You never forget your first time. - Sex Stories

You never forget your first time.

Although this story occurred while I was a minor, we shall assume I was 19 years old. Please enjoy! I changed my shirt about a dozen times that night. The red? The blue? Does it even matter? I was so scared that he would look at me and be disappointed. I had spent about six months talking to this big, burly guy, Barry, online and tonight we were going to meet. I didn't look at all like the skinny hairless twinks in porn, and I looked nothing like those beefy men. I was thin, but had a bouncy Hispanic bubble butt, which I hated at the time. I had some hair on my chest, but barely. My stomach was flat and hard, but my thighs were thick-ish even though I weighed 160 lbs at 6'0. In retrospect, my body looked great. (I'm stockier now.) Barry was 39 and burly. He was a landscaper who left his wife and k**s after realizing his exclusive preference for men. I told him that I had been with other men, but that was only half-true because I always chickened out before anal sex. Repeating my my pep talk all the way to the restaurant: "It's just dinner, nothing more" was the only way i could convince myself that anal sex was not on the menu. When I got to the restaurant, I saw the photo I had stared at so much come to life. He was 6'2 with saphire eyes that lit up the dank and dark restaurant. His dirty blonde goatee was scruffier than his photo, but I liked it that way. But, what drew in me more was his muscular yet chubby build. I know now that the term is stocky, but, at the time, I was ...

... drawn into this inexplicable feature. "Matthew?" he said. "Y-yeah, that's me," I said stuttering like a fool. He stood up and gave me a great big hug. I felt warm, confused, and hyper aware to his touch, it was unlike anything I had ever experienced. I slowly hugged him back. Noticing my nervousness, Barry asked "are you okay? We don't have to do this if you don't want to." I interjected quickly and said "NO! I was just... almost in a car accident. That's all, so I was a bit shaken up." I lied. "I'm really glad to be here, Barry." That was true. To comfort me, he rubbed his big calloused hands up and down my arms and said "That can be scary. I'm glad you made it safely." We sat down and had a great discussion about future goals, past relationships, and new experiences. We had been at the restaurant for over an hour, so I was beginning to wonder whether I should go home or if Barry had any other plans. "So... what's next?" I asked shyly. Barry smiled and with a laugh said "Let's try something new!" With a blush and a bite of my lip, I agreed. Barry called over the waiter. "We'd like 6 shots of Tequila, please." The waiter looked at me and then looked at Barry. Before the waiter could get out a word, Barry added "They're for me." The waiter left and returned with limes, tequila shots, and salt on a plate. I had never had a drink in my life, and Barry, in all his wisdom, gave me tequila as my first alcoholic drink. It tasted awful. Maybe, it was the sting of tequila or the fact ...