First Time older man stories
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Pim looked at me and smiled, “In case you haven’t noticed Rob, Angela is certainly not a baby anymore, she’s a young seventeen-year-old woman. I could sense the sparkle and devilish giggle in Angela’s response, her face covered in a broad grin, “Oh yes Auntie Pim, I promise to be a good girl for Rob. Cross my heart and hope to die.” I gazed across Angela’s young body and let my hand lightly touch the inside of her thighs and brush across her pussy lips. Angela looked back at me with her beautiful blue eyes and blond hair and anxiously waited as I moved my cock towards her pussy opening and penetrated her from behind.
Squeezing John’s hand in her excitement Issy looks at John with her eyes animated and vivacious, the near full moon reflecting in her iris forms a golden speckle, and she rushes to speak. Issy carries on to describe for John how in 1841 a twelve-year-old slave boy named Albius on the French island of Réunion in the Indian Ocean (wherefore comes the name “French Vanilla”) was the one who first discovered how to successfully hand pollinate vanilla orchids using a small sliver of bamboo, the method still used today. Issy’s train of thought is interrupted as the car pulls away and Ngurah and Rai begin questioning her about orchids, how she’s liking Bali so far and asking John more about his business.
I started rubbing my wet pussy imagining that I was the girl and that “Uncle” Tad was eating my pussy, letting me suck his massive cock, eating my asshole, fucking me, and shooting his load all over my face. “I thought you wanted to spend time with your boyfriend, you know, cause you looooooovvvvvvveeeee him,” she said sarcastically. “Ladies, I’d love to stay in chat,” he said gleefully, “but I promised her mom that I would rescue this special girl from this house and take her wherever she wants to go?” “Your mom told me about your, I guess the best word to use would be, ummm, wish,” he said as his face turned bright red.
Her hands gripped my ass cheeks, helping ease me down as almost the full length of my cock soon found itself inside her tight wet hole. I brushed the hair away from her face and looked into her deep blue eyes. The top few inches of my cock slipped both in and out of her wet hole. The feel of her hands holding my ass only added to the wonderful experience of being the first man to fuck this amazing young woman. It had been so long since I'd had sex, the last time was with my ex-wife a couple of years back when we were still together.
John smiles knowing Issy will soon cum and he speeds his rhythm building a nice cadence of flicks and alternating tongue strokes as her body responds with shivers, shakes, arches of her back and the rolling of her head from side to side as deeper and deeper sighs and moans flow from Issy’s lips and throat. John feels Issy’s body tense and waits for her to tell him to stop or push him away, but instead her hands move to his ass and pull his hips down like an eager horny young woman in need, drawing him into her and she shifts her hips and hooks her legs across his calves steadying herself for his cock’s deep penetration.
John realized that his sexual fantasy of fucking the hot teenage girl next door was not dissimilar to the many celluloid fantasies played out in the film roles he helped arrange for his famous clients. Young John had woken up more than once with a “wet spot” near his tingling engorged cock and misty visions of his classmate Karen dancing in his sixteen-year-old very horny head. In tight white shorts and a sports top Karen even years later still looked like the “wet-dream” girl John remembered. John went back to bed still thinking about the script and young sexy Kelly next-door. John looked at beautiful Kelly in her tight white mini-dress; her long sexy legs and he realized he was in trouble.
“Please, please don’t stop, sir!” She’d never been fucked with three fingers before, let alone a cock, but the way Mr. Carl slammed her into the table was unexpectedly driving her insane. “That’s my good little girl.” Mr. Carl drew his fingers out, quickly shoving them in Katie’s mouth, watching her hungrily lick the cum off this time, a far cry from the tentative girl he’d watched earlier. Katie didn’t realize that it aroused Mr. Carl even more to treat her like a dirty slut by forcing her to pick up her clothes off the floor and head back to her apartment naked with his cum dripping out of her.
On their own, however, Valerie and Aria liked to talk about boys, sex, clothes and who was fucking whom at school, generally regular teenage girl stuff. John is holding his magazine pretending to read, but Valerie’s body, her swaying hips, her slim waist and her long wet lustrous hair transfix him. The next day John arranges three jet skis and when the girls arrive Valerie is dressed in very cute tan short shorts that are body hugging and make her rounded firm bum look amazing. John tries to convince Valerie to go on a jet ski alone, but she wants to try it together with him to start, as she’s a little nervous.
I have an extremely satisfying sex life with Pim and she has even set up a few dates for me with her best friend Judy, who is a hot sexy Korean. Incredible sexual tension was building up just from watching sixteen year-old Angela prance around my pool and Pim’s house in her increasingly sexy outfits. I assumed Angela was just taking her sexy new sixteen year-old body out for a test drive with some innocent teasing and flirting. I spent so long kissing Pim’s pussy and ass and teasing her body with my tongue, my fingers, the vibrator and a bottle of gel that my cock had time to recover for a second round of sex.
When Anne and I walked into the small conference room where the meeting was held, I saw Mike sitting to one side at a table. Mike got his fishing gear ready and while I watched him a chill ran down my spine, I shivered and when he saw me, he said, “that’s the sunburn letting its self being known. “Here we are, take off your T-shirt and your bikini top,” said Mike, and handed me a jar of some kind of white gooey stuff. Mike blushed, and said, “Sorry, it was some time since I last touched a woman.” When I thought things couldn’t possibly get any better his hands moved up my belly and his fingers began to gently pinch my erect nipples.
I fucked Alexis for over an hour, just going slowly, finally getting just about all of me inside her, taking our time, relishing in this wonderful, beautiful naked young woman under me, oh, there were times, a number of times when I had to slow way down, even stop, to let myself cool down. I've had sex with a few women as I've said but Alexis, when she started sucking me, oh, it was the most deliriously wonderful feeling of satiny, silken smoothness my cock had ever felt. "Mmm, even that feels so good," she said about my rubbing her pussy lips so I did it a few more minutes, really taking the time to smear the head all around up, over and under her pussy as she moved around enjoying it.
As John’s lips and tongue clasp onto her small breast and he starts flicking her nipple little shocks course through Valerie’s body and she jerks and shudders from the pleasure. John feels the need in Valerie’s hands as she pushes on his head and he moves his lips inch by inch down her flat stomach. Finally John’s lips arrive at Valerie’s white panties and he hooks his fingers on each hip and pulls them down slowly waiting for any indication that Valerie wants him to stop. Valerie can’t repress her moans any longer as John’s tongue builds her further and she feels her pussy convulse, contract and pulse, her body, her hips shiver with tremors of passion.
I look away and feel my heart jump in terror, realising that I am alone and vulnerable in this remote bus shelter, as this weird stranger masturbates in front of me. I lean my head back against the shelter wall again, and close my eyes, as the stranger fingers a nineteen year old student’s wet pussy. The sounds and aroma of wet teenage pussy begin to fill the space inside the bus shelter as he pulls out again, causing another trickle of my pussy fluid to run down into my bottom. I turn and stand facing the open entrance to the shelter, looking out into the lane, and behind me I hear him get to his feet, and take his trousers down.
Lisa lightly slid her left hand across my thigh and let it rest on the inside of my right leg sending tingles and new sensations to my already engorged cock which had been highly excited by Angela’s recent stroking. Blissful and pulsing pleasure sensations were swirling around my brain as Angela’s soft warm lips slipped up and down over my cock, her tongue dancing and teasing, sucking and sliding sensations alternating, causing me to lose focus on my pussy licking efforts. Within seconds of Lisa becoming immersed in a huge orgasm Angela increased the speed of her hip movements and her pussy walls clenched and grabbed at my thick burning cock holding it in a tight squeeze.
Blaring bass from the concert in the main arena could be heard from miles away, and a group of friends sat in the dairy barn enjoying the music and some alcohol-cleverly concealed in bottles of gatorade and coke. He had warm green eyes that lit up when he smiled and a pair of strong hands that gave Addie the strangest of sensations when they so much as brushed her arm. Pressing her lips to his, Addie gave Amos the deepest, most heated kiss of her life before taking a step back to look at him again. Taking the time to squeeze both of her deliciously round cheeks before picking her up to straddle him as they walked, Amos couldn't help but smile.
It seemed the guy had sent Mom a pic of the him and his son and, well, the man, Frank, was nice looking, trim, dark hair and the boy, his name was Danny, well, he was cute, almost as tall as his father, slender but with a really cute grin. Danny looked up at my mother standing there, beautifully naked except for her shoes, and leaned forward and kissed her pussy right on her slit, then stood up and put his arms around her and kissed her as I watched his young hands drop down to her butt and rub. I leaned over and kissed him, still going up and down over him, then whispered, "I know I'm pretty good, Danny, but just wait until you have my mom."
I had no idea why I’d come beyond wanting to talk to Matt, or maybe just to see him. As I left the Bodega and began to walk back towards Matt’s place I reconsidered what I was doing and decided that showing up on Matt’s doorstep, unannounced, wasn’t the best idea I’d had. I walked over and congratulated the swimmer as well, trying to act cool around Matt though I felt nothing like cool. When it finally came time for my big race I was really nervous, but still in control and brimming with energy. I look at Matt, then Beth, then Sally, and then the blood decides that my brain has had enough of it and completely leaves my head.
More giggles from the phone line, “I think you got a bit juiced for him Amy, you know like when you touch yourself.” The dreadful date with Richard, the thoughts and feelings I’d experienced with Matt, Beth’s admonition to start exploring my sexuality. I didn’t know what to think and was very confused by the fact that Matt’s image in my mind had driven the feelings I’d just experienced. I’d gotten most of my coaching from Sally during that time but as the end of the season started to come closer and the significance of the meets became greater she kept suggesting I talk to Matt about some of the problems that had been creeping up for me.
I guess after wrestling with the idea for weeks, Leah actually gave in and met with Trenton. I wasn't sure if I could stomach it but I guess the thought of getting the upper hand on my sister would get my engines going. I hadn't been with a guy since I got here and now I was starting to realize how exciting it could be letting this older man have his way with a beautiful young woman like myself. With two quick pulls, he ripped my shirt open exposing my breasts to the hot dank air. His hands gripped them like two plush, soft, tan handles that he used to torque my body.
I walked over to lane 3 and turned to see Matt coming behind me, a couple of towels in his hand and his eyes fixed on my butt! “Well I’ll give it a try and this young girl may just kick your butt, Coach.” I ran my hands through my hair, then quickly thought of a cat springing before I stepped onto the blocks. “That rocked!” And in my enthusiasm I wrapped my long arms around Matts neck without thinking and pulled myself into him in a hug that started out as girlish enthusiasm. I went to the back and turned on a couple of shower heads so that they would stream steaming water onto me from two angles and just stood in the spray letting the heat sink in to my skin and begin to take the edge off of my nerves.
Loose fitting clothes covering your body and the obligatory head scarf concealing your long black hair. I lift one sumptuous foot up to my face, press the ball to my lips and inhale deeply, before sliding it down to kiss the toes. So beautiful in fact, I can already feel my orgasm building and I’m getting closer with every motion of your head. Your eyes are wide and you bite down hard on your lip, trying desperately, but vainly to suppress your squeaks and squeals of sheer delight, euphoria welling up inside you. Uncountable thoughts and feelings race through you, things you couldn't possibly have conceived of just a short time ago.
“Not bad, Simon,” she answered brightly, looking up and smiling at me, “Looks like I’m headed for an A in summer school English.” “If you’re indirectly asking if I’m a virgin, the answer is ‘yes’,” Chloe answered, “I’ve gone to first base a few times with one guy that I really liked.” My fingers slowly massaged my hard cock as I envisioned myself kissing her naked body all over, ending between her spread thighs where my lips and tongue pleasured her drenched pussy. “That’s good, baby,” I said quietly, my fingers idly caressing her hair, “Take it in a bit deeper and use your tongue as you suck.”
Pushing me onto my back, she began kissing her way down, starting at my lips, then over my nipples, and ending at my eight inch hard-on. After repeating this maneuver about four or five times, Nancy looked up at me with that crooked grin again and said, “Gentle is okay, but it’s time to fuck me like you mean it. Between my girth and her tightness, the friction and heat were driving us to the point of no return. We were both reaching our peak when she said, “Now it’s time to keep your promise, Danny boy.
Amy told Lisa, “Why don’t you pour Santa a glass of wine while I make dinner?” Lisa was still sucking softly on my hard cock and I was playing with her breasts. Amy looked over at Lisa who was finger fucking her pussy and said, “Get over here and take this rock hard cock in your wet hot pussy, girl.” Amy held me up and Lisa slowly lowered her swollen quivering pussy onto my hard cock. Lisa grabbed me and let Amy put her fingers inside to spread her inner lips. My cock head popped inside Lisa and was quickly grabbed by her pussy. Amy had reached over and with her hand following Lisa’s movements massaged her clit getting her more turned on.