My First Relationship

"Learning how to be loved."

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I struggled mightily the following weeks. I couldn’t think about anything but being a toy for alpha males. However, I knew I needed to find a safer way of doing so. While there was a massive turn-on receiving anonymous cock through a glory hole, the consequences of such a daring action hung over me heavily. I spent my time chatting in online chat rooms and constantly masturbating. That’s where I met Jason.

Our conversations started slow, sharing our interests in comic books and other pop culture. This led to us chatting regularly over the course of a couple weeks. I learned Jason was 26 years old, 7 years older than me. He lived 40 miles from me and had his own apartment. We shared our sexual interests, masturbating together as we exchanged dirty messages until the wee hours of the night. Finally, the invite came. Jason wanted to pick me up and hangout on a Friday night. I told him where to meet me and our first date was set.

Friday came and I told my parents I was going out, being intentionally vague about the details. I wore a tight white cotton tank top, blue boxers, and blue basketball shorts. I put on cologne and messed up my blond hair. I was nervous but excited. I left the house and walked to our agreed meeting spot. I was turned on already, my hard nipples poking through my tank top and the bulge in my shorts being prominent. Right on time, at 5:30 pm, Jason’s teal hatchback pulled up in front of me. His window rolled down and he said, “Mitchell?”

“That’s me! Jason?” I responded, excitedly.

“Get in!” Jason said with a warm smile.

Jason was approximately the same height as me. He had short brown hair, neatly parted on the side. He was clean-shaven, a little chubby, dressed in a maroon polo, khaki shorts, and sandals. He was cute in the nerdiest of ways, but he did not come off as an alpha male. I climbed into his passenger seat and gave him a quick peck on the cheek. “Thanks for picking me up!” I said, giddily.

“No problem! I’m excited to get to know you better,” Jason said with a smile. We set out towards his place. We listened to rock music and chatted during the 40-minute drive. He was so easy to talk with. He was always thinking positively, and he was a good listener. As we got closer to his home, Jason chuckled, asking, “Are you cold?”

“Ha, ha,” I replied, sarcastically, knowing he was referencing my nipples. “Do you have a dime?” I asked. He reached into his console and produced the coin with a confused look on his face. I took the coin and pulled my tank top aside. I placed the dime over my nipple, the coin completely covering it. “They’re always hard because they’re so small!” I demonstrated. “On the bright side, they are sooo sensitive,” I said, blushing. Jason erupted in laughter at my disappearing nipple magic trick.

“We’re here!” Jason said, pulling into the lot of an 8-story apartment building. We walked into the lobby of the building and entered the elevator. Jason hit the button for the sixth floor and grabbed my hand. Our fingers intertwined. I couldn’t help but smile widely. We walked hand in hand to his door. He held the door for me, saying, “This is my place!”

“Do I get the grand tour?” I giggled. He led me around, showing me his place. He had a nice view from a balcony that came off his living room. He had a massive master bedroom. A computer with three monitors sat opposite of his king-sized bed. He had a smaller guest bedroom, he said had never been used. Also, a bathroom, a kitchen, and a dining room. His apartment was neat and clean, which I very much appreciated.

“Are you hungry?” he asked.

“I could eat,” I answered.

“Grilled cheese with tomato?” he offered.

“Who does that?” I laughed.

Jason laughed and assured me it was common and that I was the weird one. Within a few short minutes, we were sitting together on his couch, enjoying the cheesy sandwiches. I finished mine quickly. I don’t remember what was on the television. I wasn’t interested in that. I just wanted to be close to Jason. I snuggled close against his side. His arm wrapped around me caressing my back as I stroked his chest and belly. My head rested on his pec. After only a minute, I tilted my head and gazed up at him. His lips met mine. We shared our first kiss. Jason was extremely skilled with his tongue and the passion between us built quickly. My arms wrapped around his neck. I maneuvered my hips, straddling his lap. His arms wrapped around my waist as our tongues wrestled for dominance.

I broke our kiss to peel off my tank top, throwing it aside. I immediately pull at his polo, eager to see his chest. I tossed his shirt aside. As I leaned in to kiss him again, he placed his hand at the base of my neck, stopping my forward momentum. Jason dipped his head, taking my nipple into his mouth. My fingers grasped his hair, holding him against my chest. I could feel the bulge in his khakis, rubbing between my ass cheeks through the thin fabric of my shorts. I began to rhythmically grind against him as he groped my ass and sucked on my other nipple. My head tilted towards the ceiling, and my eyes rolled back in my head. “Fuck,” I gasped breathlessly.

“Stop,” Jason said abruptly. “I don’t want to cum yet,” he said, avoiding eye contact.

“I want you to cum,” I whispered in his ear. I moved off his lap, grabbing his hands and bringing him to his feet. I slid my shorts and boxers off, sliding them off my hips and letting them fall to the floor. My girthy 8 inches sprang free, pointing directly at him.

“Wow,” Jason exclaimed involuntarily under his breath. I reached for his shorts, unbuttoning them and pushing them down to the floor. Jason’s cock was unique. It was a little over 5 inches long. His shaft was very thin and skinny, yet the head of his cock was massive. Jason truly had a mushroom shaped cock. We now stood before each other completely naked. “Disappointed?” Jason asked, with a shameful look on his face.

“Not at all,” I purred. Jason was already leaking precum. I placed his cock on top of mine and slowly stroked us both. We resumed our passionate kissing. My hand pumped our shafts just four times when James moaned into my mouth. Instantly, the biggest load of cum I had ever seen was splattering against my waist and all over my cock. I stepped back, stunned. His balls were not massive. Where was it all coming from? I stared down with my mouth agape. I had released his cock, yet four more thick ropes of cum exploded from his massive head, painting my thighs with his seed. It was that exact moment I realized, Jason was a premature ejaculator.

“I’m so sorry! I’m so ashamed!” he said, with a look of absolute horror painted across his face. I grabbed his face, forcing him to look me in the eyes.

“It’s okay. I think it’s kinda hot,” I whispered. His horrified expression melted away instantly.

“Really?” Jason whimpered with a little smile.

“To know I have that effect on you…yes. Yes, it’s intoxicating,” I admitted. I looked down. His cock was still twitching and leaking a pearl of cum from his tip. “You’re still hard. After that release?” I giggled.

“Yeah. It does that,” he laughed.

I raised an eyebrow. “No cock just stays hard,” I stated. I sank to my knees. I gently grabbed his cock, smearing the last leaking drops of cum over his head and up and down his shaft. I sucked each of his balls, releasing them with a wet pop. Finally, I moved to his cock, swirling my tongue around Jason’s engorged mushroom head. I locked eyes with him and deepthroated his length. His massive cockhead almost triggered my gag reflex. He placed his hands on my head as I bobbed up and down, applying suction to his head with each pass. His appreciative moans filled the room. My pace increased. After he blew such a big load, I took it as a challenge to make him cum again. It took only four minutes. His thighs began to tremble and my mouth was flooded with precum. I steadied his shaking legs with my hands.

“Oh God! Yes!” Jason growled as he released another massive load. I took two big swallows, but I was overwhelmed. I pull off his twitching penis. Another rope of cum splattered across the bridge of my nose. A copious amount of his seed leaked from my open mouth, dripping down my neck and off my chin, onto my chest. On shaky legs, he collapsed onto the couch. “You look beautiful covered in me,” he said.

“I’m going to rinse off,” I said, slowly getting on my feet. I stepped into the bathroom and looked in the mirror. I was completely covered in cum. I felt sexy as fuck. I turned on the shower and quickly rinsed off in the hot spray of water. I dried off and returned to the living room. Jason was naked on the couch, his swollen cock finally limp.

“Let me do something for you,” Jason said sweetly. “Lie down here,” he said, patting the couch next to him. I obeyed, lying on my back and spreading my legs wide. Jason grabbed the back of my knees and folded my body up, raising my ass into the air. His tongue slowly circled my puckered anus. I moaned loudly. His warm tongue pushed firmly against my entrance. My legs pinned back, under his weight and firm grip, I was getting that feeling of being a toy. His grip tightened on my legs.

I begged like a shameless whore, “Don’t stop, Jason!” My whimpering spurned him on, his tongue plunging further into my depths. His tongue rapidly flicked against my sensitive walls. Jason fucked me with his tongue, in and out of my hole like a piston. “It’s yours, Jason! It belongs to you!” I pleaded, giving him ownership of my body. Jason didn’t say a word. He just kept his relentless oral assault on my boi pussy going. My cock began to leak precum onto my chest.

Jason stopped and rolled me off the couch. I landed on my hands and knees on his living room carpet. I knew what was coming, I thought. He stood over my hips. I looked back over my shoulder. His cock was hard again and dripping precum. He bent his knees, crouching over my needy hole. I felt his warm precum dripping onto my entrance, followed by his massive mushroom head pressing against me. His hands gripped my hips holding me in place. Slowly, he entered me for the first time. He filled me good, but it wasn’t reaching any new areas. I assume Jason knew he wasn’t capable of making me cum hands-free. He reached around, grabbing my shaft as his balls pressed against my ass cheeks. Then I heard his voice in my ear, “I’m making love to you, Mitchell.” I reached back, spreading my cheeks. I wasn’t getting the pounding I desired. This was different. It was slower and more sensual. I was enjoying it, but on a completely different level.

Jason’s weight stayed pressed against me, making me feel safe and desired. His hand pumped my cock faster as his pace increased. The room filled with the sound of his hips slapping against my ass. I was getting close and I know he was too. Hearing his grunts and moans made me feel sexy. “Let’s cum together,” I whimpered. I stroked my cock furiously. I felt him swell inside me and fill me with his cream. The sensation pushed me over the edge and I shot my load onto the carpet below me. He stayed inside me for a few more minutes. When he slipped out, a steady stream of his cum poured out of me. I couldn’t resist scooping some up to taste on my fingers.

That first night together quickly turned into me staying over multiple nights a week. I was able to get a car. Jason gave me a key to his apartment. We found a pattern that suited us. He would arrive home from work. I would already be there making him his favorite, grilled cheese with tomato. I would get him off a couple times to relieve his premature ejaculation issues, so he could fuck me a little longer. Jason treated me like a princess, spoiling me with gifts and attention. After a couple months, we both professed our love for each other. I watched as Jason’s confidence grew, and it pleased me very much.

A month later, my 20th birthday came. I arrived at Jason’s apartment about an hour and a half before Jason was due home. I found a gift bag addressed to me. The card read, “Become Hannah.” Instantly, I teared up. I remembered a particular late-night conversation we had. Jason asked me, “What would your name be if you could be a girl?”

“Hannah,” I answered. He took to calling me by that name on occasion, knowing how much it turned me on. I dumped out the bag across his bed. There were four pairs of panties, each with matching thigh-high stockings. There was also a very expensive makeup set. I stripped down and rushed into the bathroom. I didn’t know what I was doing. I had never worn makeup before. Still, I applied the foundation, the blush, the eyeliner, mascara, and lipstick. When I was pleased with my face, I chose the purple set of panties and stockings because they matched my eye shadow and lipstick.

I went to the kitchen and began to prepare Jason’s grilled cheese sandwiches wearing only my panties and stockings. Just as I finished, he walked in the door. His mouth dropped open when he laid eyes on me. He dropped his bag, beelining directly towards me in the kitchen. Jason lifted me off the ground, my legs wrapping around his waist. Our lips crashed together. He carried me to the table, laying me on my back. He grabbed my panties, forcefully pulling them aside, exposing my asshole and freeing my throbbing cock. Jason’s big hand pressed down on my chest, between my nipples, pinning me to the table. His free hand slapped between my thighs, my legs opening wide. Then he squeezed my cock at its base as he entered me forcefully. He pumped me hard and fast, saying, “Hanna, I’m gonna breed you! I’m gonna get you pregnant!”

Within 30 seconds, Jason pumped his first load into me. His hot cum flooded my ass as I screamed for more. In the heat of the moment, as his cum splashed against my prostate, I screamed, “Make me your wife!” Jason did not stop. He continued his frantic pace. My eyes rolled back in my head as Jason had his way with me. His cum splattered each of our thighs as his cock owned my hole. My ass made loud squelching noises as he continued to use me. This was the peak of our relationship for want I needed. Moments later, Jason pumped his second load into me. I remained on the table, lying in a puddle of my boyfriend’s cum. I watched him eat his sandwich.

All good things come to an end. Jason asked me to move in with him. I considered it. I really did. Over the next couple months, Jason pressured me constantly. I was growing restless with our routine, and Jason wanted commitment from me. I wasn’t ready. We had a blow-up one night where we both said things we couldn’t take back. I left his key on the nightstand and slipped away in the middle of the night. I think Jason did love me. He taught me a lot. Six months together showed me who “Hannah” really was. I appreciated love, but I craved dominance. I appreciated gentle lovemaking, but I needed to be fucked, used, and put in my place.

Published 2 hours ago

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