I Like To Dress Like A Woman
For those of you who have invested in my son through your unselfish contributions of love and advice, I thought I would give you an update on how he is doing.
I think I last left you with he and I having a discussion about keeping his interests between him and I for now and that I would take him shopping soon to pick a few things out for himself. A few days later, I did take him shopping and he was able to find several things that he really loved. To be honest, they were a little more feminine than I was comfortable with at first because I was concerned that some of the feminine elements would be either visible through his clothing or that his own carelessness might expose them to his school friends. But even with my own discomfort, I totally supported his choices.
While in the lingerie section, I also asked him if there were any other things he couldn’t live without and he embarrassingly admitted that he would like a soft nightgown like the ones I wear. I could see him eyeing the other lovely things, especially the bras but he never indicated that he was interested in one so I didn’t have to have the first bra discussion with him yet. I know that some of you reading this adore bras as I have read your stories and profiles but I guess I am a little uncomfortable about the whole bra thing especially when he has no breasts. I assume that if he thinks he needs one later, I will just treat him as I would a daughter and start him off with a training bra. I hope that is much later but we will take it as it comes I guess.
After selecting his intimates and a couple of cute nightgowns, I moved on to the clothing section to not only look for me a few things but to teach him about the differences in girl’s clothes versus boy’s things. He was of course fascinated and all ears when I was teaching him but he either was not interested in any outerwear right now or was too shy to go that far with me at this time. He was however, extremely interested in makeup. He watches me put on my makeup every morning so I should have known he would be fixated on it but until I walked him past the makeup area, I hadn’t realized that he was so interested.
I took his hand and walked over to the MAC counter and talked to him about what each of the products were for and which ones I thought that would look best on his skin. I also talked to him about skin care and eye makeup. I didn’t offer to buy him any makeup but I did tell him that I would teach him more at home if he was interested to learn all about it.
Essentially, it was a learning experience and field trip for him. I wanted him to learn more than anything else. Once guys truly see the extent to what girls go through in order to present the packages that they present, I could imagine that most guys would just forget the whole thing. In fact, there are quite a few women who could care less about all of it too. Those girls are pretty easy to pick out in a crowd.
Once we got home, we both changed into our nightgowns and watched television until bedtime. He couldn’t keep his hands off of his nightgown. I could tell that he loved the feel of it on his skin and who wouldn’t really. On Saturday morning, my husband took us to a B&B in the mountains near Helen, GA and we all had a very good time exploring the area and sampling the fattening Bavarian foods of the area. So far, he’s been very careful around his father, I know that a discussion with him is inevitable and that I should have it before I get caught but I admit that I’m more than just a little concerned with his reaction.
I think I last left you with he and I having a discussion about keeping his interests between him and I for now and that I would take him shopping soon to pick a few things out for himself. A few days later, I did take him shopping and he was able to find several things that he really loved. To be honest, they were a little more feminine than I was comfortable with at first because I was concerned that some of the feminine elements would be either visible through his clothing or that his own carelessness might expose them to his school friends. But even with my own discomfort, I totally supported his choices.
While in the lingerie section, I also asked him if there were any other things he couldn’t live without and he embarrassingly admitted that he would like a soft nightgown like the ones I wear. I could see him eyeing the other lovely things, especially the bras but he never indicated that he was interested in one so I didn’t have to have the first bra discussion with him yet. I know that some of you reading this adore bras as I have read your stories and profiles but I guess I am a little uncomfortable about the whole bra thing especially when he has no breasts. I assume that if he thinks he needs one later, I will just treat him as I would a daughter and start him off with a training bra. I hope that is much later but we will take it as it comes I guess.
After selecting his intimates and a couple of cute nightgowns, I moved on to the clothing section to not only look for me a few things but to teach him about the differences in girl’s clothes versus boy’s things. He was of course fascinated and all ears when I was teaching him but he either was not interested in any outerwear right now or was too shy to go that far with me at this time. He was however, extremely interested in makeup. He watches me put on my makeup every morning so I should have known he would be fixated on it but until I walked him past the makeup area, I hadn’t realized that he was so interested.
I took his hand and walked over to the MAC counter and talked to him about what each of the products were for and which ones I thought that would look best on his skin. I also talked to him about skin care and eye makeup. I didn’t offer to buy him any makeup but I did tell him that I would teach him more at home if he was interested to learn all about it.
Essentially, it was a learning experience and field trip for him. I wanted him to learn more than anything else. Once guys truly see the extent to what girls go through in order to present the packages that they present, I could imagine that most guys would just forget the whole thing. In fact, there are quite a few women who could care less about all of it too. Those girls are pretty easy to pick out in a crowd.
Once we got home, we both changed into our nightgowns and watched television until bedtime. He couldn’t keep his hands off of his nightgown. I could tell that he loved the feel of it on his skin and who wouldn’t really. On Saturday morning, my husband took us to a B&B in the mountains near Helen, GA and we all had a very good time exploring the area and sampling the fattening Bavarian foods of the area. So far, he’s been very careful around his father, I know that a discussion with him is inevitable and that I should have it before I get caught but I admit that I’m more than just a little concerned with his reaction.
By:
Cute30sMom
Age:
31-35
,
Female
