So sadly, I'm single. My roommate and I were a couple but he decided to cut it off because it wasn't exactly what he wanted. Dont get me wrong, the sexual relationship we have is down to a T, and honestly, I don't want to have sex with anyone else; but, the all around relationship was going no where. Me, I'm a young mother with a 2 year old to worry about. I want what's best for her and that is finding someone whos willing to be a father figure and help raise her. (her father is in her life and he's a great dad, we just do NOT get along). Anyways, getting ahead of myself. My current sexual status is HIGHLY satisfied.

 

My roommate, we'll just call him "R" for short, actually introduced me to this site. I came across it on accident actually. At the time I found it, we were looking into adopting a puppy. So I was going through my recent history and OF COURSE there was a shit ton of porn. Not a shocker, I'm just as guilty. So I got curious. I went through all the links and it was normal porn: double penetration, some of his favorite porn stars, and etc. Well, I clicked a link that said CD/TV, I didn't really understand what it meant but then I clicked it and it was transvestites and cross dressers, TO MY SURPRISE. I was shocked. I never really met someone, straight may I add, that was into it. Well my previous boyfriend, who is a retired army vet, opened up to me and said he was into shemales. Which didn't freak me out, I'm definitely not the type of person who passes ANY type of judgement. 

 

Anyways, he was actually signed in on his account. I started snooping of course, like a normal woman. I saw all his photos of him in his ex's clothes AND I GOT JEALOUS. OBVIOUSLY, he has been on imagefap since her and him broke up and OBVIOUSLY he has many chances to take pictures in my clothes. So in a nutshell, I was more upset at the fact that he was wearing her clothes rather than mine. Not a normal reaction right? Right. 

 

OH, let me just throw this out there, I've already caught him masterbating while wearing my dresses. I came home early and surpIrised him. Possibly the funniest thing that has EVER happened to me. BACK TO MY STORY.

 

Now my knowledge of his secret as been reinforced. He's into cross dressing and trannys. Now thoughts start going through my head: is he gay? Why does he do this? What's so sexy about this? I wanted to know all the answers. When I caught him in my dress that day, he told me it was his first time and he was curious. I just replied, "make sure to hang it back up. I don't want it to get wrinkled." so I'm sure my lack of freaking out! Was a sign to him that he can open up to me.

 

Well weeks passed, and I still know his secret and I want to approach him about it but I have no idea how. Eventually shit sorta hits the fan between us because I went to the bar with a coworker of mine, got completely shitfaced, came home, started pushing for a D3S (biggest fantasy btw), and then we ended up getting into a HUGE fight about how he doesn't want to be with me, he can't stand my kid, etc. but in the end....it was for the better. Now I'm sure that I shouldn't tell him I know. He might feel like he's being backed into a corner and he might lash out about it.

 

So a week later, R came home completely trashed from the clubs and he wanted to have sex. Me, I'm still very upset at the fact that we are not an official couple anymore so of course I said, "Get the hell out of my room.". He proceeded to take a shower. Well, I had to pee really bad so I went into the bathroom. Well I caught him AGAIN in one of my dresses. He said, "I'm embarassed."  I go, "Why? I already know. I've busted you twice, I saw your imagefap, there's no used to hiding it from me. I'm not upset, freaked out, grossed out, or whatever.". He came out of the sower and we proceeded to make out, while he was still in my dress. I unzipped it like I would do for a girl and undressed him. Sexually, I had no idea how I felt about it. I was aroused because it was R but I was confused because I just took off a dress on what I thought, was the epitome of man. Well I'm the end he ended up having whiskey dick anyways so we get out and dry off. He asked how I found his imagefap and I told him. He goes, "I left it up because I wanted you to see it." yeah. Ok, R. He probably was too stoned or drunk to remember to delete the history off my iPad. So we go lay down, and he starts talking about imagefap and explaining to me why people use it. And I struck an interest in it. So the other night I decided to start one up. I had every intention to make my identity confidential but me being drink, i was like FUCK IT. So now you know what I look like. And I must say, the responses I'm getting are quite nice. 

 

But I guess the epitome of this story is, my sex life is amazing. Ever since R and I opened up to each other about our fantasies, secrets, fetishes, it couldn't be any better. If you notice the photos in my gallery "Blowing my roomie", you can see him wearing my shoes. We have sex with him in my clothes/heels, etc. now we're just looking for other people to bring into our sexlife. 

 

.....maybe us breaking up could of been the best thing for us because, I couldn't be happier.