Ryans first gay experience
- 1 year ago
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Ryan had almost dozed off when Mary returned to the table, carrying another glass of iced tea for him and some type of mixed drink for her. She sat down across from him.
"Lunch will be out in a minute." She took a quick sip of her drink and said, "So Ryan, are you heading for college this fall?"
"Uh... no ma'am."
"Mary, please."
"Mary... I just turned eighteen but I have another year to go in high school. My mom tells me that I was a preemie baby and had some developmental problems. She waited a year before she registered me for school."
"No lasting problems I hope," she said sincerely.
"No. I'm fine... maybe just a little too shy," Ryan said and felt his face turn red.
"Shy is cute," the pretty woman said with a twinkle in her eyes. "Are you going to college after high school then?"
"I'd like to but I have to get a scholarship. My mom is divorced and I have two younger sisters. It's been hard for her to make ends meet, working two jobs and all. She does the best she can but there's no way she can afford college for me. I'm trying out for gymnastics team hoping to get a scholarship, but I've joined the cheerleading squad too because there seems to be more money for scholarships there." Ryan looked sheepish, not exactly proud of being a cheerleader.
"Being a cheerleader sounds like a lot of fun... all those young girls," Mary laughed. "You're a very handsome young man and I'll bet you have girls all over the place. Are you dating anyone?"
"No. All of the girls on the team are already spoken for. Besides... with being shy... and all..."
Mary smiled at Ryan's red face. "I think girls like a shy boy... as long as you're not too shy... if you know what I mean." She actually winked at him.
Ryan got the point and his face flushed again. He looked away.
Just then a Spanish woman with a maid's uniform walked up to the table and sat a plate of sandwiches in the middle.
"Thank you Maria," Mary said. "I didn't know what you wanted so I had her fix a little of everything. Help yourself."
Ryan looked at the stack of sandwiches and felt his stomach grumble. He grabbed several and placed them on a plate and began to eat. He was starved and within minutes he had eaten three sandwiches. When he slowed down he saw Mary smiling at him again; half of her sandwich was still on her plate.
"I'm sorry," Ryan said when he realized what a pig he had made of himself.
"Don't be sorry. I'm glad you enjoyed it. You're still a growing boy. Myself, well, I have to watch everything I eat because after a certain age everything goes to the hips."
"You look great," Ryan blurted and felt his face flush again.
"Thank you sweetheart. You may be shy, but you know the way to a woman's heart." Mary scrunched up her face and looked down at the cleavage under her robe. "I think my boobs are way too big and my butt to broad." With that the pretty woman opened her robe as if to prove the point.
Ryan's eyes opened wide as he stared at the sexy mounds of exposed cleavage barely hidden by her bathing suit top. Then he watched in shock as she actually lifted her breasts as if to present them to him. He could see her nipples almost popping out from the top.
Suddenly a buzzing in Ryan's head was the only sound he could hear. His eyes lifted and he looked at Mary's pretty blue eyes. She was staring at him. He swallowed hard but he was unable to form words.
"See what I mean?" Then Mary stood up and opened her robe. "See how wide my hips are... and I've never had a baby." The lower half of the sexy woman was suddenly bare, exposing her trim waist, sexily flaring hips and firm thighs.
Ryan's eyes grew even wider when he realized that the crotch of her bikini bottom had somehow slipped between her sex lips, leaving one smooth lip exposed. His penis sprang to life, growing rapidly down the leg of his shorts.
Mary saw Ryan's eyes and she smiled. She slipped her robe off and then she moved over and sat in the chair next to him. She leaned over and placed a hand on his surprised face. Her voice lowered to a husky whisper as she said, "You are a very handsome boy... and so shy. Are you a virgin?"
The question caught Ryan completely off guard. His first reaction was to say no, but he was sure she would be able to tell that it was a lie. "Uh... well... uh..." he stuttered.
Mary smiled, sliding her hand off his face and onto his chest. She placed the palm of her hand on his strong chest and said, "It's okay. That's very sexy to a lot of women... especially older women." The older woman's eyes seem to become glassy and she added as if to herself, "God a real virgin."
Ryan was sure that she could feel his pounding heart in his chest. It may have been the first time he ever felt proud of being a virgin.
Mary stretched out her index finger and began to trace her fingernail in circles across his smooth skin. She leaned her head on the palm of her other hand and watched his eyes as her finger moved across his strong pectoral muscles until it reached his nipple.
The fingernail circled his nipple, sending chills down his spine. His penis was now pulsing against his thigh, uncomfortably trapped in his swim shorts. He squirmed in his seat.
Mary's eyes glanced down and saw his predicament. "That looks very uncomfortable," she whispered. "You can adjust it if you want."
Sweat broke out on Ryan's forehead. He was unable to move, paralyzed with fear and excitement. There was no way he was going to adjust his penis if front of this woman.
"Here," Mary said and boldly reached down and grasp his hardened penis. "My, my," she gasped when she felt his pulsing shaft.
Ryan jumped in his seat and almost climaxed as he felt the warm and soft hand of the pretty woman wrap around his shaft. It wasn't the first time a girl had touched him but it was certainly the most exciting. He watched in shock as she pulled his penis upward, working it under his still wet swim trunks until it was straight up, tenting his shorts.
"That's better huh?"
Ryan couldn't answer. His eyes were wide as saucers as he looked back up at the older woman's now lust filled eyes.
"You have very nice equipment there," she said, still whispering. She moved her fingernail back to his chest and slid it down and across his hard stomach muscles. When her fingernail reached his belly button she paused and ran it around the little indentation once before moving lower. She stopped at the top of his shorts.
Ryan held his breath, paralyzed with fear, as he watched her finger slip under the elastic. He sat helplessly as she used one finger to lift his shorts. He closed his eyes, too embarrassed to watch as he felt the material lift from his throbbing penis. Then he felt the elastic slip down until half his shaft was bared.
"Oh my," Mary gasped in real shock when she saw the blood engorged head. It looked like a small mushroom. Mary let the elastic snap down, trapping his penis against his stomach.
Ryan's eyes flew open and he looked down. The elastic of his shorts cut into his penis, forcing more blood to the already large head. The shaft began to move up and down in time with his rapid heartbeat.
Ryan was mortified. Since he was a small boy, the shape of his penis head had embarrassed him. While his penis was a little longer than normal, the head was twice the normal size and looked like a mushroom. When he saw other kids his age, none of their penises looked like his and he worried that he might be deformed. It became such an issue for him that he had conned his mother into signing a note so that he did not have to shower after gym. Then, as he grew older, he became very discrete, showering after everyone was gone.
He knew he shouldn’t have been there. Her bedroom was quiet. The cotton sheets felt warm on his bare back. His eyes were fixed on the ceiling, following the ever changing orange-red sea of light given off by the ten or so tea candles that dimly lit the room. As he lay there he imagined the shifting lights as a sea of warmth, and as he closed his eyes, he could imagine himself in that sea—the warmth of the candle light carrying and buoying him. He felt the soft lick of waves on his chest,...
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Tiny Johnson, Jake’s gambling buddy and the owner of Tiny’s Gun Rack, called Jake the second week of February to ask if Jake had any hunches about the upcoming Daytona 500. Tiny was interested in taking some action from the NASCAR crowd and figured that his lucky charm might help him get even richer. This was definitely Tiny’s year as Jake clearly remembered the unusual 1974 Daytona 500. Jake remembered the race because NASCAR had trimmed the race’s distance to 450 miles to save fuel during...
When Debbie Mason and Ken Clark reached his bedroom, the lovely black-haired teenage siren immediately pulled her blouse over her head and unfastened the buttons on her hot-pants, letting both garments fall at her feet. She wasn't wearing any panties or bra, and she stood completely naked, the black, sparsely growing curls of her pubic hair glistening wetly with her arousal and her large, firm young breasts quivering in proud anticipation as she stared at the sweating, lust-incited older...
I was happy now that Kasia and I had moved in together. Not only did it mean that we no longer had to take turns going to each other’s place, but it also meant that I had closer access to a supply of her soiled panties. Kasia was a cute Polish girl, 23 years old, with deep blue eyes, shoulder-length hair trimmed in a cute bob, and a body to die for. We had decided trying to live together to see how we would manage as a couple, with the intent of marrying the following year if all went well. So...
Before we begin, would you like to have some fun with your daughter, or seduce your daddy?
IncestAfter getting to know better the new state of mind he achieved by breaking through the third state of meditation and hearing all that Laivien had to say, Zax contemplated how he should spend the reminder of the day, since tomorrow he could finally return home. No matter what, Zax concluded that in one he will not be able to find another spark of light. Thus, he decided to invest in time by completing in one go the Intermediate phase of the Soul Binding formation. After Zax inspected the...
Unlike most people on here my storys are actually 100% true, i havent had sex with any teachers or anything like that but ive had my fair share of mature women in which you can aswell, you just need to look in the right places...I was out with a few of the lads in town, went into a bar which was more attracted more of the older people, not just female male aswell. So me and 2 other lads go in, we get our drinks and sit down, we was chatting for at least a good hour when 2 women walked over to...
Hi, friends this is Rahul. I’m again back with a new story which happened a few months ago. Sorry was really busy with my schedule so couldn’t post anything. So this happened in the month of January when me , my girlfriend Sonya, sandy and Simran we had a get together at my place. Before going to story you all know about my girlfriend Sonya but those who don’t know just let me tell you she is the dreamgirl of any guy with 34-28-36 figure with pure fair complexion and to know more read my other...