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24 Temmuz 2023, 17:56
Jamie's Anal Adventure
by Alexa Chamberlain
1
Jamie dresses conservatively as a lawyer to downplay her ample chest and shapely ass. Attractive, not glamorous, she presents herself as the consummate professional.
A single mother to a young son, she lives in the affluent community just outside the upstate New York village.
Joey first met Jamie when they were children. He was 12, she was the young one of a large family, 7 years old. She lived up a couple houses across the street on a small farm. Her family was basically rural and uneducated. Her siblings were an odd assortment. But Jamie was the "normal" one, cute and bright eyed. Her eyes were a smoky blue, her hair a dirty blond. Cute as a kid, she would parlay those looks into sex as a woman.
Joey fixed her bicycle, he was good mechanically and always wanted to help. Jamie smiled as she looked up to the older Joey.
Thirty years later she looked up at him again with a smile. Only this time she was on all fours looking back over her shoulder as he drove his hips forward into her.
Jamie came across Joey's Facebook page and found he had grown into an attractive man. She messaged him asking if he remembered her, and of course he did.
They got together for coffee and a walk, reminiscing about their childhood together. Laughing about the cabin the group of them would build in the woods, and the promiscuous Pam wanting to sleep there with Joey.
Jamie was a good kisser, Joey discovered on her sofa after an evening together.
2
"I like it rough." Jamie felt Joey slow his pace from behind her when she urged him on harder with those words. Joey braced himself with one leg up-Jamie responding with "Oh yeah!" as he did. Joey fisted Jamie's shoulder-length hair in one hand. It was still dirty blond, and apparently, so was Jamie. She was vocal in her pleasure. With each pound against her ass escaped an "uhh", and other pants of delight.
Without Küçükyalı Escort (https://kucukyali.t2bro.net/) looking back she said suddenly "Fuck my ass." Joey honestly didn't hear clearly and said "What, babe?"
"You heard me, I want your cock in my ass." Joey was surprised as Jamie was not much of a dirty talker before tonight. She was not the most skillful lover-her oral skills were weak-not that Joey really cared. He was just pleased to see the little girl whose bike he fixed long ago grew up to be a confident, sex-crazed lover who just told him to fuck her in the ass.
3
Sex with his childhood friend was fun, and different, fucking someone you used to play with as a child.
They arrived at his house one night and as soon as the car was in park, they made out like teenage lovers. Even though the large raised ranch stood before them, they stayed in the car.
Joey had his hand under Jamie's sweater and felt her bare back as he struggled with her bra clasps. Suddenly he ripped it apart-she gasped in delight when he did. She felt an edge of pleasure as her breasts were jerked back suddenly, the fabric edge leaving a red line across one breast as it tore into her from the force. Unleashed now, he grabbed her large breasts and finally decided they needed to continue upstairs in the bed.
Naked on the bed now, Joey was struck by how tight Jamie was-it was actually a challenge to enter even though her pussy was well slicked. She was wet from Joey licking long strokes along her pussy lips, and then sucking on her clit. He kissed her as he lay on top of her, Jamie spreading her legs wide, and then raising her knees for stability. When she came she tightened so much that she forced Joey's cock out of her. Asking if she was good, she whispered to get back inside her.
Finally Joey moved up to slide his cock between Jamie's large breasts. He loved fucking her this way and felt himself building up until his cum sprayed out onto her neck. Jamie held her tits Küçükyalı Escort Bayan (https://kucukyali.t2bro.net/) together and watched as Joey's cock appeared with another forward thrust and erupted a milky line of cum onto her chin. She smiled, it was the same smile he saw long ago. Both times, a smile of pleasure and gratitude.
4
Jamie was happy to finally be acting out some fantasies. Tired of being the proper figure in the courtroom, her mind often wandered to being able to say dirty things, have dirty sex, and release inhibitions she's had for too long. She would experiment as a girl, and fantasize, but law school was long hours and seriousness.
Now tonight, she was going to have anal sex for the first time.
After her surprising demand for Joey's cock in her ass, Joey reached for the lube she had brought with her that night. Earlier in the evening they used it for sex toys and fun. But Jamie had really hoped for her first ass fucking.
She stayed on all fours as Joey slid his cock out of her pussy and poured lube onto her ass. He rubbed it to her anal opening, fingering more lube inside her and gently stretching her. He poured more into his hand and stroked the length of his cock and playfully rubbed his hand clean onto her skin.
"You're the first one in my ass," Jamie cooed, but Joey knew that.
Joey gripped his cock, and with one hand on her ass and one on his cock he led it to her closed asshole. He aimed and pushed in, moving forward and guiding his cock with his hand. But her ass wouldn't budge. With a chuckle he told her she's tight, and to try to relax. Another push, an "aaahh" escaping Jamie's lips. Still, no entry. "When you feel me pushing in, you try to push out-that will help your ass to open," Joey said as now it seemed like more of a project that they both wanted to succeed. "Use your hands and spread your ass." Joey instructed. As she did so she felt his cock at the entrance and she pushed out like he suggested. Joey watched as Escort Küçükyalı (https://kucukyali.t2bro.net/) the pink head of his cock got swallowed up around her tight ass-with such sudden ease that his hand slipped off her ass and he fell forward knocking her off her knees. Still on top of her he practically shouted "Holy shit, are you ok?"
With a laugh, Jamie whispered "Fuck, yeah."
"You're still in me," she continued, as she felt Joey's legs inside of her own as they lay flat on the floor. "Actually, stay there, this will work," Joey said as he also realized he was full hilt in her ass. It's as if her ass wouldn't let him go, he felt himself losing feeling as her ass clamped tighter around his cock.
He propped himself up on his hands so he could look down her back, and follow it to her rounded ass. He watched as his cock withdrew almost all the way out of her ass, noticing for the first time the tan lines on her legs and back, leaving her ass a pure, sexy white. It contrasted against his swollen cock. He watched it disappear again as he fucked her until his balls slapped her pussy. He could not believe how tight she was. Watching from this angle was so exciting for him. Never in his wildest dreams did he think this would be happening, as he recalled their youth.
Jamie laid her face on her hands as Joey fucked her, feeling like a virgin again with Joey inside her ass. Her fantasy fulfilled, she dreamily smiled and moaned until she heard Joey suddenly gasp and tighten. She felt a surge of warmth deep in her ass as Joey came what seemed like minutes. Finally he eased out of her-as her ass also pushed him out. He looked down to see cum and lube mixed in a spider-web like creation between her ass and his cock. He smiled as she looked over her shoulder at him, her hand playing with his cum as it oozed little by little from her ass. She grabbed his cock and stroked it, still wet and slick from her ass. "I'm so glad I found you again, and I'm so glad it was your cock in my ass for the first time. Hopefully not the last..." She added, " You know, it was Pam that wanted your cock in that cabin when we were kids, right?" She laughed, "If she could see us now."
Joey replied, "Maybe she will. You're friends on Facebook, aren't you?"
And with that, Jamie's mind began to map out a new fantasy.
by Alexa Chamberlain
1
Jamie dresses conservatively as a lawyer to downplay her ample chest and shapely ass. Attractive, not glamorous, she presents herself as the consummate professional.
A single mother to a young son, she lives in the affluent community just outside the upstate New York village.
Joey first met Jamie when they were children. He was 12, she was the young one of a large family, 7 years old. She lived up a couple houses across the street on a small farm. Her family was basically rural and uneducated. Her siblings were an odd assortment. But Jamie was the "normal" one, cute and bright eyed. Her eyes were a smoky blue, her hair a dirty blond. Cute as a kid, she would parlay those looks into sex as a woman.
Joey fixed her bicycle, he was good mechanically and always wanted to help. Jamie smiled as she looked up to the older Joey.
Thirty years later she looked up at him again with a smile. Only this time she was on all fours looking back over her shoulder as he drove his hips forward into her.
Jamie came across Joey's Facebook page and found he had grown into an attractive man. She messaged him asking if he remembered her, and of course he did.
They got together for coffee and a walk, reminiscing about their childhood together. Laughing about the cabin the group of them would build in the woods, and the promiscuous Pam wanting to sleep there with Joey.
Jamie was a good kisser, Joey discovered on her sofa after an evening together.
2
"I like it rough." Jamie felt Joey slow his pace from behind her when she urged him on harder with those words. Joey braced himself with one leg up-Jamie responding with "Oh yeah!" as he did. Joey fisted Jamie's shoulder-length hair in one hand. It was still dirty blond, and apparently, so was Jamie. She was vocal in her pleasure. With each pound against her ass escaped an "uhh", and other pants of delight.
Without Küçükyalı Escort (https://kucukyali.t2bro.net/) looking back she said suddenly "Fuck my ass." Joey honestly didn't hear clearly and said "What, babe?"
"You heard me, I want your cock in my ass." Joey was surprised as Jamie was not much of a dirty talker before tonight. She was not the most skillful lover-her oral skills were weak-not that Joey really cared. He was just pleased to see the little girl whose bike he fixed long ago grew up to be a confident, sex-crazed lover who just told him to fuck her in the ass.
3
Sex with his childhood friend was fun, and different, fucking someone you used to play with as a child.
They arrived at his house one night and as soon as the car was in park, they made out like teenage lovers. Even though the large raised ranch stood before them, they stayed in the car.
Joey had his hand under Jamie's sweater and felt her bare back as he struggled with her bra clasps. Suddenly he ripped it apart-she gasped in delight when he did. She felt an edge of pleasure as her breasts were jerked back suddenly, the fabric edge leaving a red line across one breast as it tore into her from the force. Unleashed now, he grabbed her large breasts and finally decided they needed to continue upstairs in the bed.
Naked on the bed now, Joey was struck by how tight Jamie was-it was actually a challenge to enter even though her pussy was well slicked. She was wet from Joey licking long strokes along her pussy lips, and then sucking on her clit. He kissed her as he lay on top of her, Jamie spreading her legs wide, and then raising her knees for stability. When she came she tightened so much that she forced Joey's cock out of her. Asking if she was good, she whispered to get back inside her.
Finally Joey moved up to slide his cock between Jamie's large breasts. He loved fucking her this way and felt himself building up until his cum sprayed out onto her neck. Jamie held her tits Küçükyalı Escort Bayan (https://kucukyali.t2bro.net/) together and watched as Joey's cock appeared with another forward thrust and erupted a milky line of cum onto her chin. She smiled, it was the same smile he saw long ago. Both times, a smile of pleasure and gratitude.
4
Jamie was happy to finally be acting out some fantasies. Tired of being the proper figure in the courtroom, her mind often wandered to being able to say dirty things, have dirty sex, and release inhibitions she's had for too long. She would experiment as a girl, and fantasize, but law school was long hours and seriousness.
Now tonight, she was going to have anal sex for the first time.
After her surprising demand for Joey's cock in her ass, Joey reached for the lube she had brought with her that night. Earlier in the evening they used it for sex toys and fun. But Jamie had really hoped for her first ass fucking.
She stayed on all fours as Joey slid his cock out of her pussy and poured lube onto her ass. He rubbed it to her anal opening, fingering more lube inside her and gently stretching her. He poured more into his hand and stroked the length of his cock and playfully rubbed his hand clean onto her skin.
"You're the first one in my ass," Jamie cooed, but Joey knew that.
Joey gripped his cock, and with one hand on her ass and one on his cock he led it to her closed asshole. He aimed and pushed in, moving forward and guiding his cock with his hand. But her ass wouldn't budge. With a chuckle he told her she's tight, and to try to relax. Another push, an "aaahh" escaping Jamie's lips. Still, no entry. "When you feel me pushing in, you try to push out-that will help your ass to open," Joey said as now it seemed like more of a project that they both wanted to succeed. "Use your hands and spread your ass." Joey instructed. As she did so she felt his cock at the entrance and she pushed out like he suggested. Joey watched as Escort Küçükyalı (https://kucukyali.t2bro.net/) the pink head of his cock got swallowed up around her tight ass-with such sudden ease that his hand slipped off her ass and he fell forward knocking her off her knees. Still on top of her he practically shouted "Holy shit, are you ok?"
With a laugh, Jamie whispered "Fuck, yeah."
"You're still in me," she continued, as she felt Joey's legs inside of her own as they lay flat on the floor. "Actually, stay there, this will work," Joey said as he also realized he was full hilt in her ass. It's as if her ass wouldn't let him go, he felt himself losing feeling as her ass clamped tighter around his cock.
He propped himself up on his hands so he could look down her back, and follow it to her rounded ass. He watched as his cock withdrew almost all the way out of her ass, noticing for the first time the tan lines on her legs and back, leaving her ass a pure, sexy white. It contrasted against his swollen cock. He watched it disappear again as he fucked her until his balls slapped her pussy. He could not believe how tight she was. Watching from this angle was so exciting for him. Never in his wildest dreams did he think this would be happening, as he recalled their youth.
Jamie laid her face on her hands as Joey fucked her, feeling like a virgin again with Joey inside her ass. Her fantasy fulfilled, she dreamily smiled and moaned until she heard Joey suddenly gasp and tighten. She felt a surge of warmth deep in her ass as Joey came what seemed like minutes. Finally he eased out of her-as her ass also pushed him out. He looked down to see cum and lube mixed in a spider-web like creation between her ass and his cock. He smiled as she looked over her shoulder at him, her hand playing with his cum as it oozed little by little from her ass. She grabbed his cock and stroked it, still wet and slick from her ass. "I'm so glad I found you again, and I'm so glad it was your cock in my ass for the first time. Hopefully not the last..." She added, " You know, it was Pam that wanted your cock in that cabin when we were kids, right?" She laughed, "If she could see us now."
Joey replied, "Maybe she will. You're friends on Facebook, aren't you?"
And with that, Jamie's mind began to map out a new fantasy.