I had just received some money in a will from an uncle I hardly knew. At 22 years old, I knew nothing about investing money but, was getting advice from all my friends on how to earn a good financial return. At the time, the safest and easiest thing to do with the money was to flip a house. So after watching the housing market for a couple of months, I settled on a small fixer upper. The house I found listed for 32 thousand, well within my budget and leaving me about half of my inherited will money left for improvements.
At 5 foot 8 inches tall and only 158 pounds, I had never even really swung a hammer before. I was just a baby faced kid that couldn't even grow a mustache, so I remained clean shaven and smooth faced. I had no physique to speak of, just a soft smooth body and not muscularly defined at all. I didn't have the body for any heavy construction, so I began the process of hiring different contractors to do certain specialized jobs.
I hired a some carpet guys, some electricians, some painters and some other general laborers. The last thing I planned on doing was changing the locks on the front and back door, so at the time it seemed like a good idea to give each group their own key. This way, their work wouldn't interfere with my job schedule and they could come and go as they wanted. Some of the guys worked in the daytime and some of them worked at night, coming and going on their own schedule.
After a couple of weeks, everything was going pretty smooth and I was getting excited about finishing the renovations and getting my house listed on the market in the next week or so. The house was really looking good and I felt my chances to make some good money quick were soon to be realized.
I would go over to inspect their work usually on my lunch break and after work. Sometimes different guys would be working and sometimes nobody was there. Occasionally, I would have to gripe at them about a particular job that was not done to my satisfaction. This seemed to cause a lot of dissent, as they usually seemed to take my opinion as worthless. But I was the boss and sometimes the boss has to crack the whip.
One Sunday, around noon, I went over and entered the house to inspect the newest work. I was dressed real casual, in a t-shirt, sandals and some very loose oversized jogging shorts with no underwear on, since it was my day off. I didn't expect anyone to be there on the weekend and the house was indeed empty. I unlocked the door and entered, then locked it behind me.
I had been having some trouble with a side window that faced my neighbors house. Heavy thick curtains framed the window and I had just bought some new drapes to hang in their place. The window would slide up and down perfectly, most of the time, but sometimes it would stick and hang so bad that it would take several minutes of jiggling and jostling to free it. I had left instructions with the painters to fix it earlier in the week.
After looking around, I decided to check the progress on the window frame work and tried to open the window. Pushing the heavy curtains aside, I slid it up, but once I released it, the window slammed down in the closed position. I opened it again and this time it held in place.
Last week, I had noticed some ivy growing outside on the side of the brick underneath the window and around the window frame. I had been meaning to remove it, so I just leaned out the window and started ripping off as much as I could reach. Stretching out the window with one hand and balancing myself, I got all most of it pulled off. Then reaching out with both hands as far as I could, I tried to get the last piece removed.
Just then, the window slammed shut on me around my waist. At first, I just laughed and tried to push the window up with my back. Then I started to panic because it wouldn't budge, not an inch. In fact, the more I pushed my back into it, the more it seemed determined not to move.
As I stood there in this awkward position for several minutes, I noticed that the jogging shorts had started loosening around my waist. The more I moved, the more they unloosened around my waist and finally fell to the ground around my ankles.
Not wearing any underwear, with my ass now exposed, I really started to panic and struggled to push the window up. I was now stuck with my legs and bare ass in the house, while my chest, head and arms were outside the house.
Just then, I heard the front door open and slam shut. Footsteps sent vibrations through the floor as someone approached me and as I struggled to release myself. This was so embarrassing, I just hoped that whoever was here, would set me free quickly and wouldn't make a big joke out of it. Stuck in this position, I just waited for my rescuers to let me loose.
The footsteps stopped behind me and I sensed there was more than one person in the room. I could hear laughter and then whispering, but couldn't make out what they were saying. I assumed that they were talking about releasing me but instead I felt someone grab both handles of the window and push it down even harder.
"Go ahead man, you go first. I got it, he ain't going nowhere," I heard a voice say.
"Okay, but don't let go. Keep him stuck in there real good. I'll hold him for you after I finish," another voice said.
I felt the heavy curtains being closed and then someone bunched them around my torso so anyone that came along on the outside couldn't see who was on the inside.
My tormentors just laughed and giggled as I realized that maybe they had no intention of releasing me immediately. I feared what was coming next but just kept hoping that they were joking and going to release me soon.
Somebody slapped my ass hard with what felt like a yardstick ruler. It stung my tender cheeks as I heard them inside roar with laughter. I tried not to yell aloud as this could attract attention in the neighborhood. Across the street and a couple of doors down I saw a man mowing his yard. As he watched me, he waved and I just waved back, trying to keep a straight face. I hoped that he wouldn't stop and come over to chat.
The spanking went on for a minute or so, maybe 10 swats or so. My ass was burning and my legs and back were aching from being stuck so long.
