This will be the first part in my stories about a friend who ended up being my first experiences with a guy. I'll explain this exactly as it happened, no shortcuts, no speeding up. While our names are different, I'll be calling myself Chris and my friend's name will be Mike.
A little back story; we have a group of friends who have hung out as a group for years; 6 or 7 years to be exact. We're all in our mid to late 20's and met playing in a local hockey league, but have since been more of the group to enjoy hanging out after a game, or watching football or hockey at a bar on the weekends. There were anywhere from 3 to 8 of us hanging out each time, hardly ever just two.
We would often over do it at a bar and were regulars, so we knew all of the staff. Several have dated, or at least hooked up with, some of the waitresses, so it was always a topic of conversation among everyone. We were also known to 'close the place down' at 2am on a weekend, and sometimes on a weekday.
We'll begin our story on a Friday night over the summer as the night was starting to draw to an end and everyone was getting their checks. It was Myself, Mike, and two other guys John and Anthony.
*****
"Damn, my uber is pulling up, someone sign for me" Anthony said as he started to spring out of his chair to run out. At least he paid this time, he usually has to 'run' and someone gets stuck with his bill.
"I got it!" shouted Mike as he laughed "Waitress is gonna love this tip!" Mike joked as he leaned back in his seat.
"I coulda just given him a ride, I only had a few" John said laughing back at us "He's kinda on the way anyway."
I laughed a bit and then realized I needed to get an uber too "Actually how about you just give me a ride!" I joked, knowing I was out of the way, but also only living 5 minutes away, it really wasn't a crazy ask.
"Better you than Mike, he's like 30 minutes the wrong way" John said "Did you get an uber?"
Mike commented "I'm waiting for it to go down, it's more than my tab to get back home."
I looked over at Mike and laughed "Dude, you always crash at someone's place, don't act like you're Ubering. You coming with me or John?"
"Well shit I guess I'm giving at least one of you a ride" John joked as he signed his name
"Actually, can I stay with you Chris? My car is here and you're way closer than John so I can come grab it in the morning" Mike said as he signed his check, and then responsibly signed a reasonable, but still generous, tip for Anthony.
"Yea sure, fine by me" I said looking at John "Is our Uber approaching?" I sarcastically commented.
**
The car pulled up as Mike and I got out and headed to the front steps to walk into my house, a decent size house for living alone, it was two stories with 3 bedrooms, one which I made as a home office on the second floor, sharing a wall with my bedroom.
"Thanks buddy!" Mike yelled to John as he was pulling away "Anything cold?"
I looked at Mike as I was unlocking the door "Are you even asking?".
We walked in and went straight to the kitchen to crack a beer. "Damn did you see Jessica tonight?" Mike commented as we leaned against opposite counter tops to chat as we sipped.
"Dude, blonde. Good call. She was hot before, but holy shit now!"
We continued talking nonsense for a while, on our second beer now pretty quickly. "Shot?" Mike said, always the instigator.
"Sure, tequila or vodka" I joked, knowing Mike hated tequila. Not waiting for his answer I was already moving quickly, pouring two shots into shot glasses. Mike didn't even react other than a laugh as he grabbed it, we cheersed and then they were down the hatch.
After some more chat and another couple of shots, now after 3am, Mike commented "You really like Jessica blonde, huh? You usually like brown hair!"
"Man I know, but sometimes a good blonde is just something else." I had really no defense because he was right, it was uncommon for me.
"Gotta admit, I've been liking brunettes more than I used to lately myself!" Mike confessed.
"Really, what did that to ya?" I asked curiously as I handed him a fresh can.
"Carie, thats who" Mike said laughing
"Who the hell is Carie?" I asked, knowing we knew nobody by that name.
"Porn, she's so damn hot and I got into her, and she's got brown hair. Kinda got me noticing it more." Mike gave a pretty thorough explanation as he elaborated more.
"Damn, she must be pretty damn hot if it got you switching, you've always been hardcore California blonde above all else." I commented back as I expressed how impressed I was at his sudden switch in hair color preference.
Mike propped up "Grab some extras and I'll show you her up stairs." Mike sounded proud of his find.
"Sure" I remarked as I grabbed two more unopened cans out of the fridge, knowing he meant he'd pull her up on my PC in my office.
We got up stairs and he sat in the chair at my desk and I kneeled down next to him as he started searching her up on Google. He was right, she was smoking hot.
"Wow, she is hot, damn, she really switched ya huh, impressive" I commented, sipping as we scrolled through pictures of her.
"Alright who's got you going lately?" Mike said back as he swiveled the chair to stand up and let me take his spot.
I stood up and sat down "I won't tease ya like you did to me, I don't just google, I download!" I said, knowing I had a good 50+ videos downloaded into a hidden folder on my PC. I started to look through, looking for a specific video of two petite girls who shared a double sided dildo. I pulled it up and showed him parts of it, as we sipped our beers, commenting on the girls.
"Damn, alright alright, you win, they're hot. Better quality too!" He said laughing at my download versus what he can search for. "What else ya got on here?" as he was kneeling next to me like I was when he was in the chair
"Lots, all kinds, just pick one, they're labeled" I said as I sat back a bit and let him grab the mouse to select one. He went one by one through a few, reading the description in the file name before opening, disappointed that the names didn't help preview what the girls really looked like.
"What about these?" he said as he scrolled by a few named simply with numbers, highlighting one and about to open it.
"No not those ones" I said as I went to go grab the mouse, now remembering I had actually used my webcam to record a few videos of me... enjoying myself. Mike pulled the mouse into the air out of my reach, with one of the videos selected and highlighted, but the cursor drifted away, so I signed a little relief as I was reaching for the mouse.
"Why not what's wrong with those ones?" Mike inquired, confused. "Let's see!" as Mike outsmarted me and simply hit 'Enter' on the keyboard. Next thing you know the video player opens up and there I was, naked and hard, on the monitor, stroking my cock. "Oh shit!" Mike laughed as he looked over at me "Got it!" he said now acknowledging why I didn't want him to open the videos.
The video rolled on about 20 seconds as we paused a few uncomfortably and he brought the mouse back down and closed the window. I took a big gulp and then grabbed my beer and took an even bigger one.
Mike broke the silence "Think that calls for a shot!" as he got up and laughed, making light of the situation, as I laughed and we headed downstairs. "Didn't have that on my bingo card!" Mike joked.