Chapter 1: I Become A Sexy Maid
ALL CHARACTERS ARE OVER THE AGE OF 18
My name is Carson, I am a 19 year old living with my parents and older sister in a suburb of a major city in the Mid-West. I graduated Jefferson High School this past May and am taking a "gap year" while I think about what I want to do, where I want to go to college, what I want to major in etc. I was on the swim team in HS and did quite well, but won no medals. I have long blonde hair and a toned body. While I figure things out I have taken a job at the local country club where I do odd-jobs, clean things, serve guests etc. It's not particularly hard and I enjoy meeting the members and chatting with them about their lives. I was surprised one day, soon after starting employment there, to meet with Mr. Thompson, the Principal of Jefferson HS. Mr. Thompson is a tall, athletic, handsome man - in his 40s I would say- around my father's age. He has a gentle personality but could become unbendable if pushed by some of the students. He required discipline of us, and as long as we studied hard he was extremely sympathetic and supportive. I thought he was great, and was very happy to meet him again. When we first met at the country club we chatted a bit about my future and the value of college education etc. He was very impressed with my intelligence - he said - and highly recommended going to college. We chatted about which colleges might be a good fit and Mr. Thompson vowed to write a wonderful letter of recommendation for me. Every once in a while Mr. Thompson - who was unmarried - would have dinner at the club and once or twice invited me to accompany him, after my shift was done. I eagerly joined him and basked in the glow of his warmth and interest in me. One evening in particular stood out to me in retrospect. We were having dinner at the poolside restaurant and chatting, laughing as normal. I was wearing my swimsuit and T shirt, with sandals - very casual. As we were talking I noticed that Mr. Thompson kept shifting his eyes from my face to my swimsuit. I was a little confused to begin with but didn't want to say anything so ignored it. After a while Mr. Thompson got a phone call and stepped away from the table for a bit. I took the opportunity to glance down at my swimsuit to see what had captured Mr. Thompson's attention like that. I was embarrassed to see that my swimsuit had ridden up my thighs and - in fact - my penis was fully visible. I mean fully visible. I had not noticed it, but clearly understood that Mr. Thompson had! I quickly adjusted my dick and swimsuit which rectified the problem but as he sat back down I noticed that Mr. Thompson had a boner. Seeing my penis had stiffened his. I was surprised at first but then - I found myself feeling warm. Almost happy. I don't know why. Anyway, Mr. Thompson went off on his annual vacation for a few weeks and so I did not see him for the rest of the Summer. Autumn came around, and I settled in to working at the club and preparing applications for college. I thought about Mr. Thompson a lot and wanted to call him and ask for recommendations and ideas. I made the call and Mr; Thompson agreed to meet me in a coffee shop near the HS. We embraced warmly when we met and sat down to chat about colleges. Our conversation was productive and fun. After giving me some wonderful advice about my educational future we started talking about my social life - and his. Mr. Thompson admitted that he was not in a relationship right now and that his previous girlfriend had left him several years ago to "find herself" or something. Then the conversation shifted to my social life and my sex life. I talked about how I lost my virginity to the town bicycle - he laughed at that - but I admitted that I couldn't seem to find a girl who interested me on both a physical level AND intellectual level. I had never heard Mr. Thompson use a "dirty word" at all in the years I had known him as Principal and so was surprised when he openly asked about who I had fucked - using those words. We talked about the several girls I had been with and while I was talking I could see that Mr. Thompson's breathing became a bit ragged, like he was struggling. I then happened to look down at his crotch and saw that - once again - he had a boner in front of me. He wasn't even trying to hide it this time - the outline was clear and unmistakable. Seeing it turned me on more than I would have liked to admit. After a few more minutes we finished our coffees and conversation and so got up to leave. We embraced once again and I could feel how massive Mr. Thompson's penis was - he pressed himself against me and I thought it would poke a hole in me. After I arrived back home I locked myself in my room and jerked off, spilling a massive quantity of cum into tissues I kept handy. I knew something was bound to happen between me and Mr. Thompson but had no idea what. Halloween, I found out. The country club had its annual Halloween party and all the staff and servers dressed up in various fun costumes. Star Wars, sexy nurses etc were in abundance. I dressed as a sexy maid, complete with thigh high stockings, high heels, revealing maid outfit and a lacy garter. My sister helped me put on makeup, and I arrived at the party feeing quite "girly". I worked my shift, cleaning, carrying trays, serving guests and generally helping out. The party finally wound down with only a few guests lingering near the bar. I ventured into one of the private rooms towards the back to see if there were any glasses or plates that needed to be cleaned. I entered one of the smaller private rooms with a fireplace and old leather chairs, soft lamp-light. Very cosy. To my surprised I sw Mr Thomspson sitting quietly in one of the chairs facing the fireplace. He was dressed as a wolf - which I guessed later was pretty symbolic - and greeted me warmly when I entered. He was a little tipsy but not flat out drunk. I noticed as we talked that someone had spilled something on one of the tables in the room I bent over to wipe the spill and that's when I felt him. Mr. Thompson was behind me, his strong, manly arms around my waist. He bent me over deeper, and I could feel his erection pressing up against my ass. I would like to say that I got angry and pushed him away but that is not what happened. I whispered his name as I felt him push his boner further against my panty-clad bottom. "You're so damn beautiful …!” he moaned against my ear. “Mr Thompson…! What are you doing? The door isn’t locked; anyone could come in! Oh my god…!” My last comment was in reaction to Mr. Thompson sliding his right hand into my panties and touching my anus. “Oh…!” I moaned as I felt his finger pushing into my bottom hole. As his finger wriggled inside me, up to the second knuckle I started to melt into the feeling of being taken. Mr. Thompson was beginning to take me and I had no defense. I melted. Mr. Thompson started to slide his finger in and out of my anus, “God, Carson, you feel so good. You feel like you have a pussy… Do you have a pussy for me, Carson?”
I had no idea how to answer the question, but found that I was becoming more and more turned on. Mr. Thompson turned me around so I was facing him. "You're so beautiful Carson - I've wanted to do this for the longest time" he said and began kissing me. I was so shocked that my former Principal was kissing me that I tried to move my face away but - in the end - submitted to his kisses. The I started to kiss back. "Mr. Thompson! Mr. Thompson!" I groaned. We kissed - your tongues listing in and out of each others mouths - for about ten minutes. Then Mr. Thompson murmured: I want more fro you Carson. Much more." and then he pushed my down onto my knees - balancing back on my black patent leather high heels. I was kneeling before him, my legs slightly spread and could feel the cool air on my exposed crotch. I looked up at Mr. Thompson and could see that he had pushed down his underpants and that his massive cock was now free and pointing straight at me. It was almost as if it was begging me to take it. My eyes widened at the size of it. It was at least 9 inches and very thick. I swallowed hard - knowing that it was going to be very difficult to take it all in. Mr. Thompson licked his lips and then spoke in a hoarse voice, "Go on Carson, suck my cock.
Show me how much you want it."
I hesitated for a moment, my heart pounding like a drum in my chest. I looked up at him, his eyes were locked onto mine, burning with desire. I could see his chest heaving with each breath, and I could feel the heat radiating from his body. I reached out and tentatively touched his cock with my hand. It was hot and hard, and I could feel the pulsing of his heartbeat through it.
"God, Carson," Mr. Thompson groaned, closing his eyes and throwing his head back slightly. "Yes, touch it.
Feel how hard it is for you," Mr. Thompson urged, his voice low and ragged. I wrapped my fingers around his shaft, feeling its girth and the velvety smoothness of his skin. I stroked him slowly, my grip tightening as I moved my hand up and down. He let out a low moan, his hips thrusting forward slightly, encouraging me to go faster.
"That's it, Carson. You're a natural," he praised, his voice thick with desire. I looked up at him, my eyes meeting his, and I leaned in, my tongue darting out to lick the tip of his cock.
I tasted the salty precum that had beaded there, and I felt a thrill of power at the way his body shuddered in response. I wrapped my lips around the head of his cock, my hand still stroking the shaft, and I began to suck. I moved my head up and down, taking more of him into my mouth with each pass. I could feel the head of his cock hitting the back of my throat, and I fought the urge to gag, determined to take all of him.
"Jesus, Carson," Mr. Thompson groaned, his hands fisting in my hair, guiding my head up and down on his cock.
Take it all. Take every fucking inch of my cock."
I relaxed my throat, taking him deeper, until my nose was pressed against his abdomen. I could feel the base of his cock pressing against my lips, and I knew I had taken all of him. I began to bob my head up and down, sucking and licking his shaft as I went.
"Darling Carson. You're so good at this," Mr. Thompson grunted, his hips thrusting gently, meeting my mouth with each downward stroke. "I've dreamed of this, of fucking your pretty little mouth.
You look so hot like this, on your knees, my cock down your throat," Mr. Thompson groaned, his grip on my hair tightening.
I moaned around his cock, the vibrations sending shivers down his spine. I could taste his precum, salty and sweet, as it dripped onto my tongue. I sucked and licked, my head bobbing up and down, taking him as deep as I could.
Mr. Thompson's breathing grew ragged, his hips thrusting faster, fucking my face with abandon. "Take it. Take my cock." then suddenly he stopped and pulled me up by my shoulders and spun me around so my back was facing him. He put his hands on my upper back and pushed me into perfect standing doggy position, my head down. "What's going to happen now, sweet boy?" he asked. I turned my head back towards him and nervously whimpered: "You're ...you're...going to - oh god... going to ..fuck me Mr Thompson?" "Is that what you want Carson?" he asked. Do you want me to treat your bottom hole like it was a pussy? Do you want to be my girl tonight Carson?" Mr. Thompson asks, his voice hoarse with desire. "Do you want me to fuck you like a slutty girl while you beg for more?"
I whimper, my heart pounding in my chest like a wild animal's. "Yes, Mr. Thompson. I want that. I want you to fuck me."
He chuckles, a low, sexy sound that sends shivers down my spine. "Good girl. Now spread those cheeks for me; show me your boy-cunt."
I comply, reaching back and pulling my ass cheeks apart, exposing my tight, virgin hole to his view. "What is it you're showing me, Carson? Tell me!" "It's my..." I started to say "anus" but then changed my mind at the last minute. I knew what I was truly showing him. "It's my...cunt Mr. Thompson. My boy-cunt..." "Do you want me to stick my penis in there?" he asked. I started to cry a little bit, running my mascara, but answer him: "Please give me your penis Mr. Thompson. I want you to fuck me like I'm your girlfriend. I want to be your girl...!"
Mr. Thompson stepped out of his underpants and pulled off his T shirt - he was completely naked and his boner was almost quivering it was so hard. He stepped up to me and positioned the head of his penis at my back door and pushed in slowly. I literally yelped with pain as the head of his huge dick breached my sphincter . The Principal of my HS was actually fucking me, while I was precariously balancing on high heels.. "Goddamn, Carson, you're tight," Mr. Thompson grunts, his hands gripping my hips firmly as he begins to slowly push his cock deeper into my ass. I whimper and squirm, the pain a steady burn, but the feeling of being filled so completely is overwhelming.
"Just...just give me a minute, Mr. Thompson. Please," I beg, my body trembling as I try to adjust to his size. He doesn't stop, but he does slow down, giving me time to adapt. Breathe through it.
It's only pain, and pain makes it good, right? That's what all the pornos say. I focus on the rhythm of my breath, inhaling sharply as Mr. Thompson pushes deeper, exhaling slowly as he pulls back, giving me a brief moment of relief. The burn is intense, but there's a heat building within me, a sensation that's not entirely unpleasant. I can feel my body stretching, accommodating him, and with each thrust, the pressure becomes more bearable. You're doing so good," Mr. Thompson praises, his voice ragged with desire. "Relax into it, my darling girl, Let me feel you open up for me," Mr. Thompson whispers, his voice a low, sensual growl. He leans forward, his chest pressing against my back, his arms wrapping around me, his hands cupping my balls, squeezing them gently. I gasp at the sensation, my cock stiffens more than it ever has and I start leaking pre-cum like it was my job. He pinches them my nipples under my costume, rolling them between his fingers, and I moan, a low, guttural sound that vibrates in my chest.
Mr. Thompson begins to move again, his hips thrusting slowly, his cock sliding deeper and deeper inside me. The pain is still there, but it's mutating, changing into something else.
Something that feels good. Mr. Thompson's hands move from my nipples to my hips, gripping them tighter as he starts to thrust into me with more force. I can feel his balls slapping against me with each forward motion, the sound filling the room, mingling with our ragged breaths and moans.
"Jesus, Carson," he groans, his voice hoarse with desire. "Your ass - your pussy - is gripping me so tight. You feel so fucking good."
I can't even respond, all I can do is moan and push back against him, meeting his thrusts. The pleasure is building, spreading through me like wildfire.
I can feel my body relaxing, my muscles loosening, allowing Mr. Thompson to slide deeper into me with each thrust. The pain is fading, replaced by a sensation that's almost...good. Almost pleasurable.
"That's it, Carson," Mr. Thompson growls, his voice low and hoarse. "Take my cock like a good girl.
I can feel his cock stretching me, filling me completely. The sensation is overwhelming, intense. I'm panting now, my breath coming in short gasps as Mr. Thompson fucks me harder, faster.
He grabs my hips and slams into me, his balls smacking against my thighs with each thrust. The sound of our skin slapping together fills the room, along with our ragged breaths and moans.
"Damn, Carson. Your boy-cunt feels like a satin glove," he growls, his voice strained with effort and pleasure. "You're taking my cock like a fucking champ."
I can feel my own cock bouncing with each thrust, leaking pre-cum onto the floor below me. The sensation is maddening, driving me wild.
I can feel the pleasure building, coiling in my belly, my balls tightening as the pressure grows. Mr. Thompson's hips are a relentless machine, pounding into me, his cock a piston slamming into my ass. The room is filled with the sounds of our fucking, the wet smack of flesh on flesh, our ragged breaths, and his filthy, dirty talk.
"Motherofgod, Carson, your sweet little girl-box is so fucking tight. You're gonna make me come so hard," he grunts, his grip on my hips tightening, his fingers digging into my skin. "You like that, don't you, you darling little slut?
You like taking your Principal's cock in your tight, virgin asshole?" Mr. Thompson growled, his voice thick with lust and desire. I could hear the pleasure in his voice, the way it made him feel to fuck me, to use me like this. The words sent a shiver down my spine, and I felt a surge of desire, my cock pulsing with need.
"Yes, Mr. Thompson," I moaned, pushing back against him, feeling his cock slide deeper into my ass. "I love it. I love taking your cock."
Mr. Thompson chuckled, a dark, sexy sound that sent a thrill through me.
"That's right, Carson. You love it. You love being my little girly slut, don't you?"
I moaned, my body trembling with a mixture of pleasure and pain. "I do. I love being your little girl."
He slapped my ass, hard, and I yelped, the sting radiating through my body. "Good girl," he praised, his voice laced with approval. "You're taking my cock so well, Carson.
Now I want you to cum for me," Mr. Thompson demanded, his voice low and commanding. He leaned forward, his body pressing against mine, his hands moving to my chest, squeezing my nipples through the thin fabric of my maid costume. I gasped at the sensation, my cock twitching and leaking more pre-cum.
"Come on, Carson. Show me how much you love my cock in your tight little ass," Mr. Thompson growled, his hips pistoning faster, driving his cock deeper into me with each thrust. I could feel my balls tightening, the pleasure coiling in my testicles, ready to explode.
He reached around and grabbed my cock, stroking it in time with his thrusts. The sensation was too much, I couldn't hold back any longer. I came with a loud groan, my cock spasming in his hand, my cum splattering onto the floor. Mr. Thompson groaned, his grip on my cock tightening as he thrust into me one last time, his cock pulsing as he came, filling my rectum with his hot cum.
I could feel it, coating my intestines, dripping out as he pulled out. I collapsed forward, my arms shaking as I tried to hold myself up on my elbows. My ass was on fire, but I didn't care. I felt used, and fucked good.
Thompson stepped back, his cock still glistening with our combined juices. "God, Carson," he breathed, running a hand through his hair. "That was...fucking incredible."
I look back at him, my eyes meeting his, and I feel so loved and cherished. I start crying and Mr. Thompson takes me in his arms and holds me while whispering: "Good girl; you're a good girl Carson!" My mascara and eyeliner are a mess, and my lipstick is all smudged but Mr. Thompson tells me I'm beautiful. We get up and he leads me to the couch and we sit down. He offers me a drink and I say yes, please. He brings me a drink and sits down next to me. I take a sip of my drink and feel my nerves starting to calm down. The alcohol is helping. We chat a bit but my mind is still on what we did. Mr. Thompson seems to sense my mood and leans in to kiss me softly on the lips. I kiss him back - we make out for a bit - and then he says "do you have any idea how long I've wanted to do that Carson?"
"Do what?" I ask.
Mr. Thompson chuckles, a low, sexy sound that sends shivers down my spine. "Fuck you, Carson. I've wanted to fuck you since you were a freshman in my homeroom."
My eyes widen in surprise, and I pull back slightly. "Really? But I was just a kid then."
He nods, his hand reaching out to cup my chin, his thumb tracing my bottom lip. "You were. But you were also one of the most beautiful boys I'd ever seen. You still are."
I blush at the compliment, looking down at my drink.
"Well, I'm not a kid anymore, am I?"
Mr. Thompson smirks, his hand moving from my chin to my thigh, his fingers tracing the lace edge of my stockings. "No, you're not. And I'm glad you're not. Because now I can do this."
He leans in, his lips capturing mine in a hungry, passionate kiss. I moan into his mouth, my body pressing against his as I kiss him back just as eagerly. His hand moves up my thigh, under my skirt, his fingers brushing against the bare skin of my inner thigh.
I spread my legs wider, giving him better access, and he takes advantage, his fingers sliding upwards, tracing the edge of my lace panties. I'm already hard, my penis throbbing with need, and he groans into my mouth as his fingers dip beneath the lace, finding my sex organ.
"Christ, Carson. You're so damn hard," he growls, his thumb circling the. head of my dick, sending waves of pleasure coursing through my body. I moan, my hips bucking against his hand, seeking more friction.
"I want more, Mr. Thompson," I pant, my voice a desperate whimper.
"I want you to fuck me, Mr. Thompson. I want your big, hard cock inside me."
He groans, his hand leaving my 'clit' to grip my hip, his fingers digging into my flesh. "You want that, Carson? You want me to fuck your pretty little cunt?"
I nod, my eyes locked onto his, my body aching with need. "Please, I want you to fuck me."
He growls, a low, animalistic sound that sent a shiver down my spine. He stood up suddenly, his hands gripping the fabric of my maid costume, and tore it from my body with a single, violent motion.
I gasped, my breath catching in my throat as I'm left naked and exposed, my body trembling with anticipation and fear. He stepped back, his eyes raking over my body, taking in every inch of me. "Goddamn, Carson," he growled, his voice thick with desire. "You're fucking gorgeous." He reached down, gripping his cock in his hand, stroking it slowly as he watched me. "You want this, don't you? You want my big, fat cock inside you, stretching you out, filling you up?"
I nodded, my body aching with need. I wanted it.
I want it bad," I whimpered, spreading my legs wider, my hips thrusting forward, begging for him to fill me up.
Mr. Thompson's eyes were wild with lust as he stepped closer, his cock in his hand, stroking it slowly. "You want my cock, Carson? You want me to fuck your tight little cunt?"
"Yes, Mr. Thompson, please. I want your cock.
He growled, his eyes locked onto mine as he positioned himself between my legs. He leaned down, his lips capturing mine in a fierce, passionate kiss as he guided his cock to my entrance.
I could feel the thick head of his cock pressing against my fuckhole, and I gasped into his mouth, my body tensing in anticipation of the pain I know is coming.
"Relax, Carson," Mr. Thompson whispered against my lips, his voice low and soothing. "Breathe with me. In...and out."
I did as he said, focusing on my breath as he pushed the head of his cock into my boy-cunt, breaching my sphincter. I cried out, the pain intense and overwhelming, but Mr. Thompson didn't stop.
He continued pushing his massive cock deeper into my 'pussy', taking my innocence with each relentless thrust. I felt him filling me completely, my walls stretching to accommodate his size. The pain was breathtaking, but it was mixed with an undeniable pleasure that I'd never felt before.
"Fuck, Carson," Thompson grunted, his hips moving in time with his words. "Your pussy is so fucking tight. I'm not going to able to last"
I tried to answer him, but all that came out is a whimper.
The pain is radiating through my entire body, my eyes watering as he continued to push into me. "Mr. Thompson... please... it hurts so much," I managed to choke out, my hands grasping at his arms, my nails digging into his skin.
He paused, his cock buried to the hilt inside me, and looks down into my eyes. "I know, sweetheart. It's going to hurt for a bit, but then it's going to feel so fucking good. Trust me, Carson."
I nodded, but I couldn't stop crying. I took a deep breath and tried to relax my body.
Mr. Thompson started to move, slowly at first, pulling out a little before pushing back in. The pain started to subside as my body adjusted to his size. He kept moving, his hips thrusting in a steady rhythm, his cock sliding in and out of my asshole.
“Good boy, Carson. You’re taking it like a champ,” Mr. Thompson praised, his voice thick with lust. He started to pick up the pace, his hips slapping against my ass with each forward thrust.
The pain was starting to fade, replaced by a strange, new sensation. It felt like there was a fire burning in my belly, spreading outwards, consuming me.
The sensation was unlike anything I’d ever experienced before, a mix of pain, pleasure, and something else entirely. I couldn’t put my finger on it, but it made me feel alive, raw, and primal.
Mr. Thompson's hips were a relentless machine, driving his thick, hard cock in and out of my ass with a force that made me feel both dominated and desired. I could hear the wet smack of his balls slapping against my ass with each thrust, the sound filling the room like a filthy, twisted symphony.
"You know I love you Carson...? You're the only boy I want to make into my girl. You know, right?" Mr. Thompson panted, his thrusts becoming more urgent, more forceful. "You know why I've been so hard for you all this time? Why I've been dreaming of fucking this sweet little boy-cunt of yours?"
I managed to nod, my body still aching from the initial pain, but now also throbbing with a strange, new pleasure. "Tell me, Mr. Thompson," I whimpered, my voice raw and desperate. "Tell me why."
He leaned down, his lips brushing against my ear, his voice a low growl. "Because you're mine, Carson. You've always been mine.
From the moment I first saw you in my homeroom class, I knew I wanted to claim you as my girl," Mr. Thompson continued, his voice hoarse with desire. He nipped at my earlobe, sending a jolt of pleasure through my body. "I've watched you grow, Carson. Watched you mature into the most stunning, most beautiful boy I've ever seen. And I've waited for this moment, imagined it a thousand different ways.
But none of them compare to the reality of being inside you, Carson. Of feeling your tight, virgin pussy grip my cock and demand my semen."
I moaned, my body shuddering with each of his forceful thrusts. The pain subsided, replaced by an intense, overwhelming sensation that was almost too much to handle. I could feel every inch of his cock as it slid in and out of me, stretching me, filling me completely.
"Oh, god," I gasp, my fingers clawing at the cushions beneath me. "It's...it's too much, Mr. Thompson. I can't...
I can't take anymore...!" I cried out, my body writhing beneath him, my hips bucking against his as he continued to pound into me, relentless and unyielding. My high heels were up on his shoulders and he was holding on to my stocking-clad legs as he rammed his dick into my rectum.
"Yes, you can, Carson. You're taking every fucking inch of my cock, aren't you?" Mr. Thompson growls, his voice thick with desire and dominance. "You're my good little girl, aren't you? You're taking your Principal's cock like the slut-princess you are."
I nodded, my breath coming in ragged gasps, my body trembling with each forceful thrust. "Y-yes, Mr. Thompson. I'm your slut-princess! Just...just...tell me you love me again! I can stand the pain if I know you love me!" I begged, my voice a desperate whimper. I needed his love to counteract the searing discomfort, the burning stretch of his cock tearing through my virgin hole.
Mr. Thompson's eyes softened as he gazed down at me. He leaned in, his lips brushing against mine in a tender kiss. "I love you, Carson," he whispered, his voice thick with sincerity and desire. "I love you so much. You're my good girl, my sweet boy, my perfect slut. I'm going to make you feel so good, Carson.
I'm going to make you forget all about the pain," Mr. Thompson promised, his voice filled with a tenderness that made my heart ache. He pressed his lips to mine again, his kiss soft and sweet, a stark contrast to the savage fucking he was giving me.
His hips began to move again, their rhythm slow and steady, his cock sliding in and out of my ass at a pace that allowed me to adjust to his size. I moaned into his mouth, my body relaxing as the pain began to ebb away, replaced by a strange, new sensation that was both pleasurable and intense. "Feel me inside you.
Feel how I'm stretching you, Carson. Feel how I'm making you mine," Mr. Thompson whispered against my lips, his voice a low, sensual growl. His hips moved lower, angling his cock against my prostate, sending waves of pleasure coursing through my body. I gasped, my body arching against his, my cock pulsing between us.
"Does that feel good, Carson? Does it feel good when I hit that spot inside you?" Mr. Thompson asked, his voice thick with lust.
"Y-yes," I managed to stutter, my body convulsing as he continued to stroke my prostate. "God, yes, Mr. Thompson. It feels so fucking good."
He grinned, a wicked, devilish smile that sent a shiver down my spine. "You like that, don't you, Carson? You like feeling my cock deep inside your pretty little cunny, don't you?"
I nodded, my eyes locked onto his, my body writhing with pleasure. "I love feeling your cock inside my pussy. I love feeling you stretching me out, filling me up.
I never want you to stop,” I moaned, my hips meeting his thrusts eagerly now, my pain forgotten in the face of the pleasure he was giving me.
Mr. Thompson chuckled, a low, sexy sound that sent shivers down my spine. “That’s a good boy, Carson. You take your Principal’s cock so well. You’re making me feel so fucking good, baby.” He leaned down, his lips brushing against my ear, his voice a low growl. “I want to hear you, Carson. I want to hear you beg for my cock.
I want to hear you beg for me to fuck your tight little boy-pussy. Tell me how much you want it, Carson. Tell me how much you need it," Mr. Thompson demanded, his voice harsh and raw with desire.
I gasped, my body shaking with a mix of pleasure and humiliation. "I...I want it, Mr. Thompson. I need you to fuck me. Please...please fuck my cunt. I want to feel you fill me up. I want to feel you stretch me out. Please...please fuck me," I begged, my voice a desperate, whimpering plea.
"I want to feel your cock slide in and out of my anus until you fill me with your spooge. I want to feel you cum inside my love-hole, Mr. Thompson. Please, I beg you."
Mr. Thompson groaned, his hips picking up speed, his cock thrusting deeper and harder into my ass. "God, Carson, you're a filthy little slut, aren't you? Begging for my cock like a sweet little girl. You love feeling my big dick tear your tight little asshole open, don't you?"
"Yes, Mr. Thompson," I moaned, my body writhing with each forceful thrust. "Here I cum!" he shouted and started to flood my rectum with his life-giving sperm. As Mr. Thompson was cumming I heard someone clapping, saying: Well done, gentlemen! Well done!"