Eric was a well-built man just finishing up his college life and getting ready to move on into the real world. He had a job already lined up and planned on moving out of state in the coming weeks but was moving home in the time to prepare himself. It worked out as his younger brother just finished up high school and was going to be traveling for the next month. It would be just him and his dad.
Their mom left them a few years back. Dad never said why but he seemed more ashamed than angry but Eric and his brother, Dan, never brought it up and they didn't want to upset their dad. He was a fun guy, in his 50's but certainly didn't look or act like it. They talked a lot while he was away at school but for the last few school breaks, Eric didn't return home to prepare for his job after. While Eric was a great business man during the day, he found a side of him that he loved even more.
Eric had become a very secret crossdresser at night. He loved dressing and going out. Teasing guys when they had no idea of who he really was. He even hit on his own friends one night and they never even realized.
"This is great," Eric thought. "I really am convincing!" Through an app, he meet up with other crossdressers and they hung out, dancing and drinking. But recently Eric started to want more. He wanted to actually be with a man. He was nervous about what would happen if the guy he fooled would be angry about it.
"Eventually," he thought. Once he moved back home, he hid all his dresses, wigs and makeup so no one would find it. He still planned to go out some nights. He found the perfect night when his dad said he would be going out with some friends. "Nice," Eric said. "So am I."
"Just a couple of guys going out on the prowl then," he laughed. I guess that was his hint of, don't wait up for me if I'm not home.
"Oh yea," Eric said. "Definitely would like to have some fun tonight." And he wanted to. Eric planned on finding the right guy to fool around with. He knew there was a gay club nearby and even if he dressed, it might be easier to find someone to actually be with.
Eric's dad left first giving Eric enough time to dress and do makeup. He did his makeup perfectly, his dark eyeliner and red lips standing out from his blonde curly wig. While he was about 5'9 normally, his black heels gave him a few more inches. He tucked his completely shaved cock into some lacy panties and squeezed into a tight-fitting black dress. He made sure it there was just enough cleavage showing.
Even he at time couldn't recognize himself. He smiled to the mirror and headed out. Tonight he went alone without any friends. If he found a man, he didn't want anyone else to get in his way. Inside, Eric got a drink and quickly made laps around the room.
"So many sexy guys here," he said to himself. Before he could talk to anyone, he needed another drink already. At the bar, he already had some interest.
"Looking very sexy baby," the voice said. He looked to be a few years older than Eric but dressed a little outdated. Still, Eric loved the compliment.
"Well thank you very much," Eric smiled back. "You look very good yourself."
"I try. Gym is very important," he bragged. So is style Eric thought but he didn't want to be rude. "I'm Tim by the way." He put out his hand. He shook it.
"Heather," Eric responded.
"Listen, I don't know if you are free but I'm with a few guys who would love to meet you," Tim said. Eric was taken back. He didn't expect so much attention. Did they know he was a crossdresser? Did they care? Should he tell them? He started to get nervous at the thought of it.
"That's very nice but I think you should know I'm-"
"Not a real girl?" Tim laughed while he interrupted. "You're in a gay bar. I just assumed and hoped. At first we thought you were a real girl and almost didn't come over." Wow, Eric thought. This was much better than he thought. They didn't care. They even hoped he was a guy. Maybe this was going to be a good night.
