with my free hand.
Alena started returning my kisses as she caressed and rubbed the back of my neck. I whispered in her ear, " You just became a woman." Slowly her hips began moving in time with me as I slowly moved deeper inside of her. " Ooooohhhh." Alena moaned as she nuzzled into my shoulder. " Oooohhhh." These were the moans of escatsy. They were moans of one body responding to another. Moans of acceptance. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ohhh." Alena continued responding to my gentleness. Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ooohhhhhhh." Alena was moving in time with my hips and thrusts now, her pace increasing as I did, her pelvic area grinding against mine. Alena felt the stirrings deep inside her. Slowly, she was becoming very aroused. " Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" Alena 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 our thrusting increased. " OHHH! OHHH! UUHHH! UUHHH!" Alena 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. " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!"
Alena groaned as her body was wracked by multiple orgasms. Her entire body shaking, pushing me over the edge as well. " Oh God!!" I moaned as I drove my cock another half inch past her cervix. “aaaahhhhh! Oh God, Oh God, Oh my God! Please take it out, its too deep, I can’t take it!” The head of my cock now inside of her womb was so engorged it felt like it was going to pop off and explode. Her cervix was convulsing around the head of my cock so strong it felt like it was a mouth sucking my cum out! Then I started to feel my balls tighten. My cock grew even longer and thicker inside her and started throbbing. She must have felt this too, because her eyes grew wide with a look of panic and fear of what she knew was coming. At that moment she remembered hat she hasn‘t been on birth control! She started to sob “no, no, please no” even as her
uterus was convulsing and her cervix was clamping down on the head of my cock!
With a new look of panic on her face she screamed, “no, don’t cum inside me, I’m not on birth control! please no, don’t get me pregnant.” It seemed like slow motion as I felt my sperm leaving my balls and traveling up my long shaft and finally exploding out of the engorged head of my jerking cock into her open waiting womb!
Spurt after spurt of thick white cum filled her belly as I held still with my cock buried deep her.
Alena groaned as her body was wracked by multiple orgasms. Her entire body shaking, the throbbing of my cock inside her caused her to groan as her orgasm began abating. " Mmmmmm." Alena 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. Alena opened her eyes seeing my face above her, feeling my softening cock still inside her. I got up off her, smiling at her. I pulled her up off the box, I asked Alena to turn around and bend over the box. I whispered to her, " Let me fuck your tight virgin ass". " NO! Please not there! It will hurt!" she answered. " Let me finish making you a woman, baby. I will be gentle." I responded.
Suddenly, she realized that I had buried my cock to the hilt in her ass. I had played with her tight puckered asshole with the head of my cock which was wet and slippery from the cream oozing from her cunt. I had teased her that way creating a pleasant, interesting sensation that was new to her. And as I stimulated her tits and pussy to the point that she was excited almost to delirium, I had slipped my hard long thick cock all the way into her virgin asshole. She was amazed, pleased, confused, and enthralled all at the same time.
Thoughts and sensations flooded through her mind. She concentrated on how my cock felt deep inside where no other man had ever touched her. She loved the new feeling of fullness and the depth. I was still inside her, so she could feel my cock throbbing, and she loved the thickness and hardness of me. Her ass was so tight and snug around my throbbing cock, she was slightly uncomfortable, She remembered thinking, but the idea of me inside her that way distracted her from the minor discomfort.
I remained motionless for several minutes, allowing her body to adjust, and to allow, me to savor my conquest. She felt stuffed, my cock was so long and thick and throbbing, I continued churning my fingers slowly in her wet cunt and gently brushing my fingers across the tips of her nipples. Every nerve ending in her body seemed to be alive, with every stroke of my fingers, she felt jolts. she was keenly aware of the connectivity of her body,  because it seemed like a continual flood of electrical currents coursed from one nerve to the next with every touch.
She liked the feeling of me being in her ass and her cunt at the same time, and as she turned to look back at me, I thrusted my tongue into her mouth probing, then sucking. She felt like she could simply melt away in ecstasy. I began to move my cock very slowly, kind of grinding into her, but not backing out at all, and increased the speed and motion of my fingers in her pussy and on her nipples. She moaned " OOOOOOHHHHHH! AAAAAAAAHHHHHH!."
As I intensified the stimulation between her legs and on her tits, I began to pull my cock back slightly, and made gentle, short thrusts into her ass. She moaned again, " OOOOOOOHHHHHHhhhhh".
It felt unlike anything she had ever experienced, my body seemed melded to her. I began to work my fingers on her pussy and tits again, and moved my tongue from her mouth to her neck, one minute fucking her mouth with it, the next licking the hollow of her neck with rapid flicks. I then began sucking the same spot until she felt a twinge of pain, and quickly moved to suck her tongue as she tried to draw away from me.

I knew her body well, and I teased and plucked her nipples and began to ram my fingers into her wet pussy, pushing her toward orgasm. Her body responded just as I knew it would, sensations raging, cunt aching, and she moaned, " Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" and pummeled her cunt against my fingers wildly. As she tried to ride my fingers, her ass swivelled and gyrated on my long thick cock Again she moaned, " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!."
I knew she was flooded with desire, desperate to cum, and in that ridiculous place of need that encompasses all else. Nothing mattered to her except that insane insatiability. She wanted me slamming into her, ramming her with full long deep thrusts, forcing her body to respond. I pulled my fingers out of her quivering pussy and grabbed her nipples and held them between my thumbs and forefingers as I began to ram into her newly penetrated ass. She was screaming, "OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO",  " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!."
She felt the length of my cock slide about half way out, and then felt me slam back into her, causing her body to jerk and again to scream, , "OOOWW, that hurts," AAAAAAAAAHHH, OWWWWWW."
It was painful, and it was uncomfortable. It felt intrusive. I pulled her nipples as if I were milking her tits and I pulled my cock about three quarters of the way out at the same time. She moaned, "OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO"  as I continued milking her nipples, and she felt me slam my cock back and deep inside, then started slamming in and out of her ass like a pile driver. She was screaming, " OHHH! OHHH! UUHHH! UUHHH!,"   " Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!".
It did not hurt really, but she was conscious of being full in a way she never had experienced, and the sensation was very different from my cock in her cunt. She felt her insides tugging against my hard thick shaft, and as I pulled out, it felt like my cock was scraping the walls of her asshole. She guessed, I knew that her ass was tight, and that it would be painful, because when I pulled the length of my cock almost all the way out again, I shoved my fingers right back into her empty, wet, aching cunt. I then moved them to the spot close to her swollen tender clit that I knew would make her cum every time, and I began to work on her. As she became hot and frantic again, I began to fuck her in the ass. I would pull almost all the way out, then slam my long thick rod back in deeply.
I had her nipples and her cunt on fire again, and although she was aware of pain as I continued to give her, her first ass fucking , she was again beyond caring because it was minor compared to the pleasure coursing through her body. I pumped in and out faster like a pile driver, periodically grinding and sort of rocking my cock, She guessed to loosen and stretch her muscles some. As her body adjusted, I began to slam into her with long deep strokes. I pulled most of the way out, then plunged back in a few times, then settled into a rhythmic, steady long deep strokes. This was the moment when she really knew and accepted that not only had I put my cock all the way up her ass; I was really, actually fucking her in the ass. She could feel her asshole tugging against my rod with every stroke. She could feel my balls slapping aganist her pussy, Wap, Wap, Wap.
I was clearly enjoying the tight grip and pull on my hard, swollen rod, because I increased my tempo again.
As I masturbated her toward orgasms, I fucked her ass deep and hard. I wanted to make sure that her first time taking it up the ass was one she would never forget, because I kept changing from one type stroke to another. I fucked with short, quick jabs, then deep, long penetrating strokes, grinding gyrations and rapid, hard  deep pumps. As I felt her close to cumming, I was hammering my cock into her ass the same way I pounded her pussy. I withdrew my cock to the head and then plunged it back in deeply in rapid fire motion, fucking her ass with the same demand. She had felt in her pussy. Shockwaves of pain from the unexpected assault on her senses fought with waves of ecstasy exploding in her body while she came all over the fingers I had thrusted back into her cunt.  "OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO" she was groaning.
As her body jerking with pleasure, I kept ramming my long thick hard cock into her asshole with complete abandonment...slamming my rod harder and harder into her tight ass. I was in extasy fucking her tight virgin ass so completely, I wanted to make sure she understood how it could feel when I pounded her instead of making love to her gently. She realized that being seduced by an older man was thrilling and a totally different experience. That my timing was perfect and intentional. She guessed that I knew that while she was cumming, the elation would distract me. " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!" she groaned.

Within seconds after she came, I exploded, letting my load fill her ass. In addition to the strange sensation of my cum flooding her ass, she felt my cock throbbing and jerking wildly in her ass sending pleasure sensations through her body. Then a sudden, intense burning sensation from the salty cream. Her ass was raw and sore, but she had not realized it until that moment. I pulled out quickly, leaving her empty and sore but satisified. I held her close and tight, basking in that feeling of complete satisfaction and oblivion that comes after really great sex. She knew this being the first time she took it up the ass may not be her last. As the last shot of cum left me, I withdrew my cock from her and smacked her ass. All energy gone from me, I couldn't wait to go home. Alena fixed her skirt and put her soaking panties back on. She felt dirty, but so good. She had never cum like that before, she hoped it wouldn't be a one time only. Turning around and looking at me, the one who had just given her the best night of her life, she had no idea what to do.
" Thanks that was great", I said. "hopefully I'll see u around." " Yeah, you never know." We kissed again, a half hearted one, we both knew this was it. It was the first and last time these two strangers would ever go down an alleyway with someone and fuck until they were sore. Neither one would forget it. Neither bothered to say goodbye as we walked away, into the now brightening morning.




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