This story happened when I was seventeen and Travis was ten. I was a senior in high school trying to earn money for college. I placed a notice on the bulletin board at my local post office stating that I was available nights and weekends for babysitting.
A few days after putting up the add, I got a phone call from a woman who said she was a single mother and wondered if I was interested in babysitting her son, Travis, the following Saturday night. I told her I was glad for the work and agreed to come to her home and stay with her son while she went out.
That Saturday night I knocked on her door and was pleasantly surprised when the prettiest boy I had ever seen opened the door and said he was Travis and invited me in. I couldn't take my eyes off of him. He was about 5' tall with blonde hair and beautiful blue eyes, dressed in a tank top and shorts. His body was just beginning to develop and I looked him over from head to toe. I felt a stirring in my groin, especially as he turned around and led me into the kitchen where his mother was. His ass was the perfect shape, like two ripe melons and I wanted to reach out and squeeze them.
His mother greeted me like she knew me for a long time and told me how happy she was that I was a boy. She said Travis was 10 years old and didn't have any male role models in his life and needed someone to talk to man to man. She also told me that sometimes he could get a little out of hand and I had her permission to spank him if I thought he needed it. The feeling in my groin got stronger as I pictured Travis over my knees with my hand on his ass. I immediately tried to think of a way to get him to do something wrong.
As Travis's mother was leaving she told me she would be out late and hoped that was alright. I assured her, being 17, I was allowed to stay out late on weekends and would call home to tell my parents the situation. She hugged Travis and even hugged me before she went out the door. The thought of being alone with this handsome young boy with the perfect body gave me a boner and as I stood behind Travis watching his mother leave I reached in my pants, felt my _c_o_c_k_ a few times and placed it in a more comfortable position up against my stomach.
I put my hand on his shoulder. His skin felt like velvet and I trembled with the desire to feel him all over. When he turned around I asked him if he wanted to do something together or if he preferred to be alone. He said he would go up to his room and use the computer. I was disappointed and glad at the same time. Being away from him for awhile would give the feeling in my dick, which now was beginning to hurt, a chance to calm down. I turned on the TV and tried to concentrate on it to take my mind off what was upstairs.
It seemed like a long time since I heard any movement from Travis, so I thought I better check on him. I walked quietly up the stairs, noticed the only door that was closed and knew that was his room. I was going to knock, but changed my mind and opened the door. There was Travis, sitting at the computer. When he heard me come in, he quickly deleted what he was watching on the computer. I asked him why he did that and he hung his head and didn't say anything. I walked over to him and told him to get up. As he stood I could see the familiar bulge in his shorts and that his zipper was down. I sat down at his computer and clicked on the history file. The last thing viewed was a gay picture site. I got up from the chair, visibly aroused and hoped he didn't notice. Travis started to cry and begged me not to tell his mother what he was up to. I told him I wouldn't but he had to be punished for being where he was forbidden to be. It felt strange telling him that when I spent a lot of time at those same sites and I was underage too.
I sat on his bed and made him stand in front of me. As I undressed him I told him I was going to spank him on his bare ass. I noticed he had his eyes closed and was still crying, but not as much as before. I pulled his tank top up over his head and saw his boy nipples for the first time. I had seen a boys chest many times before at the beach and in the school showers but this time the sight of his two hard nipples was so erotic I almost came in my pants. I reached for his shorts and slowly pulled them down revealing the cutest pair of briefs I had seen in a long time. His erection was even more visible now and I sat there and looked at it through his underwear for a while. I decided not to shame him by pulling his briefs down yet. There was plenty of time before his mother would be back and I was going to enjoy every minute of it.
Travis was still begging me not to spank him but I had to get my hands on his smooth ass. I pulled him over my lap and moved him around till his boner was up against mine. He pushed himself down and the feeling of my dick touching his was unbelievable. I put my hands on his hips and pulled his briefs down. I was surprised when he lifted his body so I could pull them all the way down and off. I looked at his ass and ran my hands over the cheeks. He moaned and pushed himself into me again. I told him to lift his ass up again and I reached down and pulled my zipper down to give my hard _c_o_c_k_ more room. I was wearing boxers so my dick popped right out. As he settled back down on me, we both shuddered as our bare _c_o_c_k_s touched.
I told him I would give him 50 smacks on his ass and then his punishment would be over. He tightened his asscheeks as I brought my hand down for the first slap. With each slap after that he would raise himself up and then as my hand came in contact with his ass, he would push down into me. Our dicks rubbed together and I lost track of how many slaps I had given him. As the feeling in my _c_o_c_k_ got stronger, I started to slap him harder. I could tell by his sounds that he was getting close to an orgasm too. He screamed as he started to come and I came at the same time. Our two dicks slammed together as shot after shot of hot cum came from my _c_o_c_k_ and mixed with his boyjuice. We stayed there for a long time. He laid limp across my lap and I gently stroked his ass. When he finally was able to stand I saw his dick covered with our juices. I pulled him to me and kissed him on the lips. He kissed me back.
When his mother returned, everything was back to normal as if nothing had happened. She payed me and thanked me and hugged me again as I left. A few days later she called and said Travis couldn't stop talking about me and wanted me to be his permanent babysitter.