I Think I Like It

As I hoped, a lot of people bought the ‘aftershave allergy’ story, and my day passed fairly uneventfully. I sent Mr. Way several texts asking him to at least hint about the nature of my punishment, but he refused, sending back only winky faces or “you’ll see.” I was surprised that I made it through the day without running to the bathroom for some quick relief, considering the way he was teasing me. In fact, it was so bad that when the bell rang, dismissing us, I thought I was going to cum right there.

The directions Gerard gave me were fairly easy to follow, and I soon found myself at his house (that is, after stopping no less than 6 times to try and determine whether or not I should go through with it). I was only mildly surprised to find the door unlocked, the rest of the emotion being blanketed by the pure fear and confusion that set in as I walked into his house. It smelled strongly of him, which made me both relax and become more nervous. I stepped through quietly, even though I knew I was the only one home. As I stepped into the kitchen, I noticed a small black box with a note on top of it. Figuring it was part of my punishment, I approached it.

“Frankie. This is both a treat and a punishment. Put this on. I’m in the bedroom.”

My heart raced as I looked towards the door that led off towards his room. He was in there waiting for me. I felt myself stiffen and opened the box excitedly. A black cock ring fell into my hand, and I groaned in anguish. Damn fucker wasn’t gonna let me cum. Obediently, I slipped the ring on, then pulled myself back into my jeans and zipped up, trying to adjust to the discomfort, but eventually admitting to myself that it couldn’t ever be comfortable. I walked slowly into the bedroom.
“Gee?” I called. I heard a light laugh from somewhere, but I couldn’t see him. The room wasn’t quite dark, but the lighting was dim enough that I couldn’t see much of anything.
“The bed.” He called from his unidentified hiding place. I look towards it and moaned again. Handcuffs.
“I wasn’t that bad!” I called. He appeared from behind the open wardrobe door, smirking. He wore a black bathrobe that covered his whole body.
“Yes you were.” He said, pushing me down onto the bed and attaching my wrists to the bedposts by the handcuffs. He looked at me seriously.
“If you want me to stop, say ‘end’.” I nodded, understanding. He pulled me into a warm kiss and I sighed. I’d been wanting to taste him all day.
“The rules are that you cannot touch me, and you cannot cum. Deal?”
“I couldn’t if I tried!” I cried. He beamed.
“That’s the idea. Now, close your eyes and don’t open until I say.” He said. I nodded and did as he told me. I heard the sound of material hitting the floor, and some more shuffling. From what I heard, he took a deep breath before turning the lights up a bit more.
“Okay. Open.” He said, his voice sounding shaky. I opened my eyes and gasped. He chewed his lip, blushing.
“Is it…okay?” he asked. I gripped the bedpost, unable to take my eyes off of him. Jesus Christ.
“Yes…God. It’s…wow.” I breathed. He smiled softly. He was still wearing his shirt and tie from earlier, but loosened and untidy. That was all that remained. On his hips, and ending just below his ass, was a black pleated miniskirt, under which suspenders ran, connecting to the black knee-highs he had slipped on. That wasn’t even the best part though (well, I mean yeah, it was pretty sweet). He was wearing make up. Not even just a little bit either – he was fucking painted like a doll. His eyes were covered in smoky black eyeshadow, his lips smothered in red. He’d brushed bronzer along his cheekbones, making them stand out. Jesus Christ, he could actually pass for a woman, and an attractive one at that. He just stood, his legs pressed together, his red lips pulled into a shy smile.
“Get over here.” I murmured. I tried to reach out and touch him, but the handcuffs stopped me. I moaned in anguish. He walked over slowly, straddling my legs. His ass pressed against my cock, achingly hard and uncomfortable because of the ring. He let out a sharp, girlish gasp and I moaned, rolling my head back.
“You’re gonna kill me.” I moaned. He smiled, his short, white teeth shining even in the dim light.
“You like it then?” he asked, clearly insecure. I bit my lip.
“You look…wow. Beautiful.” I whispered. I tried to lean forward for a kiss, but I was pulled back by the handcuffs. He laughed and kissed me, his tongue sliding across my lips. He put both hands around my neck, entwining them in my hair, as he began to move his hips up and down on me. I grunted and rose my hips up to meet his. At the movement, he let out the loudest, hottest and fakest moan I’d ever heard. I grinned.
“You’re faking.” I accused him. He bit his lip and rolled his hips down again, letting out another moan (though it was more like a scream).
“No ‘m not Frankie.” He purred, his voice soft and innocent. God, I needed to fuck him like, yesterday. He gripped my shoulders with both hands and bounced himself roughly up and down on my cock, which was absolutely burning from need. With each movement, he moaned and screamed and panted like a virgin getting their first bit of action.
“Mmph, Frankie.” He moaned, kissing me again. Watching him all dressed up and unable to touch him was torture, but kissing helped. At least I was touching him.
“Frankie?” he asked softly. I hummed in response.
“C-can I…” he asked, looking away and blushing. I had no idea how he did that on command.
“What is it, honey?” I purred softly. He looked at me in shock and leaned forward and kissed me again, too rough to fit the character he was playing. I smirked under his lips – he was losing control. He shook his head, instead sliding down so he was lying between my legs, looking up at me uncertainly. I rolled my head back and let out a breathy, desperate moan. If he did what I thought he was going to do, I’d love him forever. Lo and behold, he began unzipping my jeans with his fucking teeth. He used his tongue to help him pop the button, and slid them down for me, discarding them on the floor somewhere. He looked at me, his eyes hungry and practically predatory. Then he blinked and it was gone, replaced by that fake innocence.
“F-Frankie?” he asked softly. I looked down and he chewed his lip, batting his eyelashes at me.
“Master?” he said uncertainly. I groaned. He was really too fucking much. He smiled, clearly taking my reaction as an achievement.
“Master, I’m sorry…I don’t know how to…it’s my first time…” he said, squirming nervously. Liar.
“You’re lying, honey.” I said, tilting my head. He widened his eyes.
“No I’m not!” he cried, chewing his lip.
“Yes you are. You’ve sucked cock before, haven’t you?” I teased, narrowing my eyes. He panted, pressing his lips together like he was trying not to cry.
“N-no Master. Promise.” He whimpered.
“Don’t lie to me.” I snapped. He took a deep breath and shifted uncomfortably.
“Y-yes. I have.” He sniffed.
“That’s okay, love.” I sighed, leaning my head back. He, very uncharacteristically, tore my boxers off, dropping them on the floor next to my jeans, and smiled mischievously when he saw the ring. I groaned.
“Gee, please.” I moaned. He wrapped his thin, pale fingers around my throbbing cock, sliding up and down a couple of times experimentally, before closing his full, swollen lips around the head. I cried out, nearly hitting my head on the wall and his eyes sparkled – even with my dick in his mouth, he managed to smirk at me. Unbelievable.
If I’d believed him when he said this was his first time, I certainly didn’t believe him now. He seemed to know exactly what places to pay attention to, knowing when to wrap his whole mouth around me, and when to just lick soft circles into certain places. My hands scratched desperately at his headboard because fuck, he was so beautiful. I needed to touch him, just once. He never took his eyes off me, either. The whole time he watched me, not like he was waiting for a response, but like he was warning me not to misbehave; reminding me that he was still in charge, despite his role. I felt a familiar tightening in my stomach and cried out, preparing to cum. Of course, because of that damn ring, it never happened. He pulled off, tilting his head.
“What’s wrong Frankie?” he asked lightly.
“Wanna touch you.” I moaned. He considered it for a moment, then reached over and unlocked the handcuffs, letting them fall on the floor. I moaned and reached for him, pulling him up onto my lap. I ran my hands over his whole body, grazing his face, but not touching, so as to not ruin his make up.
“So beautiful.” I moaned, kissing his neck. He gasped and leaned into me, wrapping his arms around my neck. I slid my hands up his legs and gasped.
“Gerard? Did you fucking shave your legs?” I asked, my voice shaking. He smiled mischievously and nodded. I groaned and crashed my lips against his, forcing his mouth open with my tongue.
“So lucky. Fuck, I’m so lucky.” I gasped, holding his waist. He covered my arms with his hands and kissed me back, smiling against my mouth as he ground his ass against my exposed dick. I cried out and held him harder. Instead of moaning, he just laughed. I glared at him.
“What’s so funny?” I snapped.
“You can’t cum.” He laughed again. I groaned and kissed his neck, biting down.
“No Frankie please!” he cried out, trying to push me away. I growled and held him tighter to me, trapping his hands against my chest so he couldn’t move. He moaned and rolled his hips down.
“People will…fuck. People will know. They’ll see…” he panted, holding my head to his neck as I sucked a deep purple bruise into his porcelain skin. I broke contact for a second only.
“I don’t fucking care.” I snapped, before returning. He moaned a high-pitched, desperate moan. But this time it wasn’t fake. I held him tighter and he whined, rubbing himself against me.
“Fuck me, Frank. Please.” He begged.
“Don’t say that unless you mean it.” I said darkly. He was silent, his hands combing through my hair.
“I do want you to fuck me.” He said softly. I pulled away from his neck (which, by the way, was completely covered in deep purple bruises and was way worse than mine). I pushed his hair back from his face and moaned.
“I want to, too.” I whispered. He smirked.
“Let me show you.” He said, shifting so he was leaning back, resting his weight on one arm. His other hand he tangled in his hair and slowly let it slide down his face, clawing at his jawline, brushing against the purple bruises on his neck and dancing across his collarbones. He panted and moaned as his hand slid down his chest, towards the hem of his skirt. I couldn’t do anything but watch, my mouth dry with desire and need. He slipped his fingers up his skirt, and pulled down his underwear, and holy shit, he was wearing silky black panties.
“Have you worn those all day?” I stammered. He chewed his lips and smiled.
“Maybe?” he said, laughing nervously. I stared in awe, and he slipped the panties all the way off, throwing them next to my heap of clothes on the floor. He shoved his two middle fingers in his mouth and sucked them, staring at me as he did, a soft innocence in his eyes. I moaned and rolled my hips up, rubbing against his ass. He laughed and pulled his fingers out.
“Not yet!” he exclaimed, grinning. I bit my lip and smiled back. He took a deep breath and slid his fingers back up his skirt. He smiled at me, almost nervously, before sliding his fingers into himself. He seemed a little shy, at first, moving his hand slowly and avoiding my gaze. He still moaned, of course, but I guess I could understand his hesitation. I put a hand on his hip and rolled my dick against his bare ass, crying out at the intense sensation of it. He whimpered and pushed his fingers deeper inside himself. I smiled.
“That’s it honey, show me. I wanna see you fuck yourself.” I breathed. He dropped his head back and fingered himself roughly, crying out each time he thrust in.
“Frank, please!” he screamed, pulling out and laying limply in my arms, his hand rubbing his thigh. I moved my hand forward into the warmth between his legs and picked up where he’d left off, staring in awe as my fingers disappeared into him. This was surreal, and I was certain that I’d wake up any minute. His head snapped forward and he wrapped his arms around my neck, rolling his hips down onto me as I thrust my hand into him.
“F-fuck. Please.” He sobbed, and for the first time, I noticed the cock ring wrapped tightly around him. I moaned and rolled my hips up again. It’d be so easy to just fuck him right now. I could flip him over and-
But I wouldn’t. Of course. I leaned in and kissed him, and he accepted my lips hungrily. He ran a hand through his red hair, his mouth forming a perfect ‘o’, then fading into a soft, smug smile when he saw the look on my face. If he looked horny and fucked-out, I could only imagine what I looked like.
“Jesus, Frank. I need…” he whimpered. I held the back of his neck with my free hand and kissed him.
“What do you need, baby?” I sighed. He looked away.
“I want you to fuck me.”
“I know honey, but-“
“No. Frank. Fuck me.” He growled, his eyes narrowed and filled with that fire I could never get used to seeing. I stopped, at a loss for words.
“B-but I thought-“
“I don’t care. Please. Please, fuck. I need it.” He sobbed, tears running down his face, smudging mascara all over his cheeks. I slid my hand out from him and held him close to me, his head resting on my chest as he sobbed.
“I want to. I want to so badly.” I said, kissing every part of him I could reach.
“Fucking do it then.” He whined. He sat up, looking at me, lust making way for pure, indisputable desperation.
“I…don’t know. I thought you wanted to wait.”
“It doesn’t count if I don’t fuck you. I-I’ll wait until you graduate to fuck you. But Frank, please. You have to fuck me. You can’t just…” he said, breaking off into tears again. This was really fucking weird. This was my fucking teacher, a guy who had always been so confident, so dominant and self-assured, now sat on my lap, make up running down his face, sobbing and begging me to fuck him. I gasped, running a hand through my hair. It was all happening so fast.
“We have school tomorrow.” I reminded him.
“So?”
“So. I have a lesson with you tomorrow.” I said firmly. He looked up from me and laughed. Not even lightly, but a hysterical laugh. Once he’d calmed down, he claimed my mouth.
“Then you definitely have to do it.” He said, beaming.
“Won’t it be awkward?” I asked nervously. He nodded.
“Can it really get more awkward than it is already? Like, dude, I’m dressed as a fucking chick.” He said. I bit my lip.
“It’s because you’re so damn pretty.” I purred, kissing his jaw. He moaned and pulled himself closer to me, panting heavily. Jesus, he was so fucking desperate.
“Just…fuck me. Okay?” he moaned.
“You sure?” I gasped, feeling almost dream-like. He nodded.
“Yes. Yes, please. I really fucking need it.” He whispered. I kissed him slowly, our lips moving in synchronization, like the first time, but even more soft. I cupped his cheek and stroked his soft skin with my thumb.
“’kay. I just…I’ve never done this before.” I chuckled. He smiled.
“I don’t care.” He breathed. He rose up on his knees, still not breaking the kiss, and unclasped the cockring. I moaned in relief, and he smiled as he undid his as well. He held my cock upright and looked into my eyes.
“You’re okay?” he asked. I nodded, holding his face in one hand, his hip in the other.
“I’m fine.” I breathed. He took a deep breath and slowly lowered himself down. He hissed in pain and I held him tightly.
“You wanna stop?” I asked.
“No. Just…let me…” he mumbled, moving his hips around. I was barely an inch in, and all I could think of was how fucking tight he was. I was happy to let him take control, because he was the only one of us who knew what they were doing. Besides, with his skirt and make up (smudged as it may be), and his fairly long red hair, not to mention his already feminine features, he really did look like a hot girl, and it was more than a little bit satisfying to watch him. Slowly, he lowered himself down, taking all of me inside him. He cried out when he reached the bottom, leaning forward and resting his head on my chest.
“Are you okay, honey?” I asked gently. He kissed me.
“Fuck me, sweetheart.” Was his only reply.
It took some time to work out how to do everything, admittedly, but once the awkwardness was over, he wrapped his arms around my neck, while I held onto his hips, bouncing him up and down while he panted and moaned and chanted my name. On my part, it felt amazing. He was warm and tight, and the way he moaned sent tremors straight to my dick. He leaned forward and kissed me, his lips split and swollen from me kissing and biting them, while I controlled his movements on me.
“Jesus, Frank. I can’t…I didn’t plan this.” He panted. I kissed his throat.
“I know. It just…happened. It’s…fuck. It’s okay.” I moaned, rocking his small frame against mine. He was so thin – the thinnest that he’d been in all the years I’d known him. I kissed his shoulder before biting down, and he cried out (I was unsure if it was pain or pleasure). He leaned back, resting his weight on his hands again as I fucked up into him. I moaned – I loved looking at his body. He smiled faintly and rolled his head back, moaning like a cheap slut. I noted somewhere in the back of my mind that he could be quite successful as a porn star if he always moaned like that.
“So pretty Gerard.” I hummed. He rolled his head forward again and rested it against mine. I stroked his face.
“Such a pretty girl, aren’t you, honey? My pretty little girl. My sweet little slut.” I murmured, kissing him.
“Yes, Frankie. All yours. So pretty for you, Frankie.” He whispered, his voice cracking.
“Cum for me, baby.” I said into his ear. He moaned and wrapped his hand around himself, pumping up and down, thrusting up into his hand.
“Good girl.” I murmured, kissing his forehead. He let out a strangled moan as he came, covering us both in ropes of white. He collapsed against me, still rolling his hips down into me.
“Can I…inside?” I asked. He pulled back, smiling tiredly and nodding. I kissed him passionately and fucked up into him, feeling the hot, throbbing pressure as I came.
“Fuck…baby. Baby. Gerard, fuck. I love you. I fucking-“ I moaned, collapsing onto the bed, my English teacher panting and twitching on top of me.

He curled up, resting on my chest, his index finger drawing patterns on my skin. I was still inside him, but we were both content to just lie there.
“Are you okay?” he rasped, his voice weak. I kissed his head.
“I’m more than okay. Are you okay?”
“I’m perfect.” He smiled, leaning up and claiming my mouth. I stroked his hair affectionately.
"I can't believe we...it still seems surreal." I laughed. He chuckled.
"It does. I mean...I don't know. Do you regret it?" he asked nervously.
"Fuck no. Why would you even-"
"It's just, I know it's your first time, and it was somewhat...unceremonious. I just want to know that you're happy it was me."
"Why wouldn't I be?"
"Maybe you wanted to save it for someone special." he mumbled. I rolled my eyes and pulled him in for a kiss.
"I lost my virginity to my English teacher, at his house, the day before we had a class together, while he dressed up as a girl. I think I'm good." I smiled. He barked a laugh and went back to resting on my chest.
“So, do you still think I’m pretty?” he asked, giggling. I cupped his cheek.
“You’re beautiful.” I breathed.

Notes

WOAH. yeah. That escalated really quickly and I really didn't mean for it to happen it just did and wow sorry oh my god I'm so dumb goodbye.