Pegged — [Fdom] [msub] [D/s] [Pegging/Strap on]

…continued from “Pleasing Miss”

He laid in the crook of her shoulder, relaxing while she played with his hair. He loved being held like this after he had pleased her. It made him feel secure and wanted. He smiled as he took in her body; he never got tired of looking at her.

She scratched his scalp. “Pet, you did very well. I came hard, thanks in part to you.” He beamed. “I promised you a reward, didn’t I? Remind me, what did I promise you?”

“You promised me that I could cum on you, Ma’am.” He could feel his cock start to stiffen at the mere prospect of being able to so, much less on her naked body.

She chuckled. “Did I promise you anything else? Or just that you could cum on me? Do you even think you deserve to get me all messy?” He loved when she peppered him with questions like this even though he sometimes felt like he was walking a tightrope with his answers. She had a way of interpreting responses in ways that suited her. She was so giving and yet so selfish sometimes.

“No Ma’am, only that I could release myself on you. And, as much as I would love to get my Miss all messy, I’m not sure that I’m the one who gets to make that call.” She ruffled his hair.

“Good answer, pet.” She moved on of his hands to her pussy, still wet from her previous orgasms. He instinctively searched with his fingers for the entrance to her wetness and put two fingers inside of her. She let out a happy sigh as he lazily moved them in and out a few times. “Do you see how wet you make me, my boy?” He nodded. “Show me.” He pulled his fingers out and held them in front of her face so she could see how wet they were. “Clean them off and make sure I can tell how much you enjoy tasting me.” She turned her head to watch his face.

He loved to tease her when he could, so he took his time. He licked each finger from base to fingertip, his eyes closed, a low moan in his throat. He parted his lips and placed his fingers inside. Closing his lips around them, he slowly drew his lips up the length of his fingers, removing the last of her wetness off them. He pulled them out with a slurp. “Did you like tasting me again?” He grinned and nodded, a little shyly. “Good. Now my put my toy back inside me.”

“Yes, Miss.” The toy had rolled off to the side of him. He found it, and still laying next to her, pushed it inside her. It went in easily. She let out a purr and wiggled her hips happily as hit bottom. His cock swelled as he watched her enjoy herself.

“Go get my harness, pet. It’s time to reward you.” She pushed his hand out of the way to hold the dildo in place as he rolled off the bed to get her equipment. He padded to the closet, hard dick bouncing up and up down as he walked, stomach filled with butterflies. The harness made it clear that she was planning on pegging him. He found the black leather harness hanging in the closet exactly where he had put it away last time after rubbing it with leather conditioner to keep it soft and supple. Harness in hand, he returned to the bed where she was lazily moving the dildo in and out. “Go get a wet washcloth and a dry towel, my pet. You know you have to clean me off first.” He sat the harness on the nightstand and walked to the bathroom. He let the water run until it was warm and soaked the washcloth. He wrung it out well and returned to her side, towel draped over his shoulder.

“Pull my toy out. Put it in the harness. You know how.” He laid the still warm washcloth on her stomach and the towel next to her. The sound that her pussy made as he pulled her dildo out gave him goosebumps. He picked the harness up from the nightstand and placed the toy, still covered in her cream, through the ring in the harness. He returned it to the nightstand, balancing it by the base of the dildo. He took the washcloth and gently cleaned her thighs and pussy. Wordlessly, she rolled over, and he cleaned her ass and the back of her thighs as well. He towel-dried her butt, waited for her to roll over to her back, and then dried between her legs. As he dropped the linens in the hamper, she sat up in bed, feet on the floor.

“Good boy. You know what to do next.” He reached for the harness as she stood naked in front of him. He kneeled and held the harness open. Using his shoulder for balance, she stepped into it. She dug her nails into his shoulder a bit as she did so. He shivered at the small bit of pain. He tightened the sides of the harness to make sure it fit snugly. He didn’t want her to be displeased because it was too loose. She reached down, took a handful of his hair, and pulled him up. “Kiss me.” He leaned forward, pressing his lips against his. She kissed him back forcefully, hand still in his hair, pushing her tongue into his mouth. She pushed him away and looked at him with a mischievous grin on her face.

“Back on your knees.” She emphasized her command by firmly pushing his head downward. He knelt in front of her, breathing heavily after the kiss, wishing it had lasted longer. “Suck,” she ordered. “Clean my dick off with your mouth. We have to get it all clean before I put it in your cute little butt.” Her musky scent hit him, but he couldn’t quite tell if it was from the toy or her pussy. He leaned forward and took the tip of the fake cock in his mouth, tasting the mix of the silicone and her juices. He knew she would tell him to take more of the length, but he got more aroused if she ordered him to do it. He loved anticipating her desires, but there was something about being bossed around by her that he craved. “More, pet.” A few inches more of the toy disappeared into his mouth.

She looked down and smiled approvingly. “I’ll never get tired of seeing my pet’s mouth wrapped around my girly cock.” Once again, her hand went to his hair; she started to move his mouth back and forth on the dildo. He felt her thrust her hips, forcing the cock deeper into this mouth, causing him to gag a little. “Is there a problem?” He shook his head. She continued her thrusts for a few minutes longer. He could feel her watching him struggle to take the toy in his mouth as he gagged occasionally, some spit dripping down his chin. “Such a darling cocksucker.” His dick pressed up against his stomach.

She yanked his head away, leaving him a bit breathless. Out of habit, his head moved forward, seeking out the dildo. She grabbed his hair by the roots, stopping his momentum. “Enough of that, my dear. It’s time for you to lube me up.” He tried not to show his disappointment as he opened the nightstand drawer, removing a nearly empty bottle of lube. There was just enough for tonight’s activities. He’d need to make sure to order more for her. He generously poured lube on the dildo. His Miss was demanding, but she wasn’t a sadist.

“Bend over the bed.” Still on his knees, he closed the small distance between her and the bed. Standing up, he started to rest his torso on the bed. “Wait, pet,” she stopped him. She grabbed two pillows and placed one where his head would lay and one under his hips. “Now, lay down.” The pillows supported his head and his stomach as he bent over. The pillow under his groin had the added bonus of lifting his ass up slightly, making it easier for her to have a good angle. His cock was uncomfortably hard as he laid on the pillow.

It seemed every muscle in his body was tense with anticipation. He could hear her move behind him, feeling her body heat. “Shhhh. Relax, my boy. Relax.” She ran her nails down his back, from his shoulders to the small of his back. She leaned down, and he could feel her toy pressed against him. She dragged her nails upward, from the back of his knees, over his ass cheeks. He shivered, goosebumps covering his arms. He moaned and felt his body release its tension. “Good boy.” She bent at the waist and pressed her chest against his back, the weight of her body, pressing him into the mattress, warming him up, running her hands down his arms. She stood up. “I adore you and how much you enjoy pleasing me. Ready?”

He nodded and murmured a “mhmm.” He felt cold lube trickle down his ass. She moved closer; this thighs pressed against her legs. He felt her thumb slide between his cheeks and start working the lube around his asshole. She gently pressed against it. They had been training his ass for months now, but he she still liked to move slowly. “Relax, like I taught you.” She pressed her thumb more firmly against his asshole and he felt it squeeze past the tough ring. He moaned and took a deep breath. She slowly moved it farther into him and he relaxed into it.

“Please Miss,” he breathed. She chuckled and started to move her thumb in and out of his ass, loosening it up. Her other fingers pressed into his ass cheek. He pressed back against her thumb, trying to silently tell her that he was ready. She removed her finger and dripped more lube between his cheeks. He jumped a bit as he felt the cold liquid make his ass even more slippery. Grasping her cock at the base, she ran it between his ass. She pressed the tip of it against him. “Relax. Breath. You know you want my cock in your ass. “

“Yes Ma’am. I do. Please fuck my ass. Please.” He ached to have her dildo inside of him. He used to feel embarrassed at how much he enjoyed it, but he had had grown to crave it. Nothing made him feel more at her mercy than having her standing over him, thrusting in and out of him, using him. Using the weight of her body, she leaned forward and slowly pushed her dick into his ass. He breathed out, bearing down as she taught him. It seemed counterintuitive to push out while someone was pushing something into your ass, but it always worked. The toy slowly started to slide in, an inch at a time. He groaned and bit his lip, his fists gripping the sheets. She stopped, letting him catch his breath while he grew accustomed to having his ass being stretched.

“That’s it, pet. You’re doing so well. I love having my cock in your ass.” Her praise gave him butterflies. He lived for her compliments. Holding onto his hips, she pulled back several inches. Then forward, pressing an additional inch into him. “It’s all in. Are you ready?” He moaned “yes”, and she started to push. His ass felt full as she slid in and out of him. It was a feeling he had grown used, looked forward to. He imagined how the pastel colors of her fake cock looked against his skin and could feel his face growing warm and pink. All her toys were almost stereotypically feminine in color. He got off on the thought that not only was he having his ass fucked, but he was having it fucked with a girly-looking dildo.

She suddenly stopped, pulling out of his ass. He turned his head to try to see if everything was okay. His ass felt empty; he wanted the toy back inside but knew better than question her. As if she had read his mind, she reassured him. “Everything’s fine, but I promised that you could cum on me, pet. Roll over. Scoot your ass to the edge of the bed.” He jumped to obey. He tossed the pillow that had been under his hips aside, noticing the large wet spot on it. He’d have to remember to wash the linens tomorrow. On his back, his cock was free to stand up straight, pre-cum leaking down the shaft. It had been days since she’d given him permission to cum and he was nearly bursting.

She moved in front of him, fake cock jiggling. He watched her intently, holding his breath. She placed her hands on the mattress on either side of his hips, pushing his legs open with her shoulders. He didn’t let his gaze leave her face as slowly pushed into him. He grasped for her hands, wanting to hold her there, to pull her even closer. “Please Miss, may I have a kiss?” He wanted to experience all of her. The tender Miss he loved to kiss, the firm Ma’am that loved to use his ass. He let out a sigh as she leaned over him and kissed him intently. She bit his lip. “Thank you, Ma’am.”

He felt her lips leave his as she straightened up. His lip throbbed a bit where she had bitten him. He felt her wrap her hands around his thighs, gaining leverage. His thigh muscles strained as they were pushed apart; he was not used to this position, but he loved the intimacy of it. Being able to watch her expressions. Being able to watch her breasts sway back and forth as she pegged him.

“Stroke your cock as I fuck you. I promised you that you could cum on me. You may cum on my breasts. Don’t you dare hit my face with it, though, or else I’ll be very disappointed.” Just hearing her say that made his cock jump, more pre-cum dribbling out of the head. He couldn’t even form words; he could only nod. “Good boy.”

She dug her nails into his thighs as she fucked his ass. He knew that they’d leave marks, but he looked forward to it. For a few days, he’d be able to look down and see the fading crescent moon-shaped indentations. He loved seeing physical reminders of their play. He reached for his cock, knowing that he wasn’t going to be able to last long and his hand worked his messy shaft. He couldn’t help but grunt as she fucked his ass. He tightened his grip on his cock. He could feel his abdomen muscles starting to tense; his thighs were starting to shake. He was panting heavily, like a bitch in heat, beads of sweat on his forehead and chest.

“Ma’am,” he began, pausing in between ragged breaths. “Ma’am, I’m going to cum. I’m going to cum. May I cum? Please?”

She let out a throaty chuckle. “My pet wants to cum, hmm? He wants to cover my tits with his sperm while I fuck his tight ass with my pretty pink cock? Is that what you want? Tell me what you want.” She pulled his legs closer, holding him tight, humping his ass.

“Yes Miss. I love the feeling of being your fuck toy. I want to cum on you. I want to be your good boy. Please let me cum.” He was desperate. He could feel his orgasm welling up. He slowed down the speed of his strokes slightly in case she didn’t give him permission.

She frowned. “Did I tell you to stroke yourself more slowly? No, I did not.” Embarrassed at being caught, he returned to his faster pace. He squeezed his eyes shut, trying not to orgasm before she granted permission. She smiled approvingly. “That’s better. You’re so cute when you beg while I have my cock in you. Yes, you may cum, but remember what I told you about my face. Don’t disappoint me.”

The rollercoaster of emotions caused by being both chastised and praised sent him over the edge. His Miss claimed him and adored him. He was safe. He could let go. With an animalistic groan, he started to cum. Puddles of milky white sperm fell on her tits and stomach, some as high as her collarbone, but he managed to control himself enough to not direct any at her face. She had stopped thrusting in and out of his ass, standing still as she watched orgasmed, with a wide grin on her face. She waited until he had finished, his cock slowly deflating, his breath slowing. He couldn’t help but laugh a little as the endorphins flooded his body.

“Was that nice, pet?”

“Yes Ma’am.”

She undid the buckles of her harness, and let it fall onto the ground. Straddling one of his thighs, she crawled over him to lay next to him in bed, stretched out across the width of the bed. He felt the warmth of her body and felt the mattress move as she arranged herself. She patted the bed and he moved up to her, head resting on her shoulder. She pulled him close. He aimlessly dragged his fingers through the cloudy liquid on her chest and abdomen, onto her breasts. With slippery fingers he gently rolled one of her nipples, then squeezed her breast. He felt vulnerable, yet happy. He was completely sated, his body limp. She ran her fingers through his damp hair, down to his chin where she toyed with his beard. His breathing grew deeper and he felt her lips press against his forehead. “I love you, my pet. Curl up and go to sleep. We’ll clean up later. Right now, I want you curled up next to me.” He couldn’t even manage a “Yes, Miss” before he drifted off in her arms, hand still resting on her breast, trusting her to take care of him even as he slept.

“My precious boy.”

Source: reddit.com/r/eroticliterature/comments/gpg2km/pegged_fdom_msub_ds_peggingstrap_on