Try for tough

You scroll through, wondering if your outfit choice will actually have any effect on the game, or if it is purely asthetic. Figuring you might as well assume the former, you attempt to go with what at first seems a tough looking outfit. You thought you were choosing a leather jacket, jeans, and combat boots, but after you hit accept and looked down at yourself you realized how it was all slightly off. Your leather jacket was a feminine half cut, leaving your midriff exposed and going just past your elbows. Your jeans were extremely tight, hanging below your hip bone and perfectly outlying your package and bubble butt. The boots were the only correct item, but with how feminine your outfit was it didn’t much help.

Seeing yourself like this did make you blush slightly, and started hardening your bulge painfully against the tight jeans. Despite the material though, it felt like your cock was rubbing against a much smoother fabric, meaning either a glitch in the VR or more likely your outfit came with feminine underwear as well...

You look away from the mirror, trying to calm down before you leave the room. You remind yourself the goal of the game is to dominate another into being a sissy, not being one yourself. Besides, you don’t know exactly how much you would suffer in a loss before the game released you.

Finally somewhat calmer, if still nervous, you exit your bedroom. Outside your door is a maid, smiling widely and greeting you with a courtesy. “Good morning Sir! Happy Birthday! The Mistress of the house awaits you in the library, and I was told to escort you to her at your earliest convenience. But if Sir would prefer, now that he is of age he may fully utilize any of the staff to his desires...”

Well it’s obvious what this maid is hinting at as they lick their lips. Though beautiful and feminine, you realize this must be a sissy servant. Using her wouldn’t count towards winning, but it would certainly feel good...