A gay sex stories: Let’s Find Out
It all began in high school. My best friend and I were both born in October, and so, had already turned 18. We were also both shy and considered ourselves losers because we were both still virgins – completely untouched, to our dismay. Still, we were interested in sex, and so, were secretly looking at my dad’s ‘hidden’ stash of porn. Dean held up the comic he was looking at to show me the page depicting a man and woman having sex. As I looked it over, he let out a morose sigh.
“I wonder what a blowjob feels like,” he said.
I focused on the picture of a woman with big tits giving an overly hung man a blowjob and couldn’t help but wonder that myself. I looked down and to the side so that I’d seem almost uninterested. “Let’s find out.”
“Uh-huh, sure, and how exactly are we supposed to do that? Just ask the neighbor lady?” Dean asked a bit sarcastically.
“Well… We could show each other…” I murmured in a soft tone to hopefully hide how scared I was.
Dean was silent for a moment before he replied. “Yeah… we could…”
That first time was all kinds of awkward, but also, felt so damn good that we kept on doing it every chance we got. It was a little after graduation when we flopped onto his bed after getting each other off and I stared at the ceiling in thought. Should we keep doing this? I mean, shouldn’t we be finding girlfriends to do this sort of thing with?
“God! I wonder what sex feels like!” I blurted out as I debated my various options for girls who might be interested.
“… Let’s find out…” Dean murmured after shifting so that he was laying on his side and facing away from me.
I pressed my lips together and thought this over for a long moment. “Yeah, but… if we did, it wouldn’t be like sticking it in a girl. We’d have to be a lot more careful. And even then, which of us would actually want to take it up the ass?”
“Would you want to, Matt?” Dean asked, looking over his shoulder at me.
“…… I guess I’d try it, but only if you tried it too,” I murmured, feeling equal parts curious and scared. But I suppose that my curiosity outweighed my fear, because I actually would go through with it if he wanted.
I’m so glad that we took turns, because neither of us really knew what to do to make the receiving part feel good, but the giving part felt really, really nice. Nice enough that it was our new favorite thing to do, despite the bottom role being something neither of us wanted. We simply took turns suffering through the bottom so that we could both have fun with the top role.
Until several years later when we were in college. We not only shared a dorm room, but we’d found someone to tell us some really useful advice. Advice that – upon reflection – SHOULD have been obvious…
Lube. All it took to turn the bottom role into a fun and pleasure-filled ride was to add a lot of lube and do some basic preparation. Mainly fingering to stretch and soften the otherwise tight pucker.
“I almost miss the pain,” I joked as Dean pushed inside me.
He chuckled and gave me a kiss. “Not me! I am SO glad we figured out how to minimize the pain!”
Rather than answer, I moaned and rocked back towards him to encourage him to pound me already. Now that we knew what we were doing, this was seriously the best feeling in the world. I honestly couldn’t get enough of having a big, hard dick inside me, stirring me up and making me melt.
So, normally, I was so into it that it really didn’t take much to get me off. This time… I was distracted. My mind was elsewhere. I couldn’t stop wondering about something, but once again, I was a little afraid to just come out and say it.
Dean must have noticed that something was wrong, because just when he started making that noise that let me know he was about to cum, he stopped completely. Confused, I twisted my head to look over my shoulder at him. “Something wrong?”
“Just you don’t seem to be into it today,” he stated.
I pressed my lips together and took a deep breath before sighing. “It’s just… I wonder what it would be like… to be tied up and blindfolded,” I admitted a bit hesitantly.
“Oh! Is that all?” He exclaimed in relief. Then he smirked. “Let’s find out.”
Trying not to seem eager, I waited for him to pull out, and then sat on the bed as he rummaged through our stuff. Soon enough, he’d found the mask I sometimes wore while sleeping to keep out the light while he was studying – and vice versa. He’d also pulled out the tie he’d worn to his grandfather’s funeral. Once those were in hand, he came back over to me and used the tie to bind my hands behind my back. Then he put the mask over my eyes.
“Wait,” he murmured to himself as he must have looked at the bed. “On your back would be awkward and might hurt your hands, and since you can’t use your hands, on your hands and knees would be hard too. I know!”
I could hear him moving things around, and then he pulled and pushed me until I was laying face down over what felt like a small mountain of pillows.
“Hey Matt?” He asked.
“Yeah?”
“I feel that tying you up and blindfolding you isn’t really that different from when you are on your hands and knees with your face buried in the bed, so how about I spank you too?” He suggested.
I felt my throat go dry and had to swallow to wet it. “Yeah? Like… a little bit here and a little bit there… to keep me guessing?”
“Exactly, since you can’t see it!” He confirmed in excitement.
My blood felt strangely thick in my veins. “Yeah… I wouldn’t mind…”
Probably not knowing exactly what to do, he started with a basic spank – the palm of his hand somewhat softly striking my right butt cheek. But then I think he got distracted, because he caressed my entire ass for a few seconds before gently biting my left cheek. His right hand wandered down to fondle my balls for at least a minute.
Suddenly, his right hand slapped my butt again. This time, there was enough force to make it sting just a little bit. I gasped in surprise before moaning in anticipation of the next ‘attack.’
Pain wasn’t really my cup of tea, but I could tolerate a little bit. Still, it surprised me just how much I liked it when he smacked me in random places. It was like, somehow, the anticipation made it feel good. It made my breath catch and my body tingle.
He would hit me, and then he’d caress me. He licked up my spine and bit me all over. I kept shuddering and squirming – and before I knew it, I was gasping, panting, and crying out incoherently. I became a babbling mess even though he wasn’t actually inside me.
Somewhat abruptly, he pulled back and rapidly smacked me all over my back and ass. Then he followed that up by giving me a light and soothing massage. I swear to God that I was so close to an orgasm that all he had to do was blow on my shaft and I’d probably lose my load.
Instead, he covered my body with his so that he could gently nibble on my ear and whisper: “I learned something in anatomy class. Apparently, men have a spot that can feel really good, almost like a woman’s orgasm. My Professor was being a creep by pretending to joke about it, but he was actually trying to talk the women in the class into believing that this was something they should do to their boyfriends – or maybe practice on him. Either way, I’ve been dying to give it a try…”