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Chapter 2 by Shadow Shark Shadow Shark

What happens next?

Get ready for his date with a black man behind his boyfriend's back

Going to my closet, I scan through what I have for tonight's date, and think back on a memory from my last year of high school. With some courage I came out as gay to my class, only for the bullying to increase. Like I mentioned before, Pops helped me embrace my feminine side by crossdressing and it was helpful in getting through after that experience. I even made friends with fellow femboys on forums. In college I was able to find other gay classmates, though I never revealed about my crossdressing at first, but when I do it was always something that they weren't into. Some gave me a chance, but still didn't last.

Throughout my college years and short-lasting boyfriends, I became more confidant in dressing up. To the point that I started going out crossdressed, enjoying the attention I drew from men. Single men, married men, hot men, average men, ugly men, men would gape at me as I walk down the streets, sashaying my ass for the world to look. This newfound enjoyment lead me to going on one or two dates with straight guys, fooling them into buying me gifts, taking me out to dinner. And if I hear anyone saying I'm basically conning them, nope, nah, that is a lie! I'm not some conman, I'm simply... providing them entertainment. Yes, I'd go with that excuse. I mean, no, nothing wrong with what I'm doing! Besides, it wasn't like I was robbing them.

Though this all changed when I met David Burton last year. He's the handsome, athletic, cliche, popular guy as seen on TV. I ran into him at a cafe, when I was out with one of my dates. Something about him made me end it early. We were able to converse easily and he shocked me when he said that he knows I'm a man. Thinking that it was going bad, I stood up, and was about to run off, but he grabbed my wrist and said that he doesn't mind. From then we started to hang out, and not long after we started going out.

One year later and our relationship has been the longest one I've been in. We've had our ups and downs, though the main complaint I have is my dad not liking David. He's a nice, respectful guy, and Pops gets all grumpy and rude whenever he comes or I mention him. Honestly, Pops has never liked the fact that I've dated and am dating. In his words, "I just don't want my Blossom," using his cute little nickname for me, "from being defiled by these no good horndogs! They don't know how to treat you! I bet they won't be able to fuck you good!" With the last part always embarrassing and angering me.

Every time I think back on these things, I remind myself that since dating David, Pops has started acting weirder than usual. Sometimes at night, I'd wake up and see a shadow standing at the end of my bed. Always scaring me, but I never bother saying anything. Though, right before I fall back to sleep, I hear some zipping noise. Every morning after, I wake up and find my blanket off, stains of white jizz on my thighs and sometimes on my panties. I ignore these, slightly afraid of what is actually going on. Pops would also sit closer to me whenever we watch TV, placing his hands on inappropriate spots. He would even suggest that I should just stay in my panties and bras at home, not bothering to put on shirts or pants.

I shake off these weird times with Pops and continue to struggle on what I should wear for my date. Despite being in a loving relationship with David, I didn't want to stop conni-I mean entertaining other men. One such man is my date for tonight, a black man named Abraham. Wasn't much of a talker, when we met a few days ago. He seemed to be a silent, brooding man, with how serious and stony faced he looked, but that just made him more handsome for me.

How does Triss dress for the date?

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