He yelped in shock and pain. Just as quickly, she slapped his bottom again and again. Resting for a moment, she watched a light pink handprint appear on his creamy white skin. “Does that help? Do you think you can obey me now and remember your place?” Sabrina bit her bottom lip, worried that she had gone too far. Every ounce of her being told her to push farther. He needed it; they both needed it, but she knew how timid he could be. Milo was as likely to run off and not have anything to do with her as he was to remain over her lap.
He couldn’t say a word and she thought she’d gone too far. In a moment he would rise up, push himself off her lap and get angry before finding his clothes and leaving her, probably forever.
That’s not what happened, though. With her hand resting over his crack feeling the warmth spreading through his backside, she remained motionless and hoped that he wouldn’t fight her. Soon she heard the quiet, barely noticeable sound of sniffling coming from one end of his naked body.
It was barely noticeable at first and then it grew in volume. Sniffles turned to a slight, underlying whine, then obvious sobs. If she were to see his face, she knew she’d see tears crossing his cheeks.
Sabrina steeled herself. “That’s a good start. You just need another good push so the lesson sinks in.” It surprised her. Acting so boldly, with such confidence, wasn’t something she was used to.
She landed a flurry of swats on his backside until the sharp cracks echoed off the walls. Seeing the now dark red color of his ass, she doubted he would be in the mood for sex when she was finished. Sabrina doubted that she was either. The act of spanking her younger boyfriend had pushed her in another direction. No longer did she want him inside her. Her fantasy was coming true and she wanted to see how far she could take it.
Milo was crying openly now, his bottom cheeks rippling with each sob. Sabrina remained rigid against him, sitting up straight, both hands now squeezing his ass. It was gratuitous. For so long she had imagined squeezing and stroking his rear as she liked but was afraid of upsetting him or running him off. Now, with him completely subdued and crying over her knees, he wasn’t in any position to fight her advances.
They rested that way for a while. He was a grown man reduced to no more than a child. His true self had been shown and she adored it. The skin on his backside had turned to a dark strawberry and she was sure it stung more than he wanted. He had been taken past the point of compliance to a place where his world was nothing but shame and stinging pain.
As his cries slowed, she helped him up as he moved on wobbly legs. Sitting him on her lap, he instinctively folded into her, wrapping his arms around her shoulders to bury his face into her bosom. Unbuttoning her shirt and removing it, she loosened her bra to let one boob spill out. Like a weaning child, he found the erect nipple and mouthed it gently.
Closing her eyes, she felt him pull on her nipple and she swooned with pleasure. Before him lovers had given due attention to her breasts and she enjoyed a man’s mouth on them but this was something else. She had never nurtured a child before but now she understood the sacred bond between mother and child as she took one to her breast.
It was a warm, intimate feeling that touched her inner being. She ran her fingers through his tousled hair, loving the young child on her breast. He wasn’t a man; he was a child, a sweet, delicate girl and she never realized she could love someone this deeply.
Suckling from her, she felt something more familiar. The warm tingling at her breasts formed into a heavy ardor that vibrated between her legs. Soon she was breathing heavy, overexcited at the fantasies running through her mind. It had been a while since they had sex, and now she needed more than that.
As she helped him up, she saw the streaks of tears on his cheeks and had to give him a deep kiss before rising with him. Standing beside him half clothed he seemed significantly smaller than she, even if he was the same boy she’d fallen in love with so long ago.
A lot had changed since then. He had taken to panties well and, as she hoped, they changed his behavior. His attitude had calmed and he no longer fought her or resisted. When she scolded him he hung his head rather than talk back. When she needed affection he was quick to jump into her arms.
She eyed his penis with a critical look. Never his best attribute, she couldn’t think of a time it looked any cuter. Though thinner than most men and definitely smaller, it had an aesthetic appeal she loved. Sabrina always thought a man’s penis was a good indicator of the man it belonged to. Masculine men had thick, intimidating cocks while pretty boys had long, slender pricks and then there was Milo.
Never the brutish male or the overly attractive one that made girls blush, Milo had a certain sleek cuteness that leaned toward the feminine. While Sabrina was used to a sexier, more masculine look, she couldn’t help but be attracted to him when they first met.
His little cock only emphasized his appearance. Slender, with a delightful pink tone, it looked more like an enlarged clitoris than anything that belonged on a man. What really appealed to her was his libido. Where other men collapsed, spent, Milo could go on and on. He was like a woman in that way; the more attention he got, the more he wanted.
Even now, freshly spanked with a stinging backside, he was at his full size. A firm hand on his shoulder pushed him to his knees. Going down without a thought, he kept his eyes on her, a soft look on his face as he beamed up at her.
Sabrina was naked from the waist up. Now, with just the pants she wore on their evening out, she unbuttoned the front to pull them down her hips. Beneath she wore black boxer briefs, the same ones a man would wear. Milo looked at them strangely, confused.
Now on his knees, he could look more closely and he wondered why he missed it the whole time they were out that night. A firm bulge pressed through the cotton. Looking up at her, his face was questioning.
Stepping out of her pants, she stood above him now with her crotch pressed against his face. “Nervous, princess?”
He opened his mouth to respond but no words came out.
“Take off my underwear.” It was a command given in the softest, most understanding voice she could muster. That wasn’t easy to do when she never felt more aggressive. Her natural instinct was to hold him down, force him in ways she’d never done before, and fuck him powerfully like a man would.
When he didn’t respond she gave him a not so light slap on his cheek. “Are you listening to me? Do I need to spank you again? I said take down my underwear. Now do as I say.”
Hurt by her reaction, he looked at the bulge now pressed against him and reached in her waistband. Sabrina watched as his face turned from cautious obedience to surprise and finally shock as he pulled the cotton from beneath her phallus. Helping him hold it, she tugged her cock until it snapped from beneath the elastic. One of his hands remained gripping the base, just above the formed scrotum as she ran her fingers up and down the shaft proudly.
“Like it?” she teased. “I thought one of us should be the man in this relationship. You’re too sweet and girly so I had to step up.”
His brow furrowed as he considered what she said. Looking like he was about to protest, he opened his mouth just as she raised her hand.
“Don’t make me slap you again. Be a good girl and suck me like I deserve. I’ve been good to you and taken care of your sweet little ass. Now give me what I need.” She held the cock against his lips, stroking them gently with the tip. It was a powerful rush. Finding the right cock at the woman’s boutique and surprising him with it was the best idea she’d had in ages.
Looking up at her, she could see the pleading in his eyes. In that position he looked adorable, almost cute enough to make her rethink her plan. As difficult as it was, she pushed through and, with a slight shove; she urged the plastic cock past his lips. Above him she could see the flesh colored dildo against his pink tongue, making him gag.
Sabrina pulled out, a thin strand of saliva connecting the cock to his mouth. Bent over kneeling, hand to his neck, he coughed. She should go slo
w. It was the first cock he’d ever taken. It wasn’t so easy for her when she first sucked a man and she should go easy on him.
“Go easy girl, I’m here for you. Open as wide as you can and I’ll go slowly. I’ll ease it in. Can you handle that?”
His eyes had grown red and the coughing brought a flush to his cheeks. “Take a deep breath” she advised. “Let’s try this again.”
Obediently he opened his mouth and she reveled in the sight. Her cute boyfriend, stripped of his panties, his cute naked body willing and ready, his little cock erect and his mouth open, ready to take her dick. It’s enough to make her fall in love.
A hand on the back of his head held him in place. Allowing his lips to feel the weight of her cockhead, she slowly eased it in. “Breath through your nose. There you go, sweetie.” It moved against his tongue and pressed into his cheek, making him look sluttier than a cheap hooker.
It made her pussy drip. Beneath the base of the cock she was soaked. Soon she had gotten into a rhythm, thrusting between his lips and back again. Saliva drooled from his lips with each thrust. It ran down his chin to his bare chest.
He looked a sight. Sabrina throbbed with the idea of fucking him. Originally her plan was to fake an orgasm- a dramatic, groaning male orgasm- as he sucked her but now she felt herself growing close.
The feeling came out of nowhere. Though the cock wasn’t real, she felt like she could feel through it. The sensations traveled down the length to form against her pussy lips and buzz against her clit. She closed her eyes and began to moan. The feeling was exquisite. Heated, she began fucking him faster; roughly pounding into his mouth, ignoring the gagging sounds he made and thrusting harder and faster into his willing mouth.
When her orgasm hit she clamped a hand on the back of his head, holding him in place as her cock bent down his throat. It was difficult for him to breathe and his face went red as tears spilled out the corners of his eyes as he choked for air.
Soon it ended, however, and she pulled back, slipping it off his lips with a copious amount of drool. Sabrina was breathing heavy and felt her pussy sopping wet beneath the root of her cock. After a moment of collecting herself, she reached under his armpit and pulled him to his feet. Throwing him onto the bed, she took in the sight; her beautiful boyfriend, several years her junior and more girl than boy, though definitely not a man, compliantly on all fours on her bed.
His ass was rounded, painting the perfect target for her cock. A perfect bubble butt, she thought, how very feminine and sweet. It caused her blood to flow.
Climbing on the bed behind him, she gazed at his willing boy ass, ready to be fucked. Often she had played with his pucker, stroking it gently, even fingering him to orgasm. He always liked that.
In this position his cheeks were spread open, allowing her to see him openly. In the past he had always been reticent about his ass. When she squeezed it or played with it he would complain, whining about the attention. It was a private part of him, one he was reluctant to explore. His time in panties changed that. It made him softer, more agreeable and more willing to please.
Drooling a thick drop of spit from her lip, she watched it slowly drip into his crack. Massaging it into his hole with her thumb, she felt him press back into her. Gripping a cheek in each hand, she pulled apart, opening him for her view. The feeling made him gasp and he twisted petulantly in front of her.
“Stay still!” She scolded, slapping his ass lightly. “You’re mine.”
He acquiesced, placing his face into his hands. The exposure was difficult to bear.
Holding him open, she palmed her cock, running a hand up and down the smooth shaft. For so long she had imagined fucking him this way. Now that the moment was finally here she felt overwhelmed with excitement. Arousal dripped down her thighs, only making her more excited.
His asshole winked open and she placed the phallus directly on his opening. As she did, she held him tight, afraid that he might try to scoot away but instead he pressed back against her, sighing warmly. His hole opened that much more.
“You’re ready for me, aren’t you slut? Out of your panties and you can’t wait to get fucked?” A slight hum of assent was his only answer.
Carefully, slowly, powerfully, she pressed into him. It was a struggle at first. As an anal virgin, no one had taken his cherry before and his body struggled to accommodate her. Her cock was thicker than most and larger than most men. Nevertheless, she fought to penetrate him. After a forced push, she heard a slight pop and watched as his asshole stretched to accommodate her.
She eased the length in, watching his hole widen to take all of her in. Every inch caused him to get louder. The wince of straining turned to a gasp of shock then to a groan and finally a contented sigh. Her hips now pressed against the firm cheeks of his ass. “Do you like that, girl? Feel good to have all that cock in you?”
She was teasing now but felt a twinge of excitement as she said it. He was always a very generous lover that put her first. Taking his ass gave him the chance to enjoy himself, even if she enjoyed it just as much.
Reaching beneath him, she found his cock stiff and wagging between his legs. She thumbed the tip the same way a man would tease his female lover and heard him squeal with excitement at the feeling. Squeezing the head, she felt a thick blob of spend touch her fingers. Slowly she caressed it against his fattened knob.
All the times she had sucked him and felt him fill her mouth came back to her now. His taste was sweet and lighter than most men. She had attributed that to his youthfulness but now she realized it had come from his femininity. His release tasted more like her own pussy juices than anything that comes from a man’s balls. In more and more ways she thought of him more as a girl than her boyfriend. In bed he was gentle, soft and often too scared. He made love like a sweet girl and squealed when he felt pleasure.
Fucking his ass was proof of this. She felt strong and confident sticking her cock in his ass. The very act was empowering and she wanted more. As she pushed herself in as deep as she could go, she felt him groan and twitch.
“Ah, there it is. I hit your little g spot, didn’t I slut?” He cooed at this, shaking too much to answer. A burst of excitement passed through her and she slapped his ass, not so light this time. Her hand left dark pink prints on the creamy skin of his ass. “Answer me when I talk to you! Don’t make me hurt you!”
It was an empty threat, of course. The last thing she wanted to do was hurt him. At that moment he had become the perfect boyfriend; gentle, compliant and feminine. She’d never been happier with him than she was at that moment.
A thin strand of precome dripped from the end of his shaft. The juices filled his shaft with a tantalizing pressure he never felt before. There were sensations in his body he never thought a boy could feel before and they…were wonderful. They left him lightheaded and unable to think clearly.
Then, just like that, she eased the cock out of his asshole. The sense of emptiness filled him and he whined helplessly.
“Now now,” she slapped his ass. “Don’t whine. This is about me. You’re getting fucked just the way a pretty girl should get it. Don’t think we’re done yet.”
Quickly she turned him over onto his back so she could see the helpless look on his face. She eyed his smooth, strong chest, one of the things she loved about him. With his shirt off he looked ten years younger and she always joked that she was taking him to high school prom when she caught him taking his shirt off outside. In truth, she loved watching him and loved the reactions of everyone around him. “I’m going to take your virginity after the dance” she always teased. Now it was coming true.
His knees were bent and she pushed them back to give her a better angle. They rested on her shoulders as she took the cock and angled it toward his back hole. “Your little pussy is getting loose. That’s what happens after a good fucking.” She looked right at him as she said it and watched the blood rush into his cheeks.
In this position, with his hips pushed up and a pi
llow under his ass, she was better able to penetrate him. As she did, she looked him in the eyes and enjoyed the look of pain, and then blissful pleasure as she passed the tight sphincter and pushed further to tickle his prostate.
There were few words said. She took her time sawing in and out of her feminine boyfriend’s bubble butt and enjoying the act. It was ritualistic, she thought. A woman taking her boy this way said more about their relationship than any words could say. She was in charge. She was the man. She ran the show and decided how things went. As for Milo- her cute, slutty boyfriend- he was passive, docile and the receiver.
It filled her with a pleasure she never imagined before. The feel of her cock rubbing against her engorged clit brought her close to orgasm and, eyes closed, she began pumping into him with a ferocity he had never shown in any of their lovemaking sessions.
She was insatiable, hungry for more. The willing, soft, warm flesh of her boyfriend spurred her to greater heights and she began pounding into the firm flesh of her boyfriend. It made him moan and wiggle beneath her thrusts and in no time at all his voice began to rise from a slow moan to a high pitched crescendo. After years of lovemaking and knowing his body almost as well as her own, Sabrina knew what that meant. She began plowing into him even more urgently. “Come for me slut! Let go! Shoot your juice like a good bitch!”
She pounded into him loud enough to hear the echoes against the wall. It was rough, aggressive sex that a bystander might even confuse for a fight. Even the most loving of couples fight and seeing them both naked like this one may see what was happening and confuse it for woman upset with her man after he failed her sexually. Now she was taking it into her own hands.
He squealed loudly, his erection jerking beneath him. Massaging his full asscheeks, she encouraged his orgasm as she slowed her pace. Her phallus pistoned in and out of him rhythmically as his voice descended from a wail to a slow, warm purr.
Allison Heart Page 2