Three Strikes

Based on actual events, this story describes three encounters with a stranger.

  • Score 9.7 (4 votes)
  • 87 Readers
  • 730 Words
  • 3 Min Read

Strike Two

Frustrated and horny, I complied. I left his place, continued onward to work, and went about my day as usual. When I went to bed, I set my alarm a little earlier for the next morning. 

The next morning, while my boyfriend was in the shower, I grabbed a pair of his underwear and slipped into them. I finished getting ready and told him that I needed to leave a little early for work. My job occasionally started early, so he just nodded and kissed me, “Have a good day. See you tonight. Love you!” 

“Love you too!” I smiled as I left. On the drive to my hookup, I berated myself. I was wearing my boyfriend’s underwear and about to meet a stranger for a hookup. I decided that I would just stop by and tell him that I could not go through with it. 

When I reached his neighborhood, I entered the gate code and then parked outside his unit. Knocking on his door, I rehearsed mentally what I would say, “I cannot stay, but I did not want to ghost you….” 

The door opened, and he was fully clothed. He looked like he was just home from the gym. Athletic shoes enveloped his feet. His legs were bare, slim, and lean. His black shorts were some sort of dry-weave for working out. His shirt was a dark red, and looked like the same synthetic material as the shorts. The color looked good against his tanned olive skin. His blue eyes focused unyielding and unnervingly on mine. He raised his eyebrows and tipped his head back. Then, he stepped aside from the entry and gestured for me to enter. As soon as I stepped through the door, he closed it behind me. I spoke as I had rehearsed, “I cannot stay, but I did not want to ghost you….” 

“Too bad,” he interrupted. As I turned to face him, he stepped toward me. One hand grabbed the back of my neck and pulled my face toward his. His mouth enveloped mine in a deeply passionate kiss. His other hand grabbed one of my hands and pressed it into his crotch. He held it there, so I could feel his cock growing. I whimpered and tried to pull away, but he held firm until my arousal began to override my better judgement. As soon as he felt me caving, he released me and took a step back. “Did you wear what I told you to wear?” 

“Yes, sir.” 

“Show me.” 

As I opened my pants, he dropped his workout shorts to the floor. He wore a jockstrap underneath them, but his cock had escaped the pouch and was swinging freely. As I stood, pants open and staring at his cock, he slipped the jockstrap off. With his eyes, he signaled for me to remove my pants and underwear. I complied. 

He pressed the jockstrap to my face. It was damp from sweat. “Breathe,” he instructed. I inhaled and noticed the musky aroma. I exhaled. He held it in place while I continued to breathe for a minute or so. Then, he handed it to me. “Put it on.”

I obeyed, and as soon as it was in place, he told me to hand him my boyfriend’s underwear. I turned toward it and bent down to pick it up. He quickly stepped behind me and pressed his long thick cock into the cleavage of my ass. Grabbing my boyfriend’s underwear, I quickly stood and turned to face him. I handed the underwear to him.

He smirked as he took it from me, “You’re going to wear my jock all day. In fact, you’re going to wear it every day for the next week. I’m going to be out of town, but I’ll be back a week from tomorrow. Stop by on your way to work that day. You can return my jock to me then.”

I acknowledged and glanced at my boyfriend’s underwear. He chuckled and then continued, “These belong to me now—just like you do. It’s too bad you don’t have time to stay today, but next time you are here, my cock will be in your ass. Now, put your pants back on and go to work. You don’t have time to stay, remember?”

“Wait. I can call my office, and…”

“Strike 2. Time to go.” 

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