Ryans first gay experience
- 1 year ago
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Ryan was feeling pretty good as he rang the doorbell of the Billings mansion the following day. It was beautiful day and he was more than ready to "meet" with the doctor again. He had decided that she had strung him along far too long, so today he was going to be a little more assertive. The game the doctor was playing was fun but it was time to get serious. Yet, his outward confidence was still tinged with a little internal fear. He knew that he could be taking a big risk and jeopardize his job.
The door opened and Ms. Baker greeted Ryan. She was wearing a white tennis outfit with a sleeve-less top and an impossibly short matching pleated skirt. She had a towel around her neck and there was sweat on her face.
Ryan looked her up and down and then whistled. "Very nice," he said.
"Come in Ryan," Ms. Baker smiled and led Ryan into the house.
He glanced down at her white skirt and then her tanned legs. He suddenly realized how she kept herself in such good shape. "So you play tennis," he said.
She turned around and smiled. "Yes, it's a passion of mine. My tennis instructor just left. I'm the ladies champion at the club."
Ryan had seen a guy driving away in a little sports car as he pulled into the driveway. "So, you're pretty good huh?"
"I think so."
"I've played a few sets myself. Maybe I should challenge you," Ryan said almost smugly.
Ms. Baker stopped and turned around. "That would be fun. But don't be too sure of yourself young man. I may be a little older but I have some moves you probably haven't seen."
Ryan smiled and reached up and grabbed the towel around her neck and pulled her close to him. "I'm sure you do have some moves that I haven't seen and I can't wait to see them." He used the ends of the towel to wipe the pretty woman's forehead and cheeks. Then he let go of the towel and pulled her into his arms.
"Ry..." she started to say but his lips cut off her protest.
His hands slid down her back until they reached her buttocks. Quickly, before she could protest he slipped his hands under her short skirt and grasped her panty-covered cheeks.
The older woman wrenched her mouth from his and whispered, "Doctor Billings is upstairs waiting for you."
Ryan ignored her and kissed her damp neck as he continued to squeeze her ass. Then he whispered, "God I love your ass. I've been dreaming about it and have masturbated every night thinking of kissing it... and fucking it." Suddenly his penis was hard and pressing to the woman's stomach.
The older woman gasped at his words. She trembled in his arms, unable to pry herself away.
His finger found the elastic around the legs of her panties and slipped underneath. A second later he pressed his fingers to her already wet lips. He brought his mouth to hers again as his finger slipped into her hole. When it was wet, he pulled it out and searched for her rear hole.
"God Ryan, no," she gasped. Still she didn't pull away from him as his finger began to search between her cheeks.
A second later the tip of his finger found her puckered rear hole. He circled it with his finger before slipping the tip inside.
"Ohhhhh!!!" she gasped and wiggled her hips as if she wanted to get away but couldn't.
"Are you going to be here after I'm done with Doctor Billings?" Ryan whispered as his finger began to move in and out of her tight rear passage.
"Yes," she whispered excitedly.
"Good," he said and pulled away from the still trembling woman, letting his finger slip from her pulsing hole. Then he leaned forward and whispered, "I might leave the door to the doctor's office opened a little... if you're interested."
"I have... I have things to do," she said, flustered. However, her face was flushed with excitement and her eyes were glassy with lust.
Ryan turned and hurried upstairs. He tapped on the door and then opened it to find Doctor Billings already sitting on the sofa. When he moved into the room, he intentionally left the door open a crack.
"You're late," she said sternly but then smiled. She was wearing a yellow sweater that was cut low in the front and a short dark skirt. It looked very professional except that she wasn't wearing a bra and her hard nipples were poking through. Her legs were crossed, revealing more of her thigh than was appropriate for a doctor as well.
"Sorry, the traffic was horrible," he lied. He walked over and stood in front of the seated woman.
She looked up at him with a question on her face.
Without saying a word, Ryan pulled his shirt out of his shorts and then over his head, baring his strong chest. Then, as he stared at her, he placed his fingers into the elastic of his shorts. He hesitated for a second, his heart racing now. Quickly he pulled his shorts to his feet, leaving him naked with his penis throbbing in front of him.
Sandra Billings was not easily shocked but Ryan's actions had done it. It took her a moment to get her composure. She said, "Well, I guess our efforts to overcome your shyness have worked." Then she tried to smile. It was a weak one, tinged with obvious excitement.
Ryan was a little surprised at her seemingly quick recovery. However, he wasn't done yet. He moved closer to her until his legs were almost touching her knees. Then he wrapped his hand around his hard shaft and began to stroke it. The room grew silent as neither one of them spoke. Ryan knees grew weak. For a second he began to question his actions. But he realized that he had gone this far and there was no turning back now.
The nervous young man's hand was trembling as he reached for the doctor's head. When she didn't protest, or move back, he curled his fingers in her hair and began to pull her forward. "Suck it," he said in a hoarse whisper, his voice sounding strange in the otherwise quiet room.
Without hesitation, Doctor Billing's mouth opened and her tongue came out. She licked the head once and then wrapped her lips around the crown, stretching her mouth to take it inside.
Ryan moaned and tried to keep his hips still as he felt the doctor's warm mouth surround him. Her lips wrapped tightly around the crown and her tongue began to work on the head, flicking back and forth on the tip. "Oh Jesus," he gasped, feeling his balls start to churn. With a great effort he pulled the woman's mouth from his penis and heard a loud "pop" from her sucking lips. Then he looked down at her lust filled eyes. He pulled her to her feet and took her into his arms. A moan escaped his lips as he kissed her. At the same time he reached down behind her and grasped her ass, pulling her tightly to him. They both moaned as his fingers pulled the material of her short skirt up until he could feel her panties.
"Ryan," the doctor protested weakly. However, she didn't push him away. She couldn't.
Ryan's fingers slipped under her panties until he was able to grasp her bare cheeks with both hands. It was the second pair of ass cheeks he had had his hands on in the last five minutes. He knew he was a very lucky boy.
"God, I've got to fuck you," he whispered hotly into her ear, then kissed her again.
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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Fraternity Brother to Sorority Sister Chapter 27 The Next Morning. Laura kept her end of the bargain and kept her mom occupied for as long as she could. Martha spent over an hour convincing her daughter that having a baby was the right thing to do. What Martha was really saying was that I want to be a grandmother and I don't care what it cost you. Despite Laura's efforts Martha was aware of what was going on in her son's room. She told Laura, "I need to put a stop to this." Laura...
What would happen if three families each contributed one member to create a new family? In this episode of Family Swap, it’s a spooky season and Xxlayna Marie and her swap mom Gianna Grey are really getting into the spooky spirit. They call in swap dad Will Pounder and swap brother Codey Steele to ask if they’ve ever used a spirit board before. The guys are skeptical, but the girls coax them into playing. They ask what kind of a spirit they’re talking to, and they learn that...
xmoviesforyouI tried to sit up and look back but it was dark. I saw a figure of this guy with his pants down rubbing his cock. Then he asked for a condom. Once on, he went behind me and started to drive his raging cock into my wet pussy. I went home for Thanksgiving to see my parents and my little sis who was getting divorce. It was a nice family meeting, although most attention was on my sis who is three years younger than me with kids. My mom only questioned me about when I and my boyfriend were getting...
GroupMegan Purrs, Kate Begs Between 3:30 and 5:30 the staff had worked hard, only bothering him occasionally with questions or problems. He was even able to get almost all of his homework done. Alan stepped out of the office and called home telling his mom where he was. He really wasn’t on such a short leash, but his mom was in a fragile state, and he was sure she would appreciate the courtesy. ‘By the way,’ Alan added, lying through his teeth, ‘Mikey Green asked if I wanted to come over tonight...
when i wake in your bedafter such a long absencei turn my head 2 see u sleeping beside me& as i slowly roll over on2 my belly i can feel the squishy & gooey sensationof last night's liberal loads of your seedstill deep inside my aching anal passage...as i mentally re-live the long & hot night be4i moan softly 2 myself in lustful satisfaction& my crotch involuntarily presses downwardgrinding my hardening cock in2 the mattressas i reach back 2 caress my tender opening...as i slip...
AUTHOR’S NOTE: Dedicated to the amazing readers who took time rating, commenting, and sending feedbacks on Courting Daphne, and to those who generously added me or any of my stories to their favourite list. Thank you very much for the support. My love goes to you always, SF. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ The silence of the night was broken by soft, childish giggles accompanied by gentle sounds of bare feet walking on lush carpet. Then, there was the silent chuckle of a man, muted at once by...