Strike 3
I obeyed his instructions. I wore his jockstrap every day for the next week. Every night, I hand washed it while my boyfriend showered and hid it among my clothes overnight, so he would not see it. Wearing the jockstrap every day took some getting used to. I normally wore briefs or trunks. In the jockstrap, I could feel my pants moving against my glutes. Every time I did, I remembered who gave me the jockstrap and made me wear it. I remembered his words about me belonging to him, and my cock would stir with anticipation. Keeping my focus at work or home that week was tough.
Finally, the week had passed. I opened the app and saw a message from him telling me what time to stop by his place the next day. He wanted me there in the late morning. I replied that I would be at work by then. I asked if another time would work.
“Did you wear my jock every day as I directed?”
“Yes, sir, I did.”
“Did you think about belonging to me now?”
“I did, sir.”
“Good boy. And did you feel aroused when you thought about belonging to me?”
I was feeling aroused even reading his question. “Fuck! Yes, sir.”
“Then be here when I said to be here or don’t bother to contact me again.”
Reading that ultimatum pissed me off. I did not reply. I got ready for bed and had trouble falling asleep because I was so mad.
The next morning, I got ready and slipped into his jock—at this point, out of habit. As I drove past his neighborhood, I remembered his eyes, his cock, and his sexy cockiness. My cock stirred. Then, I remembered how pissed I was.
When I got to my office, I dove into work. He wanted me at his place by 11:00, but it was easily 20 minutes from my office. If I left at 10:30, I could get there by 11:00 with some time to spare for traffic.
I shook my head and told myself to snap out of it. What was I thinking? I intended to stay at the office. I was going to his place. He had been gone for the past week, so I had to wait. Now, he’s demanding that I bail on my job to come running when he snaps his fingers?! No way.
Work continued, and I happened to see the clock about 10:30. My cock stirred. I remembered his cock, his eyes, and his body. The sensation of his cock sliding into my throat surged in my memory, and I wondered what his cock would feel like inside my hole. I muttered low, “damn it,” for I knew I was about to invent some reason to leave work.
I told my boss that I had an appointment across town and needed to leave. She nodded and waved for me to head out. She did not even ask when I would be back.
I rushed to my car and drove to his place. At 11:00, I knocked on his door. A moment later, the door opened, and I saw him dressed in a suit. He smirked, “Wise choice, boy. Get in here and help me out of this straight jacket.”
I followed him to his bedroom. He made me undress him like I was his valet. Once he was fully disrobed, he reclined onto his bed and told me to strip for him. I obliged.
He patted the bed beside him, and I moved to the bed and reclined next to him.
“All the way back,” he said. I shifted to lay flat on the bed. “Good boy.” He rolled onto me. His hands caressed my face and hair as he stared into my eyes and lightly kissed my lips. He worked his mouth down to my neck and eventually my nipples.
He began to press his hardened cock against my hole, and I gasped. Neither his cock nor my hole was lubed, so I asked if he had lube. He grunted affirmatively and then rolled off me. He reclined and shifted so his cock was pointing at my face.
“Get my cock into your throat now if your hole needs some lube on it.”
Eagerly and delightedly, I rolled onto him and slid down until I faced his monster cock. I sucked it into my mouth and swallowed so it pushed into my throat. With abandon to the lust of sucking such a hot dick, I bobbed my head up and down on his long thick hard cock. I felt his body shift as if he were reaching toward the night stand, but I did not let his movement deter me. His cock was in my throat, and I needed to suck it.
Finally, he stopped me and pushed me onto my back again. He draped my legs over his shoulders, and started into my eyes as he guided his cock into position. He found his mark, and he pressed the head of his cock against the rim of my hole. I opened my mouth to object, but he interrupted me, “Say ‘AH!’”
I complied, “AHHHHH!”
He smirked and shook his head, “with your ass, boy!” He pushed the head of his cock through my rim. The sensuous pleasure of that slight penetration made my “ah” sound more like a coo, but the sound changed abruptly as he pushed deeper and deeper, “ARGH!!!”
He watched as I struggled to take his cock, “So hot, boy. You aren’t sure if you can handle one this big, but you will try. Your lust won’t let you stop.”
I panted, “oh fuck, you’re so… huge.”
He smirked, “I know. You won’t be able to handle it, but I’ll enjoy watching you try.”
“Gonna… prove… you… wrong. Just need a minute.” I struggled to open. His cock stretched my ass beyond my limits. I broke out in a sweat from the strain, and I am pretty sure my face was flushed deep red from the exertion.
He kept slipping deeper and deeper until finally his balls were grinding against my hips. “I am going to hold here for a minute for your hole to stretch and open. I don’t want to send you to the ER.”
Trembling and sweating, I felt my hole very gradually opening for him and then seizing to resist. He smiled and kissed my neck and thumbed my nipple. His breath hot on my ear spoke seductive or directive words: good boy, open deeper, your hole aches for my cock, your boyfriend’s dick can’t fuck you like mine.
My hole did adjust, and as soon as he felt it submit, he began a slow, very slight grinding motion with his hips. He didn’t thrust. He just pressed more firmly against me and moved his hips side to side to coax the hole to open more, surrender more. The slow gyrations fired my blood.
After a moment, a whimper escaped from my throat to let him know the hole had submitted and was ready for him to thrust. He slowly recoiled an inch or so and then gently pushed deeper. He repeated this slow recoil and thrust with each one lengthening until he was able to long-dick my hole.
I was in awe of how good it felt for his cock to fuck me and how deep his cock could fuck me. I raised my head to watch as he withdrew. I wanted to see a couple of thrusts, to watch his monstrous cock fucking me. He pulled out, so I could see the full length and thickness of him.
“Your hole wants the cock inside you again, doesn’t it?” His words were cocky.
“Yes sir,” I panted. Then, I watched as he plunged his cock into my hole and flexed it inside me.
“Each thrust makes your hole want it more,” he said as I watched him pull out and drive into again.
I heard myself make a strange sound, part moan, part groan, part coo. I dropped my head back onto the mattress as my hole struggled to open for each of his thrusts. His arms were planted on either side of my shoulders. With every thrust, he seemed to grow stronger. His arms, shoulders, and chest looked more and more muscular. His veins and muscles were popping. His skin became shiny with sweat. Even though I was on my back, I felt the exertion of taking his cock, and I was sweating too.
“You should look at my cock fucking your ass again, boy,” he said.
I glanced at his penetrating blue eyes. He smirked and looked down toward his cock. I understood his instruction, and I raised my head to watch him fucking me. As I did, I noticed that I could not see a condom.
“Um, sir, are you wearing a condom?” He did not respond but just kept long-dicking my hole. It felt amazing, but I needed an answer, so I repeated the question. “Are you wearing a condom, sir?”
He grunted negatively and shook his head. I pressed the palms of my hands against his chest, slippery with sweat. “I need you to wear a condom, please.”
“For real, boy?” he asked without stopping. If anything, he seemed to speed up. “You seem to like my bare cock fucking your hole.”
He was right, of course. I did like it, but I also needed him to wear a condom. I pushed my palms against his pecs and answered, “For real, sir.”
He pulled out, dismounted the bed, and walked into his bathroom. I heard a cabinet open and close. Then, I heard water running. When he returned, he tossed me a hot damp cloth. He did not bring a condom. I looked confused.
“Clean up, boy.”
Stunned, I laid on his bed for a moment. “I… I don’t understand, sir. You would rather kick me out than fuck me with a condom?”
He squinted and slightly tilted his head back. “You opened for my bare cock and then told me to get out because you wanted a condom. I respected your choice. I pulled out.”
“But sir…”
“But nothing, boy. You do not want to fuck bare. That’s cool. I respect your choice, and you will respect mine. I choose to fuck bare and only bare.”
He stood there expectantly. I was not sure if he expected me to yield or to leave. “Was this strike 3, sir?”
He paused and read me for a moment. “Yes, but let’s just say you might eventually have another turn at bat.” I did not quite know what he meant. Sensing my confusion, he clarified, “You’re going to start getting dressed now.”
I cleaned myself with the damp cloth he provided and quickly moved to my clothes. He gestured for me to take the damp cloth into the bathroom. I rinsed it thoroughly and draped it on an empty towel rack. Returning to the bedroom, I found him holding out a jockstrap for me to wear. It was not the one I had worn here.
“You will wear this jock to leave, and if I ever summon you again, you will be wearing it when you meet me.”
I thanked him and slipped into the jockstrap. It was a basic beige jockstrap that reminded me of my very first one ever. As I dressed, I apologized for the confusion about a condom.
He shook his head and sighed, “It’s time for you to go.”
I finished dressing and left his apartment. As I reached my parked car to return to work, I sent him a message to apologize again for the confusion. I watched to see if he would read it. He did not.
I returned to work and finished the day mostly distracted. As I walked to my car at the end of the day, I saw a new message in the app. He had responded: “I appreciate your apology, boy. But you knew I wasn’t wearing a condom when you opened your tight little ass for my long thick cock. I drooled my seed inside your hole. It will take root. You will remember how my long thick dick felt inside you. You will remember watching me fuck you. You will crave my bare cock inside you. If I ever contact you again, you will be ready for my bare cock, and I will breed your ass.”
My cock jumped, and my head spun for a moment. His message flooded me with lust and revulsion. I was both pissed off and turned on, but I knew that I should not respond. If I did, I might get drawn into something that I should not do. I closed the app and put my phone aside. I took a couple of deep breaths and cleared my head. Then, I started my car.
I pulled out of the parking lot and started on my drive toward home. I started to drive my usual route, but I realized that I would go past his place, and if I did, I would want to turn into his neighborhood. That would be a bad idea, so I asked my navigation app for an alternative route home, and I took that route.
As I got ready for bed that night, I realized that I was wearing the basic beige jockstrap. Over the past few days, I had kept the other jockstrap hidden, so it was never in the laundry to raise questions. I would need to hide this basic beige jockstrap because if my boyfriend did the laundry, he would have questions. I hid the jockstrap inside a carry-on bag that I used for work travel. I should have tossed it in the trash. After all, I knew that I would never let him breed me. Keeping the basic beige jockstrap, though, would remind me to be vigilant and make sure to use a condom every time.
Epilogue
About a year later, my boyfriend had a work trip and left the city for a couple of weeks. A few days into his trip, I opened the app to see if I could find someone fun who wanted to play while he was gone. Lots of men were online, but all of them seemed to be tourists who were visiting. A couple of them messaged me, but I was not interested in driving to any of the tourist areas where they were staying in resort hotels. I thanked them for messaging and politely passed. Then, I deleted their messages.
I was looking at nearby profiles when a familiar one caught my eye: an olive-skinned man with long dark wavy hair pulled back. I steered clear.
After messaging a couple of nearby profiles but with no reply, was ready to put my mobile aside when I heard the alert twice. Both messages were from him.
My heart raced, and my mouth went dry. “Oh fuck,” I blurted under my breath. I wondered wy he was contacting me. What was I going to say? I thought for a moment, trying to remember where I had hidden the basic beige jockstrap. Then, I reasoned that I was getting ahead of myself. He could be messaging me just to be friendly. I had not read it, so I could not know his intentions, so I needed to take a breath.
I opened his message, and it showed a pic of his long, thick cock poised and ready to sink bare into a tight ass. I felt my hole ache and twitch. My head spun, and the lust was undeniable. I wanted and needed him to fuck me. Under the image, his message was simple: “Hey boy. Batter up.”