Because of being bi-sexual my sex life has messed up many relationships both with men and women. I lost respect of family members and other times when people found out about it. I ended up moving away from my hometown when I was 48 just to get a fresh start and try to meet new friends. I had affairs with three women and two men since I moved here and they also ended badly. It was 20 months ago when I vowed not to get involved romantically ever again. I have a good job and kept to myself for awhile content with satisfying myself sexually. I masturbated daily and pledged not to get into a relationship. I moved into an apartment building close to my job and met Hanna and her son Derek who are down the hall from my apartment. Hanna and I became friends quickly and I mean only friends. She had been divorced for several years and has a boyfriend she dates often. Her son Derek is 24 now and he had his left leg amputated when he was 15 because of a auto accident. He is a short chubby guy and spoiled by his mother not to mention the way he seems to be obnoxious at times. For his age he seemed to be immature yet outspoken not afraid to say almost anything. Hanna is very protective of him and that is the cause of how I have gotten involved with Derek. She goes out with her boyfriend every Saturday night and most of the time doesn't get home until late Sunday mornings. It was July 2017 the first time she asked me to check in on Derek when she is out with her boyfriend and even asked me to watch out for him if they went away on weekends. I have no social life to speak of so I agreed to check in on him. Although Derek is odd he can be assertive, forward and inquisitive. I didn't mind the way he is and began letting him come into my apartment most Saturday nights. He constantly asked questions about my life and family and it soon turned to sexual questions. I thought I would give him a dose of his own questions and began asking him questions. In one night I found out he had never had a girlfriend and that he masturbates and watches porn making me promise not to tell his mother. He got to be so bold around me he asked me let him see my breasts and would like to see me naked. I laughed at first until he said he would show me his penis and just stood up and dropped his pants having no underwear on. I just grinned wondering what this idiot thought I was going to do about it. His penis isn't even close to large and I think the smallest I've ever seen. I just began telling him to pull his pants up but he just stood there and continued talking. Then he began playing with himself and had an erection that is only about 5". He didn't masturbate but stood there for at least ten minutes until it went down. I saw then also how far up his leg had been amputated. I wasn't mad at him and just thought how desperate he is for attention and lack of a sex life. He was like I had become but for different reasons. When I thought about it later it occurred to me that Derek was frustrated with his sex life like me but for different reasons.


A few weeks went by and Hanna asked me to look in on Derek over the weekend while she went away with her boyfriend. We had keys to each others apartments by then but neither Hanna or Derek had ever used it to get into my apartment. It was about 9pm on that Friday night when I was getting undressed to take a shower that Derek appeared in my doorway which was open. I had panties on but had just taken off my bra. I froze for a second and Derek just kept saying how pretty I am and how nice my boobs are. I had my hands covering my breasts but suppose because of my past experiences wasn't the least bit embarrassed by him seeing me. I think it was a combination of being complimented by him and sense of feeling sorry for him that made me put my hands down. He just stood there with a smile ear to ear and with out him asking I took off my panties letting him see me nude. I said before he could be assertive but never expected him to ask if he could jerk off. I told him to slow down and the next thing I knew he was begging me to be able to masturbate looking at my body. I just said go ahead and he took off his shorts, again no underwear, and stood there masturbating and looking at me up and down. I actually felt myself becoming aroused thinking how could this pathetic kid cause me to feel like that. I don't think he ever saw a woman naked before and the look on his face was unbelievable. Without thinking I began fingering myself and watched as he ejaculated in less than a minute. I sat down on the end of the bed and laid back letting him watch me masturbate and soon orgasmed. As I laid there for a few minutes I couldn't believe what I just let happen as Derek stood there with his eyes fixed on my body. I didn't know how to feel about it and Derek just blurted out how he liked my breasts and how much he liked seeing my pussy shaved. Then I began thinking about Hanna and if she found out about this or if Derek would dare tell her. I put my robe on and Derek put his shorts back on and the first thing I said is not to tell your mother about this. He pleaded with me not to tell her so I was sure he didn't want her to find out either. The next night Hanna was still away and Derek knocked on my door instead of just coming in. I gave him a drink and the first thing he asked me was if we could masturbate together again. I just stood motionless for a moment and figured why not. We went into my living room and Derek was the first to undress as I got some towels for him making sure he didn't ejaculate on my floors again. He sat back in the chair with his prosthetic leg straight out and began masturbating as soon as I got undressed. I also got my vibrator and when I started using it on myself Derek's eyes widened and it seemed like he ejaculated in seconds. I laid on the sofa slowly using my vibrator and he just got up and came close to watch me which got me so aroused I orgasmed twice.

Beginning last April I began letting Derek masturbate me with my sex toys and allow him to fondle my breasts. He isn't afraid to ask me to do anything and I also let him watch when I shave my pubic area. I started jerking him off that month and its funny in a way because his penis is so small. I only use my two top fingers and my thumb to jerk him off but I know he is well satisfied. I even slow down so he doesn't ejaculate as fast as he use to. By May I let him give me oral sex and I began doing it for him. His penis is so short I can fit it entirely in my mouth. No other guy was I ever able to do that. I tried having intercourse with him a few times but because of his leg and size of his penis it just didn't work out. I don't have to tell him how to use my sex toys anymore and he mostly likes using my vibrator in me. I put conditions on how and when we do this but its usually every Saturday night. Hanna is rarely home then and I don't want Derek here when she is home or coming here during the week. I stress to him its just for sexual satisfaction and that's all it is. Derek I'm afraid will have a hard time ever finding a sex partner since he is not a very good looking guy and has a strange personality. I do get sexual enjoyment with him and know he is having the time of his life the way I treat him. I do feel sorry for him but get satisfaction knowing how happy I make him. Hanna still babies him so its a good thing she don't suspect anything and I'm positive Derek would never her tell her about this. She knows Derek comes to my apartment sometimes but that's the extent of it.