Becoming Hers Ch 07

After five days locked up, Alex wasn't sure how he was going to handle this. Last week, Karen had made him cum and eat it every night as punishment and this week his body was still expecting that treatment. Plus, he was supposed to edge himself every day in the shower! The first few days weren't so bad, but now getting back into his cage was a challenge.

He had mentioned this to Karen, but she just laughed at him. "Poor baby," she teased. She played with his nipples until she could see his discomfort from the chastity cage. He thought he had grown used to wearing one, but he wasn't so easily aroused before.

When Karen got home from work that night, he was in his usual spot by the door waiting for her. She had him follow her into the living room and take off his clothes so he could give her the usual foot massage. She inspected his cage and could see his cock already fighting against the hot pink plastic.

He took off her shoes and socks so he could kiss her feet on suck on her toes to clean the sweat from the day. This was the routine he had grown to like over the past two months. He took his time, licking each foot clean and sucking on her toes before using the lavender massage oil to give her a proper massage. As he was doing this, Karen used her free foot to play with his caged cock.

When he was done, Karen slid off her pants so Alex could go down on her. Again Alex took his time, savoring her pussy. It had been over a month since the last time she shaved, and her pubic hair had grown in thick and bushy. Alex enjoyed the scent of her sex and kissed up and down her thighs before settling in for the main course. Karen ran her fingers through his hair as she enjoyed her welcome-home orgasm.

Karen pushed Alex's head away, and had him stand so she could unlock him. She had told him last Sunday that he wasn't going to cum for at least two weeks, but a guy could hope couldn't he? She hadn't so much as touched his cock since then and it quickly grew to full attention. He stood there, naked and erect, while Karen put her pants back on.

"Have a seat," she said, patting the couch next to her. Alex did as he was told and Karen grabbed the bottle of perfumed massage oil. She spread it liberally on Alex's raging erection and started to stroke him. Within seconds, Alex was ready to cum.

"Pretty please may I cum?" He asked, remembering to do it the proper way.

"What? No. You know the answer is no. Don't ask again." She said, stopping to let him cool off . After about a minute, she started again and a few seconds later Alex was begging her to stop. She stopped jerking him off and started gently teasing his cock with a single finger. It wasn't enough to get him off, but it was enough to keep him hard and close to cumming. With her free hand, she grabbed the remote and turned on the TV.

Alex spent the next hour, an entire episode of some show about dragons and knights and such, achingly erect. Karen would get him close to the edge, and then stop, not even looking at him, but judging by how much he was squirming. She had done this enough that she was getting pretty good at reading him. She'd trace his cock with her fingers, or use a single finger wrapped around his cock, knowing it wasn't enough for him to cum. Sometimes he'd whimper, and she's have to shush him. He couldn't pay attention to the show because his entire focus was on not cumming. As the final credits rolled, she turned to him.

"Do you want to cum?" she asked, a mischievous smile on her face.

"Oh god yes. You know I do." He gasped.

"But you know you aren't going to cum, right?" She asked.

"Yes, yes I do," he said, sullen. His balls were aching from the teasing.

"I could ruin it. That wouldn't count." she said, smiling. "Would you like that?"

"You.. could."

"I can do whatever I want," She said, taking her hand off his cock. She laughed as he squirmed, his face silently pleading with her to continue. "The question is whether you want it." Her hand found his cock again and she started slowly tracing a finger around the head, laughing as it twitched.

"Yeah, I guess I'd want that," Alex reluctantly said.

"You don't sound convinced. I know it doesn't feel good for you. Are you sure you want it?" she said, feigning concern.

"I do," he said, still reluctant to admit it.

"You do what?"

"I want you to ruin it." Alex said. Karen wrapped her whole hand around his cock and started slowly, slowly stroking him.

"Convince me," she said. The lavender scent from the massage oil filled his senses, and all he could think about was how much he needed to cum.

"Please, please ruin my orgasm," Alex blurted out. Nothing else mattered in that moment except relief.

"Oh, but won't it hurt?," she playfully asked as she cupped and kneaded his aching balls.

"It's okay, please I just need something."

"Mmmm, I love it when you beg. Keep going like that and I might make you go down on me again."

"Please please please please," was all he could managed to get out.

"Well, since you asked so nicely..." Karen trailed off as she started pumping his cock in earnest. She only jerked him off for about 5 seconds before she stopped. Alex cried out in raw frustration, which made Karen laugh, turning him on even more. "Oh, I guess that wasn't enough," she said sweetly as she grabbed his cock again. Again, she only pumped for a few seconds before letting him go, and again Alex cried out in frustration.

On the third try, Alex finally got close enough that a stream of white cum started leaking from his cock. Karen used her clean hand to catch it as Alex let out a long, painful whimper. The dull ache in Alex's balls flared as his body tried to get the release it was cruelly being denied. He thrust his hips, but it was no use. His cock let out what it could, and Karen squeezed out the last bits when it started deflating. Alex was still so horny that he eagerly lapped the lavender-scented cum from her hand, happy to debase himself for her amusement.

When he showered the next morning, he was as horny as ever. It only took him seconds to edge himself in the shower, but he didn't lose control. He couldn't completely get the lavender scent from his chastity cage and spent the day with a slightly lavender scented cock.

That night after dinner, Karen had Alex service her as usual. As she lay in the afterglow gently stroking Alex's hair she told him, "that was really hot last night. I liked hearing you beg."

"You know, I kind of did too," he said, blushing. "It's always wild to be that worked up, but know I won't get any satisfaction."

"Oh yeah?" She asked.

"Well, sure. I don't know, maybe it's weird, but I like your sadistic side. It turns me on when you enjoy it. That laugh sends shivers up my spine."

"Oh really? That's dangerous talk. You like it when I hurt you?" She said, giving him a playful smile.

"Mmm. I do," he said, moving to kiss her. "I love it when you hurt me," he whispered, his cock already stirring in its cage.

"That's so hot. I need a fuck so badly, but this thing is so useless right now." She grabbed his package and played with it. "Go get my dildo and use it like you can't use your cock right now."

Alex retrieved the dildo and settled back between her legs. He gave her furry mound some kisses as he placed the plastic phallus at her entrance. He teased her until he could sense her impatience. She caught her breath as he slid it inside. Slowly, he started working in it in out, following the rhythms of her body.

Not having to think about his own needs, he was able to pay attention to what she wanted like never before. It gave him a new perspective on what she responded to, since his only focus was her pleasure. When she started moaning and running her hands over her body, he knew he was doing something right, and kept at it.

As she built momentum, he leaned forward and started very gently tonguing her clit while he fucked her. Karen let out a surprised yelp, but quickly reached down to grab his head to guide him. He was gentle, since she had just cum, but soon she was bucking her hips in time with the toy and he was struggling to keep his mouth on her pussy.

When Karen came, she came loudly and forcefully. She grabbed Alex's hair and pulled it, grinding her pussy against his face. By the time she finished, his face was coated in her juices. She saw him looking up at her, smiling, as he gently kissed the inside of her thigh. He was glowing with satisfaction at how well she just came.

"That was... wow. Just wow," she panted. She relaxed in the afterglow with Alex still between her legs, kissing and nuzzling her thighs. He tried to get at her pussy again, to give her another orgasm, but a stern hand kept him away. When she was ready, she let him come back up and gave him a big kiss, tasting her pussy on his lips.

"Well, I think that deserves a reward," she said as she started kissing his body. He laid there as she worked her way down, spending time on his sensitive nipples. As she sucked and tweaked them, he involuntarily humped the air and whimpered. His cock was being painfully squeezed as it fought against the chastity cage.

Karen worked her way down his body until her face was even with the hot pink chastity cage. She sniffed, surprised.

"That's... oh.. hahaha. The massage oil!" She laughed at the way he blushed and squirmed. "It suits this cute little cage and these smooth little balls." She hefted them in her hand, rolling them back and forth.

"I kind of like it." She said, reaching for the bottle of oil. "Maybe I'll have to do that more often." She spread some on the cage, and started jerking it off. Alex could feel his struggling cock sliding around, and it felt pretty good.

"Oh, I bet this feels nice," she said.

"Mmhmm it does," he groaned. The feeling of his cock sliding in the cage was fighting against the pain of it being bent and compressed. Part of it felt great, but the pain was distracting and stopped him from fully enjoying it. Karen could see the two impulses fighting on his face.

"You weren't able to cum like this in the shower a few weeks ago. Think you're horny enough now?" she asked as she spread some oil on his balls. He always loved the slick feeling of his shaven balls and loved having them played with. As Alex was trying to focus on the more pleasurable aspects of the situation, he felt a finger press against his asshole.

"You know," she said, applying a little pressure to the entrance. "After a fuck like that, I don't know if I need your cock anymore. That was really, really good," she said as his anus yielded to her intruding finger. "If it weren't for your need to cum, I'd never have to unlock you."

Her finger slid in easily and she started moving it back and forth slowly while her other hand kept jerking his cage. A second finger joined the first, making Alex squirm as he tried to accommodate it.

"Your ass is just so eager. I think you're really starting to like this," she teased. Alex could only grunt in response, he was so focused on cumming. The cage hurt more and more, but he desperately needed to get off.

Karen curled her fingers to massage his prostate, and it sent a bolt of electricity through his body. He felt like he was on the verge of cumming but nothing was happening. He whined desperately and bucked his hips, fucking himself with her fingers.

"Awww, poor baby. Are you having trouble cumming?" she teased. She kept working his ass and his cock for several minutes. Alex's whining intensified, but he still wasn't able to cum. Having his cock trapped was too distracting, even with all the other stimulation.

"Looks like this might need a bit longer to build up," Karen said as she stood up. Alex let out a pathetic whine as she walked away, laughing at his distress. She washed her hands and came back to give him a peck on the cheek. "Don't worry, I'm sure we'll get it out. Or, you can wait another week."

—

Karen's period came on Monday like clockwork. She wasn't interested in anything sexual, but Alex still had to edge himself every morning in the shower. At night, he couldn't stop himself from looking at porn, even though it just made his cock hurt. The dull ache in his balls was constant now, and any free time he had was consumed with thoughts of sex.

By Thursday night, her period was mostly over and she was horny. She made Alex strip and kneel next to her on the bed so she could play with his balls with one hand while she used her vibrator to get off with the other. The closer she got to getting off, the tighter she squeezed, but Alex kept silent. He was happy to get any attention and enjoyed watching her cum. When she was finished, she leaned over and gave the hot pink cage a kiss.

"This thing is awful cute. Much cuter now that you're always smooth." She said. She wrapped her lips around the cage and sucked it like a cock. Alex's cock tried to grow, even though he couldn't feel anything. "Awww, poor baby. You haven't been able to cum in a while, have you?" she teased.

Karen took her magic wand vibrator and put it on Alex's cage. The feeling was intense and confusing. The whole thing vibrated, which was incredible, but it wasn't a sensation he had ever felt before. His brain was trying to figure it out as he moaned and leaned back oh the bed.

He could feel something happening, but it was different and strange. The vibrations made his cock feel numb, but there was something definitely building.

He jumped as Karen started sucking on his nipple, involuntarily humping the air in front of him, his body not knowing what to do. After a few minutes, his orgasm was undeniable. The feeling wasn't from his cock, but from everywhere at once. It was like it wasn't even trying to get hard anymore.

"I think I'm going to cum," he said.

"What do you say?" Karen asked.

"Pretty please may I cum?" he asked, still unsure if what's what was going to happen.

"Yes, you may. If you can." She responded, much too curious to deny him. Immediately, Alex relaxed and did his best to enjoy everything happening to him. His cock was still being pinched, but it didn't matter. Soon his body was convulsing with the strangest sensation he'd ever had. He couldn't call it an orgasm as he knew it, but his still-limp cock started spurting out of the cage.

Karen giggled and tried to catch as much cum as she could while keeping the vibrator in place. Alex moaned loudly as the flow continued and his hips jerked about. When it was all done, he wasn't sure he could call it an orgasm, but it felt pretty okay. Perhaps draining, or milking, would be a better term. He was still incredibly horny, but at least some of the pressure in his balls was relieved.

"That wasn't so bad," she said. She stroked his hair as he lapped the cum from her hand. "Maybe I don't need to unlock you, after all. There's always hygiene, but now I know you don't need to be unlocked for satisfaction."

"I don't now if I'd call that satisfaction, love." He said, smiling.

"Well, not yours. Who knows, maybe after Sunday I'll just keep you locked forever."

—

Sunday night was the big night. It was the two month anniversary of their little game, and the night they'd decide if they wanted it to continue. Alex hadn't had a real orgasm in a full two weeks, and the daily edging and ruined orgasms had him delirious with need. He was pretty sure he was going to get off tonight, but he didn't know how. Karen had already said she had big plans to mark the occasion.

She had him strip down to his cage and wait for her as she put on "something more comfortable." It took a few minutes, but Alex was so excited that he didn't mind. Karen walked in wearing white knee high socks, a pleated plaid skirt, and a button down white blouse. It was a schoolgirl outfit she had purchased many years before.

"Come here," she ordered. Alex instinctively knew to craw to her. "Good boy," she said as she offered him her foot. He kissed his way from her foot up her leg, enjoying the feeling of the socks against his face. When he reached her thighs, she lifted her skirt so he could continue, exposing her white cotton panties. Tucked into those panties was a bright purple dildo.

"Kiss it," Karen commanded. Alex tentatively kissed the purple phallus through her panties. It was a new toy, but he wasn't exactly surprised she had bought a strapon. He wouldn't admit it to himself, but part of him was excited at the idea.

"You're such a good boy today," she said, tousling his hair. "Take my panties off and get to work." Alex slid her panties off, sniffing them before tossing them aside. He returned to her cock, now standing at full attention, and started kissing and licking it.

"You know this is going in your ass, right?" She teased.

"Mmm, I do," Alex said.

"The lady at the sex toy store is starting to recognize me," she chuckled. "Suck, little bitch. Get it ready."

Alex had never sucked cock before, but he had a decent idea of what to do. He licked his way back to the tip and took it in his mouth. "Watch your teeth," she said as he put it in his mouth. The silicone felt smooth as it slid past his lips and hit the back of his throat, making him gag. Karen laughed and told him to keep going. He started bobbing his head like he'd seen done many times before.

"Ohhh, that's a nice sight," Karen said. She a hand on the back of his head and thrust her hips, making him gag again. The sound turned her on more than she thought it would. "Suck my cock, you little bitch," she said as she started fucking his face. The base of the dildo was positioned so it was rubbing against her clit with every thrust. It wasn't enough to get off, but it still felt damn good.

Alex did his best to handle the face fucking, taking more and more of the fake cock with each thrust. If he had time to think, it would've been deeply humiliating. Instead, it was exhilarating as he felt the grip on his head tighten. Karen liked it, and that was enough for him. Karen held his head and pushed as deep as she could, laughing as he gagged on her cock.

"Get on the bed. Let me see that ass," Karen ordered when she had enough. Alex silently obeyed, getting on all fours. She followed, taking off her remaining clothing, but leaving the socks on.

"You call that showing me your ass?" she said, swatting him. "I know you've watched a lot of porn. Arch your back. Let me see your ass , slut." She swatted him again and he moved a little. "More," she said, running her hand over his ass. He arched his back as much a he could, leaving his asshole exposed to the world.

Nothing had ever made Alex feel as vulnerable as this position. Karen walked all around the bed, inspecting and groping him, hefting his cage and playing with his nipples. As a straight male, he had never been bent over like this, waiting to be fucked.

As if she knew what he was thinking, she blew into his asscrack, the cool breeze reminding him of his predicament. He could still taste the fake cock in his mouth. He should have been appalled. Instead, he was tingling all over, anticipating what was next, loving every moment.

"I don't think we'll need this tonight," Karen said as she reached under him to unlock the chastity cage. She grabbed the lube and spread some on his cock as it got hard. "Oh, it's like milking a cow," she giggled. "I should make you cum like this some day and watch you lick your mess off the sheets." She laughed as she jerked him off.

She stopped just short of him cumming. He wasn't surprised, but couldn't help whimpering. She laughed at him and pressed a finger against his anus. He tried to push back against it, but she wouldn't let him. Instead, she massaged his opening, teasing him.

"Such a slut. Is this what you want?" She chided and waited for him to respond. "I said, is this what you want, little bitch?" she said, tapping his ballsack.