Logan's Embarrassing Situations

Training Begins

Part. 1

As I rushed home, I  felt excited and scared at the same time. Did I really just get embarrassed in front of strangers and do all of those very slutty acts? Did I really agree to be John's live in wedgie boy for the weekend? I was so excited, but I had to hurry not to leave josh waiting for too long. Once I made it home, I ran up stairs to my room to pack. I grabbed my backpack and stuffed it with a couple pairs of briefs and Tighty whities, two shirts, a pair of jeans & a pair of sweats. I made sure to pack my essentials like my toothbrush, deodorant, etc.

Once packed the mirror caught my attention and I was shocked at how big of a mess I was. I couldn't possibly go anywhere the way I looked.  So I stripped and hopped in the shower to clean off all the dirt and cum. The warm water felt amazing running over my skin. It was so relaxing that I drifted off into a day dream about John and what he was going to do to me all weekend. In my dream he walked me around outside on all fours using my wedgied undies as a leash, he tied me to the bed and watched my ass jiggle as he and his friends spanked me, he even gave me a swirly.

Before I knew it, I had been stroking my cock under the warm water. I was dangerously close to the point of no return, but luckily my phone went off and snapped me out of my daze. I hoped out of the shower quickly to see who had called me.  It was John and he left a voicemail that scolded me for not answering his call. He finished his message with a warning about me being punished when he arrived. Apparently during the time of the message he was only 15 minutes away, but  5 minutes had already passed, so with only 10 minutes left, I raced to get dressed and downstairs in time.

I rushed back into my room and grabbed whatever clothes I could find to put on. I picked up a pair of black ankle socks, red & black converse, a pair of old white basketball shorts and I plain black t shirt. The only undies that weren't packed or in the washer  were my lime green bikini briefs. They were a size too small and because my ass was so massive they would creep up my crack until they disappeared. I had no choice, so I put them on and made it outside just in time. As I walked out the front door John had just pulled up. I hurried over to the car, but he stopped me in my tracks and said my punishment would begin right there.

I was confused and worried that he would embarrass me in my own neighborhood. There were people out tending to their yards and sitting on the porch. Specifically my nosy neighbor Mr. Johnson! He was a 50 year old divorced man. He had the classic dad bod and was hairy all over from what I could tell. I would always catch Mr. Johnson watching me and drooling over my body. He would always pay extra attention to my ass. Once when I helped him clean out his garage he would find the most ridiculous ways to touch my ass. Once he pretended to trip and grabbed on to me to steady himself, but he didn't hold on to my shoulders or something like that, he held on to my ass to balance himself. Another time was when I was changing the spark plugs in his car. I was bent over, so he came behind me and patted me on the ass as he engaged in small talk. He would always tell me how nice I was and how grateful he was that I took the time to help him. The old man was sharp and I swear once when I helped him move some boxes into his attic that he tried to grab my exposed jockstrap. The man new what he wanted and that was a tall glass of me, so I really hoped I didn't have to embarrass myself in front of him.

Unfortunately though, John told me to throw my bag in the back with the rest of my clothes. I was completely shocked! I couldn't undress in my front yard. Everyone would see, especially Mr. Johnson. I was going to protest, but he threatened me in a low voice, that if I didn't do as I was told he would do it himself and give me a wedgie so bad that he would rip off my underwear outside in front of everyone! I didn't want to be completely naked for the neighborhood, so I did as he instructed. I threw my bag in the back of his jeep and stripped down to my lime green bikini briefs, that had already started to ride up. Out of the corner of my eye, I saw Mr. Johnson sit straight up with his mouth gapped wide open. As embarrassed as I was, I couldn't help but get turned on very fast. My cock quickly grew to its full size from all the embarrassment. Since my briefs were so small the head of my cock popped out the side. After he thought I was embarrassed enough, John let me in the car and we drove off to his house.