I'll make this short and sweet. I'm in college in the south and I rake leaves in rich neighborhoods to make money as a student. I'm 21 years old. In great shape. Hard body with a 30 inch waist. One day while raking leaves for this single guy (he's about 34 years old) I accidently knocked over this statute he had on his back patio and it shattered. The leaves were all up in his patio and I was trying to rake them off and bag them. He heard the crash and came out. He was very upset. Supposedly it was a valuable thing he bought in China on one of his trips.
I'm straight, so what I am about to tell you was really strange for me even though I got turned on by it. I have never told anyone this story. Not even my girlfriend.
He told me to come inside immediately and I did. He sat on his couch and he told me to sit in a chair across from him. His house was awesome. Lots of furniture and paintings. He was really angry and after a lecture on how expensive that thing was that I had just broken, he said that he expected me to pay for it in full. Well, he said it was worth $4,000.00. He said I could make payments to him on it. I was feeling really depressed about the whole thing when he said that there was an alternative. I asked him what that was. I was desperate.
He said that if I allowed him to punish him in any way he saw fit that I would be free from any obligation to him for the broken antique. I was suspicious but I agreed. To this day I can't believe I agreed to that.
He told me to take off my tennis shoes and socks and to come stand in front of him. I asked him what he was going to do and he said that he planned to spank my butt as punishment. In a way I was relieved. I had been spanked before by my aunt and it wasn't that big a deal, so I thought I was getting off easy. I did think it was kind of strange, but I was so nervous about the debt that I didn't care.
I took off my tennis shoes and white socks and walked barefoot over to him. He was a good looking guy. Thin. Tennis player type. Blonde hair. Blue eyes. Kind of German looking. I stood in front of him with my white T-shirt, blue jeans and barefoot.
He then started to unbutton my jeans and unzip them while looking at me eye to eye. I started to resist but there was something about his stare that prevented me from doing so. He pulled my pants down to my ankles and told me to step out of them. He flung my jeans across the room onto a chair. Then he took my underwear and at the waistband and quickly pulled them down to my ankles also. I was in shock I think. I didn't move. He told me to step out of my underwear and I did. He then flung my underwear across the room. I had never been spanked naked from the waist down before. This was so embarrassing. I saw him looking at my _c_o_c_k_ and balls.
It was then that I started to get an erection. Standing naked from the waist down with just a white T-shirt on was so crazy. Getting an erection was even more crazy. He took me by the arm and pulled me across his lap. He positioned me so that my butt was up in the air and my head was down in the couch. I felt like a little boy getting an enema or something. My aunt used to give me enemas as a child.
Then he did something that I'll never forget. He reached around and held my erect _c_o_c_k_ with his left hand. I got harder as he grabbed it and held on to it. I protested but it was too late. He started spanking my butt real hard. He was still mad. He must have spanked me for almost 20 or 30 minutes. It seemed like a lifetime. It hurt bad. I squirmed and cried out but he kept spanking me while holding my _c_o_c_k_.
Then it happened. I was so embarrassed. It's bad enough to have your butt bared across a stranger's knee but to have him hold your erection while you come is just too weird to imagine. I started to come all over the place. I was wetting his legs, the couch, the floor, everywhere my cum was slinging around as I squirmed from the pain and the pleasure of this scene. He just kept gripping my _c_o_c_k_ and spanking me even harder. My naked butt was burning.
Finally, he stopped and told me to stand up. I stood up holding my butt, crying. I felt so humiliated. My _c_o_c_k_ was still erect and cum was still dripping from the orgasm. He made me stand like that in front of him while he lectured me again for my carelessness. I never lost my erection.
He then told me to go and finish raking the yard and that my debt was paid in full. I hurriedly put my underwear and jeans back on, along with my socks and tennis shoes and finished the yard. He paid me with a smile and I left. I never went back to his house again, although I have had fantasies about that scene ever since.
Sometimes I'll drive slowly by his house to see if he is home and secretly I think I would like to have him spank me again like he did. But I know that will never happen. The way he held my private parts while spanking me on the bare butt across his lap in that big beautiful house was a moment I will never forget. I guess I'm a strange straight guy, but I can't deny the pleasure I had. That's my real life story. This just happened about 7 months ago.