Anal Lube

"Dear Housewife,

Hi, I got a "prostate pleaser" from Adam & Eve toys and I have a couple questions about it.
Since I'll be the only one using it I don't need a condom, correct?
Also, if I don't have any anal lube here, what could I use instead? Is Lubriderm a good idea?
I don't want to pick the wrong substitute and have it sting.

Thanks :)"

Sex Toys and Cross Dressing

"Dear Housewife,

I am a male of 25, and was a virgin until I met my girl friend. I am very much in love with my girl friend who is 32. We both look a lot younger than our ages. 
We have sex once a week . I have always been on the bottom never wanted to be on top. I have always enjoyed  her being on top because of her long hair and breasts being all over me. Besides she is taller and stronger then me She is one of those tall strong girls you see out there.
But she says I act like the woman in bed. Plus I can't be on top, it's too hard for me.
My legs and arms look so weak to hers. I always fall asleep with her still on top after I am done inside her. She wants to use a strap on sex toy on me too. It sounds fun but will this kind of sex toy hurt me?
I am average height but sort of petite build for a man and need my glasses. She is very pretty and tall.

Because of my smaller size she said I could pass as a women in stores with the right wig and make up. I do cross dress a home at times should I tell her about my women's clothes at home?
I love it when she wears a dress during sex too.. Do some women like to transform men to women?"