I have to admit, I never thought that i would lose my virginity to a guy. Being bi, I always just assumed I'd lose it to a girl since there are a hell of a lot more straight girls than gay guys. I'm surprised that I lost my virginity to a man, but that doesn't mean that I'm not happy about it.
His name is Matt, and he is amazing.
Matt and I had been friends for years leading up to this. He moved to my town when we were in first grade, but we never really talked until we were in third. He was actually my first crush. I didn't know it at the time, but he would easily be the main reason I discovered my sexuality. For the past fifteen years he and I have been best friends, hanging out at least once a week and frequently texting or calling each other, whichever is convenient at the time.
Now that I look back on it, I see all the signs. But up until yesterday, I was blissfully unaware to the fact that he liked me.
About four or five years ago, I can't remember, I came out to Matt as bisexual. He helped me through it all and was very accepting. He was always there for me, trying to be my wingman and find me a boyfriend.
Sadly, he isn't very good at it, but I guess that doesn't matter now that he's my boyfriend. Is he my boyfriend? I'm not really sure. We'll figure that out later.
For almost a year he's been crushing on me really hard, but I never realized until just now, one of the best moments I've had in a long time.
We were both at my apartment with another friend, Nicole. She graduated the same year as us and we even share a birthday. She hates admitting it, but I'll always be at least twenty three minutes older than her, a fact I was glad to remind her of on her twenty first birthday. We did what we always do whenever the three of us are together, played cards, video games, screwed around, and just talked. Around six o'clock Nicole told us she had to go.
"Work doesn't wait," she said, looking straight at me. "Of course you'd know that if you ever got a job, Ollie."
"Oliver's fine," Matt said, butting into the conversation.
"Mmhm," Nicole retorted just before leaving.
Matt and I decided that without Nicole around, there wasn't much we could do, so we just decided to watch a movie. I bent over and reached into a movie bin I keep by my TV. Matt sat on the couch, waiting for me to pick a movie.
When I stood back up and turned around, I couldn't help but notice that Matt quickly turned his head away from me. Was he looking?
I was wearing skinny jeans which were extremely tight, especially around my butt. They were tight enough that whenever I bent over, you could see the outline of my panties through the denim.
I never really liked wearing guy's underwear. It makes me feel too masculine, and that's not something I tend to enjoy. I find wearing panties to be a lot more comfortable and exciting. Yesterday I was wearing purple cotton panties. They were really soft and comfortable, especially around my crotch because they didn't require too much tucking.
Ignoring the fact that Matt may have just been checking me out, I walked over to the couch and take a seat next to him, folding my legs up to my side and sitting down leaning against the back of the couch in the seat directly next to Matt.
The movie began to play, and for the next hour and a half the two of us just sat there, watching the movie and occasionally making comments about what's happening. It wasn't until I woke up with my head on his shoulder that I remembered we were watching a movie.
Confused and worried that I made Matt uncomfortable, I quickly straightened myself up and apologized, looking at Matt who seemed a bit distressed and startled at my sudden movement.
"Why are you sorry?," he asked, looking at me as I blushed from embarrassment.
