When I was growing up my parents never give us kids any spending money, for us kids to have money we would have to work for it. So I start to mowing lawns for neighbors so I can have spending money to do whatever I want. There was this one family, husband work all the time, mom stay home and one daughter in high school. They pay me good money because they have a big front and backyard, it usually take at least several hours to clean up the place. At the end of the month I collect my pay from mom, but this time it was weird and feeling not right. I ring the door bell she open the door and she was crying. I didn't know what was wrong and I asked her. She had just loss her daughter in a car accident. I felt so bad and said I will come back another time to collect my money. I waited for a week then I go back and she was still feeling down. I ask her is there anything I can do to help her and she said no and here is your money. As I was walking out the door she said, you reminded me of my daughter, you have the girly look and so nice. I said, thank you and walk out the house.


The following week I went back to provide the lawn service and continue my work. Several months had past and I continue doing what I am pay to do, but this time she ask me to come into the house she wanted to talk to me. I was thinking I must have done something wrong and she doesn't want me to come back. I was surprising to hear she keep her daughter clothes for her memories and she wanted me to try some of them on. She did say one time I reminded her of her daughter. I say okay if that is what she wanted. As I was putting on her clothes my cock start to get hard, she said wow, do you like the feel of that clothing and I said yes, it feel so soft and has that nice feeling on me. She said, I want you to dress like that for me whenever you come over to do yard work. I told her I didn't want to dress like this out in public. She said you can dress like that when you do my backyard and I said okay fine. I asked her am I getting pay extra money for this and she said no, because her husband know how much lawn service is monthly but I will pay you in a different way. I said, like what and how. She said, I see you have a nice cock when you were putting on my daughter clothes and I like to suck on that. She continue asking have you ever have your cock suck by a woman and have you touch a women pussy. I said no, then she said would you like to, I said I love to. She got undress and ask me to come over to touch her pussy. OMG, it was nice feeling she has a small bush hair and my cock got hard just by touching her pussy. She said stick your finger inside and I did, wow it was moist and wet. She said now taste your finger and I did, it was okay, because I didn't know what it suppose to taste like. On that day she teach me how to have sex with a woman. When she was sucking my cock it feel so good I cum in her mouth. Then she teach me how to eat her pussy and later she got on top of me and just riding my cock. She was moaning then she said fuck I just cum. She got off me and I notice there were this white cream all over my cock. She said that is my cum would you like to taste it, not sure what I was doing so I did. For the first time I had tasted a woman cum and it wasn't bad. She said you have to get used to tasting women cum and once you did you will never forget. We continue our sex secret for a long time until I moved away.


That was the day it turn my life around. I find out I like to wear woman clothes because it feel so soft and nice on me. She taught me how to have sex with a woman and most important not all women like rough sex, some like it soft, slow and take your time don't just rush into it.