pegging-princess:

Michael and Ashley had been dating for a while and lived together. Every day he went to work while she stayed home to clean the house and have dinner ready for him when he got home. One day he came home from work and was shocked to find the kitchen empty and no yummy smell in the air. He went to their bedroom to see what was wrong. Michael found Ashley sitting on the bed with the laptop in front of her. She looked up and smiled suspiciously.

“Oh, hi there honey, I’m so sorry I must have lost track of time.” She apologized sincerely. Upon further inspection Michael notice that she was holding something in her lap underneath her dress. It looked to him like she had an erection. Seeing as how Ashley was in every way female this really confused him.

“Um Ashley, what cha got there?” he asked, motioning towards her lap.

Ashley smiled widely and giggled, “Nothing…” in a mockingly innocent tone.

Michael was a very traditional hard working man, he was tall and slender with a body chiseled by the physical labor he performed at work at to provide for Ashley. He had tan skin and a gentle face aged by dark under eye circles and a scruffy black beard to match his messy short black hair. Ashley’s appearance was quite the opposite she had a generously curvy body, milky white skin, glasses, and a soft round face surrounded by a mane of curly, fire red hair. She was a fan of traditional gender roles, but was very open minded when it came to the bed room.

Michael gave Ashley a look that silently said just tell me. “Well,” she started, “I have been wanting to try something for a while, please don’t say no until you hear me out.” She lifted her skirt to reveal a bright red dildo attached to a black harness. Michael was taken back, but also felt a twinge in his pants. He didn’t say anything and let her continue. “Do you know what pegging is?” She didn’t wait for an answer but turned to computer for him to see that she had been watching porn. On the screen was a female porn star wearing a strap-on similar to Ashley. Bent over in front of the porn star was a feminine looking man. Ashley pressed play and Michael stood there watching as the woman thrust her fake cock deep into the man’s ass, the man let out moans as his face twisted in to an expression of tormented pleasure. The twinge in Michael’s pants got stronger as his curiosity was peaked. He looked at Ashley to see her transfixed on the scene. A tension started to build behind Michael’s zipper as he watched Ashley absent mindedly begin stroking her silicone penis. He always found Ashley’s body extremely sexy, He didn’t understand why he was reacting to this prosthetic penis strapped to her womanly form. “I promise it feels really good for the man,” Ashley reassured him as she saw the worried look on his face. She grabbed his hand and gently pulled him to the bed. He eagerly sat down next to her. She took that as a sign of willingness and began kissing him fiercely. He pulled away.

“I’m not sure about this” He admitted. She didn’t look hurt, but understanding. She let her hand wander down to his crotch and felt the large bulge on his thigh.

“Oh really?” she teased. “Just try touching it” she cooed in the gentle tone she had been using before as she started to unzip his pants. Michael hesitantly reached over, he felt his own manhood continue to grow as Ashley started rubbing it through his boxers. The dildo was firm but slightly flexible, it had a smooth surface and aside from the head it didn’t much resemble a real penis. Ashley placed her other hand on his, wrapping it around the shaft of the strap-on. She moved his hand up and down as if to give her a hand job. Michael felt odd, but continued as he saw the smile on Ashley’s face widen. She began to mimic his movements on his own cock. Ashley’s breath got heavier; she clearly enjoyed being jacked off while jacking Michael off. His cock was rock hard and Ashley noticed the tip glisten with pre cum. They locked eyes and Michael could see the yearning in her expression. To show his submission to her will he bend down and took her cock into his mouth, as he had noticed the man on the video do to the porn star’s strap-on. Ashley was shocked but thrilled. She let go of Michael’s cock and lay back to enjoy her blow job. Being a man Michael imagined how he liked his cock sucked and started moving his head up and down slopping spit all over the dildo making it easily slide down his throat. Ashley felt powerful and tingly as the harness rubbed her clit and she watched her lover choke down her penis like he had been doing it for years. She softly rested her hand on his head to feel his motions even more. After a few minutes of that she took her hand off his head. He looked up and timidly smiled at her, he could feel the pre cum dripping from his own penis. He was actually enjoying himself. He could feel how the power had shifted and was now in Ashley’s hands.

“What now?” Michael Asked sheepishly.

“Stand up and take off your clothes,” Her tone wasn’t demanding but he knew he had no choice but to obey. He removed his already lowered jeans and boxers and pulled off his shirt. He stood in front of her exposed and vulnerable.

“And now what can I do for you, my princess?” He said playfully, half smiling.

Encouraged by his smile Ashley stood, grabbed his hips and bent him over the edge of the bed aggressively. She lay down on he is back, her boobs pressed against him. He felt his excitement swell as her cock grazed his butt cheek. She whispered, “I promise I will be as nice and gentle as you need, we can stop whenever you want.” He nodded in understanding and put his face in the bed, He had to concentrate to keep his body from shaking, and this was made even harder when he felt sticking, cold lube run down the crack of his ass. Ashley grabbed her cock and guided it to his slick hole “ready?” a muffled mhmm came in response. Slowly she slid her penis in to his tight ass. “Just relax” she said as she squeezed his ass cheek. She felt the pressure lessen and the cock slide into place. Michael let out a groan. He couldn’t believe the feeling, as her cock rested inside him. There was a slight stretching pain but the sensation that ran though out his body completely drowned it out. He pushed against her thighs as a silent signal not to stop. She slowly pulled out, and pushed back in before coming out all the way, working the lube down into his ass. She continued this for a while, slowly sliding in and out, making sure to be gentle. Michael’s breathing got heavy as he bit down on the bed, his hand flew up and squeezed the blanket. He couldn’t help the noises escaping his mouth. The pleasure was unimaginable and the sensations were so new, he didn’t know how much more he could handle, or if he would ever want to stop.

Ashley could hear and see his enjoyment, and began to pick up the pace. Moving her hips a little faster, pressing a little harder, and going a little deeper. Michael responded positively, squeezing harder and moaning louder. Ashley could feel her pussy getting wet under the harness, while watching her cock slam into her lover’s ass. She felt so in control and she liked it. The harness rubbed her clit just the right way and she forgot herself. Pounding into Michael’s ass at full force, making his head spin. He knew he couldn’t handle this but he didn’t say anything so that she wouldn’t stop. Ashley slowed back down and pulled out.

“Roll over,” Ashley instructed. Michael obliged without thinking. Without another word she had him on his back legs up in the air ready to receive more ass fucking. Her cock slid in with ease and she starting fucking him hard and deep again. His cock was rock hard and drooling all over the place, just begging to be touched. Ashley spit down on it and began stroking Michael’s penis in rhythm with fucking his ass. Michael gasp as both his cock and ass were stimulated. Ashley took Michael’s hand and placed it on his cock he knew what she wanted immediately, and started jacking himself off. Ashley grabbed his legs and started fucking his virgin ass even faster. Michael could barely concentrate on his cock with his ass feeling so good. Soon the sensations blurred together as he felt himself nearing climax. His body tensed, and he let out single loud moan as cum shot out of his cock on to his chest. Ashley stop pumping when she saw him cumming, she slowly pulled out so as not to hurt him. She looked down at him, pleased with the pleasure she had given him and the amount of cum that he was covered in. Michael lay there unable to move or speak. He couldn’t believe what just happened, all he knew was that it needed to happen again.

(this is not a true story)

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