The Real First Time

The Real First Time

This story came to me when I was talking to my wife about losing our virginities. I started thinking about way back before I even got involved in trying to get into a girl’s pair of panties.  I had forgotten about the real first time I had sex. Yeah, wow! I thought. I lost my virginity to a boy. And not just any boy. As I remember he was hot.

It started off when I was quite young.  I was an early bloomer when it came to doing sexual things and knowledge of how things worked, but my body didn’t catch up to me for quite a while. Although I was really horny at an early age, I was always really skinny and had a big shock of blonde hair that I got teased for. I was called Blondie or Toe Head. But nothing fazed me much on that level. What I really didn’t like being called was “bones” or “skinny” on account of how skinny I was.  I wanted to get some muscle on me. I loved the look of muscular men. I remember looking at the back of the comic books in those Charles Atlas ads. I wanted a body like that.

Although I really liked the way muscular men looked, it never occurred to me that I felt an attraction for muscular men until that night when I had a sleep over with my best friend. He asked if his older brother could stay over. My friend, Ricky, had an older brother that we would hang out with from time to time. Ricky was a bit younger than me but Billy his brother was about my age.

Billy was more manly-like than I was. He had the start of some muscle and the girls really liked him. He even started to get facial hair and the trail to treasure way before I was sprouting hair around my nasty bits. Billy could be fun at times. He was a bit standoffish but when he wanted to do something his enthusiasm would want you to do it too.

Bill and I were getting giddy with lack of sleep that night and didn’t want to turn in but Ricky; his younger brother, had fallen asleep on the couch in my family’s living room. I knew I would have to get up early and get his ass out of there ‘cause my mum treated our living room like a museum. And us kids weren’t  supposed to be in there at all much less sleeping in there. Billy, (or what Ricky and I called him Wild Bill) and I pulled our sleeping bags into my families makeshift family room for the night. Really this was the garage next to the kitchen in my parent’s little condo. Everyone else had long gone to bed upstairs.

So alone in the family room,  Billy and I sat on top of our sleeping bags talking late into the night about girls that we would like to fuck. After a while he asked me point blank if I’d ever done anything with a guy. I looked at him and sneered, “Really? What kind of guy do you think I am?” He calmly said that he’d always thought that I was cute and that a lot of guys would really want to fuck me. I thought this over since I’d always thought it’d be a long time until I hooked up with a girl, but I never thought about a guy.

 Right at that moment he kissed me. I drew back, but his hand pulled my neck back toward him and I felt his tongue go into my mouth and instantly my cock sprang to life. After a bit, he let go of me and I stammered.

”What’d you do that for?”

He said, as he gently rubbed my hardened cock in the front of my PJs, “Hmm, it looks like you’re not too objectionable”.

Billy kneeled up on his sleeping bag and pulled his PJ pants down and his cock sprung up at me and he said in a husky voice, “You wanta suck my dick?” then licked his lips.

I felt like I was in a fog and couldn’t believe what was going on here, then remembered this is why Ricky and I called him his brother Wild Bill.  But now I was thinking he should be called, “Crazy Bill”.

“No, I don’t want to suck your dick; I can’t believe you kissed me.”

“Let me show you something”, Bill says and reaches over and pulls down my PJ pants in one fell swoop. I put my hands over my cock and balls and squelched a little trying to hide. “What are you doing?”

Billy proceeds to kiss from my chest down to my hands. And as I stopped moving away from him, he gently removes my hands from my engorged dick and breathes in my fragrance.

“Yeah, you smell good.” Billy says.

He puts the head of my cock in his mouth and sucks it a bit and then cups my balls with one hand and starts to stroke my dick up and down with the other hand while sucking on just the head of my cock.

I almost pass out due to the pleasure he’s giving me. (This feels so much better than the inside of a worn out sock that I’d been fucking for the last 6 and a half months.)

After a bit, I feel like I’m about to lose control and Billy stops and says,” Now it’s my turn”.

I shake my head at first but then I can’t think of any other reason not to try this since it felt so fucking good to me. So I bend down and lightly kiss the head of his cock. I notice right way that his dick is way bigger than mine and he’s covered in thick pubic hair. Even his balls are bigger than mine. I cup them in my hand and squeeze them a bit running my tongue up the shaft of his cock. Billy moans and that really turns me on so I grab it like I would my own when I jack off. I stoke him a bit and some precum dribbles out of the tip of his cock. I wipe it off with my wrist and continue to stroke his member. I don’t pull on his cock too long though ‘cause I don’t want him to cum all over my face while I’m down there. I’ve seen this in some still pictures on woman and it looks like a mess.

I lift my head and Bill looks at me and says, “Do you want to fuck my ass?”

I’ve never thought that a guy, much less my best friends older brother would be sexually enticing, but I’m thinking, shit, Billy’s fucking hot, I’ll give it a try.

“Sure,” I squeaked, “But I’ve never done anything like this before”.

“Well, of course, me neither. But I’m so fucking horny… I want to do fuck”.

Billy flipped over on his chest and tells me to get up onto his back and line my stiff cock up with his butthole.

I could feel his hot puckered hole under my dick but it wasn’t going to go in no matter how hard I pushed.

“Spit on it, spit on your hand and rub it up into my ass”.

Although I had just sucked on his dick it still seemed like it was too “out there” to touch his asshole so I spit on my hand and rubbed it on my dick. I spit on his hols and pushed my thumb in a tiny bit thinking that would be enough to lube him up. Aligning my cock up to his hairy hole I pushed but it still wouldn’t go into his ass.

“You know… can I try you?” He said as he slightly turned over.

“Well, um, Yeah I guess so” I said with out really knowing the full jest of what I was agreeing to.

“Here, turn over and lay down on your sleeping bag but put your butt in the air.”

I did as he told me and he pushed my legs further apart and put his legs up between mine to fit his dick right up against my hole. He spit on my ass and rubbed some onto his cock and tried to push up into me.

“Ow! No! No, Don’t! That hurts Billy, Stop!” I said.

“Hmmm, Fuck! Do your parents have anything that is really slippery?”, He said.

I turned over and looked up at him,”Well, whatever might be in the kitchen”.

The next thing I know Billy and I are looking in the pantry for anything that maybe used as a lubricant. At one time we bash into each other and he nearly knocks me over but grabs me quickly to stop me from falling down by half of an ass cheek. He leaves his hand clutching my ass and says, “God, I want to fuck so bad. He whispers to me. “And your ass is so fucking fine”.

This makes me smile because I’ve never thought of myself as sexually attractive in anyway shape or form. Now I know, I can be attractive to hunky young males.

Billy looks into my eyes with half my ass in his hand and I think he’s going to kiss me again and then it comes to me… Butter!

I walk out of the pantry open the fridge and grab a stick and show Bill our solution.

Back to our sleeping bags with a shit ton of paper towels, I lay face down and Billy grabs a bit of butter and rubs it up into my ass with his fingers. The feeling is chilly, weird, and slimy and makes me fucking horny with anticipation.

Billy slathers some butter on the tip and length of his cock and lays down over me grabbing his cock head and pushing up and down my ass crack feeling for my pink puckered hole.

“Oh, there it is”, As he pushes a bit into me. I’m blown away how lubricant can make this whole thing really work. And it does, it feels like the head of his cock actually fits into me.

After pushing just that bit of cock into me, my inner ring stops him from going any further and I tell him to hold on a bit. But in typical Wild Bill fashion he says” OK “, and then pushes up into me forcibly and I almost come unglued due to the pressure and pain he’s putting on my back door.

“Fuck!” I yelp out between clenched teeth.

“Shit I’m almost half the way inside you, Cool”, Bill moans cluelessly.

“No it’s not fucking cool, you idiot!. This hurts. Get off of me”, I say hoarsely.

“Wait! WAIT a minute”, Bill says, ” Just give it a minute… and you’ll get used to it, then it’ll feel incredible”.

Bill stops moving and low and behold the wild man is right. I start to feel OK about the pressure inside of me.

A matter of fact it starts to kind of feel better than just OK, just a full feeling, kind of weird, but good.

I move my butt around to get the whole feeling of his cock and the girth in there.

“I’m going to start to move a in and out a little, OK?”  He moves real gently and I push my ass up a bit and… yeah, it does feel pretty damn good. He’s only moving a little bit at a time but it’s really hitting something inside me that’s starting to make my dick get hard again.

Billy starts to push harder and he’s making manly grunting noises which are turning me on.

Just then he pulls out and I feel a complete emptiness that I want filled up again.

He says, “I think we need a little more butter.”

 “Hey, I was starting to get into that. Put your dick back into me”

”Ha!” “Yeah, I knew you’d like cock in your ass, I just knew it. You’re a cock slut!” Then he smirks and says, “Wow! This smells good.” Billy remounts me and starts to push into me deeper. “I didn’t think your ass would smell that good. Maybe next time I should eat your ass out!”

“Gross, I think to myself”, and shake my head back and forth wondering what a dolt Billy is.

Billy is really pushing his buttery big cock up deep inside me and I’m pushing back at him to see if I can get his full length into me. God, it feels so sexy and slutty.

With his cock buried deeper and deeper in my ass,  I start to make moaning noises. It’s almost like it’s coming from someone else but it just feels so fucking good. I push back into him even harder and he starts to hump a bit deeper into me on his thrusts. I can feel that he’s fully in my ass now. All the way up to his pubes.

Wild Bill starts to live up to his name and says, “Fuck yeah”! As he pushes into me harder and harder, holding my hips with both hands so he can plow into me as hard as he wants. There’s a sticky sound due to all the butter we used but neither one of us cares. We‘re both lost in the complete passion of the moment.

“God, this is good. I knew your ass would be nice and tight to fuck.” Billy’s leaning into me growling in my ear with his heavy breathing sounding like some kind of animal in heat. I myself was trying not to moan too loud as he pushed faster and faster, again and again into my upturned ass.

“Oh, Fuck I think I’m going to cum. Shit!!!” He says.  I’m still blown away by the sensations that I feel inside my ass and then Wild Bill pumps rope after rope of hot cum into me and I can feel him loading me up with his cum. It’s weird and yet fucking hot. It makes me let loose and I cum onto the sleeping bag below me with just the sleeping bag rubbing on my dick.

After this we were so fucking spent that we fell asleep on the outside of our sleeping bags and in the early morning we rolled up our bags with butter and dried cum everywhere only getting into trouble by my parents for letting Ricky crash in the forbidden living room.