Hot Little Stylist
With the "situation" going on, I've found it really hard getting around and getting things done. Even getting my haircut has kind of been an exercise in aggravation. The place I usually got my hair cut closed down, so on a whim, I decided to go to the mall & visit the place my ex used to get HER hair cut.
I get to the place and sign in with the receptionist. The pleasant young lady told me "Jamie" (not his real name) would be with me shortly. After about 15 minutes or so, I hear my name called by Jamie.
I'm in my late 40's, about 5'9" and go about 190 lbs. I've been told I have handsome, masculine features. I'm good with that.
Jamie was, in a word, cute. About 5'7" tall, slender and with the kind of spikey in the front, bleached blond hair. He had on a neat black pullover under his black stylists apron and these pants which were tight on his little butt coming down to just above his ankles. The purple socks separated his black pants from his black driving moccs. Yes, I've had a bit of time to analyze this appearance. His slender features were a turn on and I found myself not so subtly checking him out.
Anyway, We get back to his chair and asks me what I want, and he gets busy with the spray bottle, comb and clippers. He proceeds to tell me he's finally gotten his own place and how much he likes living alone except for being lonely. I let him know I empathize completely.
He'd said he and his long-time relationship had ended a couple months previous and he was trying to get the hang of being single again. He was unclear about his relationship/lifestyle but he had a bit of an effeminate way about him. I generally try not to judge, but I had a feeling maybe he, like me, might be at the very least bi.
I mentioned how my girlfriend and I had parted company almost a year previous. I also mentioned how I was on my own and that video games and my rediscovering running was how I was keeping busy. He mentioned I must have been cold running in the winter with the snow, wind, etc. I explained how I wore runners tights with shorts and some other cold weather gear and it helped. It dawned on me later he was trying to check me out under my apron. The "well, it seems to be working" comment should have been a clue, but I guess I was dense that day.
Going back for what turned into what felt like an extra long shampoo/scalp massage could have been another clue. Again, dense me was just happy to have such a relaxing experience.
We got done at the sink and back to his chair where he offered and applied some product to my hair. I have to say, he really did a good job. When he was finished, I paid the exorbitant "salon price" and tipped him nicely. The smile, long handshake and eye contact was the clue I finally caught onto. I was actually kind of stunned. Like, OMG, he was into me.
Feeling kind of good about myself, I walked around the mall a bit, grabbed a bite to eat and headed out the door. I start making my way over to my jeep when I see this familiar-looking huddled figure dressed in black with their hood up. The snow had started to fall along with the temperature. Realizing he might just be in a tight spot, I walked over and gave him a "hey, what's up?"
I think I startled him as his head whipped around and he looked at me with wide eyes.
"I think my battery is dead!" He said in what sounded like a close-to-tears voice.
I asked if he needed a jump, and his eyes softened and he smiled.
"Oh, my God, you're a lifesaver!" He said.
I walked over to my jeep and proceeded to pull around and we hooked up my jumper cables and got him going. He pulled the furry hood of his jacket back up and looked around and said "man, I hope I make it home through this!"
Before I knew it, I had offered to follow him home.
"Would you?! I mean I don't want to put you out, you've probably got somewhere to be..."
I kind of felt bad and was like 'nah, it's cool. I'll at least follow you back.'
So, he pulled out and I followed him for about a 20 minute ride back to his apartment building. He parked and got out as I pulled up behind him. I kind of smiled at him and asked if he was alright from there. He looked kind of sad.
"I've got beer up in my fridge if you're interested? I mean, it's the least I can do." He said.
All at once I got a tingly feeling. You know, that little feeling you get when you realize something might be going on? Yeah. That one. I told him that actually sounded great.
So I parked then followed him through the front doors into the lobby and into the elevator bay. This was a really nice place I was thinking to myself.
He hit the call button and thanked me again for helping him out. He explained didn't have any roadside service and his parents were out of town. All at once, I realized he really was on his own.
I told him how I'd been helped out in the past and was happy to help him.
"Yeah, but who knows HOW long I'd have been out there if you hadn't come along?!"
True.
We got off at the 5th floor walked down the hallway and got to his apartment. Through the door, we got into his place and he turned on the light. The kid obviously had style. Nice looking artwork and stylish furniture were on display. I must have looked surprised.
He smiled and said "it's not much, but I'm trying to make it home."
I disagreed about it not being much. I'd have happily lived there and I've made what I think is a nice house! He then went to the fridge and grabbed me a beer.
"I'm still fucking freezing! I'm gonna get in the shower, so make yourself at home" he said as he started down his hallway.
I sat down and turned on the TV and found ESPN. After a minute or so, I see a white, fluffy looking robe head into the bathroom. He smiled over his shoulder at me as he made his way inside and turned on the light. I heard the water go on and it seemed kind of loud. After a couple of minutes I went to turn the volume up and I realized he'd left the door open. Umm, final clue. I realized just how excited I was when I put my beer on his end table and kind of crept down the hall and into the doorway of his bathroom.
His white robe and a little black thong was on the floor.
I was ultra nervous as I opened his glass shower door and went to ask him if he wanted company. He looked at me and smiled and told me he was beginning to think I wasn't coming. Game on! I pulled off my jeans, socks, boxer briefs and waffle shirt and got in with him. Holy shit, this was happening!
His little body was completely hairless!! I got under the water with him and we began to furiously kiss. Tongues exploring, hands wandering. Almost immediately, I felt my cock starting to stiffen.
Now, I'm not going to make anyone forget any porn stars with the size of my equipment. I'm maybe a hair over 6" and modestly thick. Probably a bit over average. I started to stir and apparently he noticed.
Jamie's hands found my cock and was slowly stroking me. I felt myself fully stiffen as he pulled me closer by my cock. Reaching down, I grabbed his little butt, slid a bit down his leg and pulled it up. He wrapped it around the back of me (this is a HUGE turn-on for me!!) and we kind of bumped, off balance, into the cold tile wall. I put my leg up on the inside of the tub with his leg over mine. Pushing myself into him and kissing his neck I heard him gasp. I really liked how this was going!
I felt him squirm a bit, so I loosened my hold on him. He got down on his knees in front of me, my cock in his hand.
"I do REALLY good work down here," he said with a smile.
He wasn't kidding. In one motion, he had me balls-deep in his mouth with his tongue licking the underside of my cock where it meets the balls. If you have never experienced warm water running all over you in the shower while receiving an amazing blowjob, I HIGHLY recommend it!
His head slowly bobbing up and down, gentle suction on the way back down was absolutely amazing! I'm not sure how long we were in there, but the water started getting cooler.
"Shit! Out of hot water! I need to grab us some towels" he said as he stepped out of the shower.
After turning off the water, I finally got a look at the front of his naked body. Again, hairless. His cock, maybe 5" was pointing dead north. I smiled, knowing he was as turned on as I was.
I was trying to hand squeegee the water off me as he came back with a fluffy blue towel. He was quickly drying himself off as I was kind of taking my time. I smiled at him and told him to relax.
He told me it felt like forever since he'd had someone to be intimate with and he was just excited.
I was like "Easy! We have all the time we need."
He went into his bedroom as I continued to dry off before hanging my towel on his bathroom door knob.
I wandered naked into his slightly dark bedroom and realized he had lit a bunch of candles. He had turned the lights off, pulled down the covers on his bed and was laying on his side wearing nothing but a smile as I stood in the doorway just kind of looking at him.
"Waiting on one" he said with a smile.
I wasted no time and jumped into bed with him. We resumed our furious kissing, complete with roaming hands and his legs sensually rubbing on mine. I was hard enough to cut glass at this point and was wondering how we were going to transition into where I really wanted to be-BALLS deep in that shapely little ass!
Breaking our kiss, I asked him how far he wanted to go. He told me if I was willing to wear a condom, "all the way, daddy."
THAT was unexpectedly HOT! I thought to myself how it wasn't ideal, but I applauded him for thinking clearly. I, coolly as I could, told him It sounded fine.
He crawled over to his far nightstand and pulled out a rubber and handed it to me. He also had a little blue plastic syringe with a little blunt end, filled with lube.
"Wanna do the honors?" He asked me, handing me the lube shooter.
I quickly got the wrapper off the condom and successfully slipped it on. He got into a face down, butt up position. I was really starting to like him! I took the syringe and positioned it at the opening into his butt. I pushed the plunger a bit and was greeted by a bit more lube than I expected. I was like "Shit!"
He replied back, "God I hope not!" We both started to laugh.
Getting back to his smooth little hole, I started to massage his opening with my thumb. He moaned a bit, telling me it felt amazing. I took a bit more lube from the syringe and slipped the tip of my thumb in. "Go slow! Go slow" he said as he kind of kicked his feet on the mattress.
I kind of chuckled and told him "I got ya, don't worry."
More lube, a bit further inside him. Soon I was effortlessly sliding in and out of him with my thumb.
"You ready for me, now?" I asked him.
"SO ready, daddy." He replied.
This was REALLY hot. He slid down a bit and I positioned the tip of my cock at his opening. I took the syringe and blopped a bunch more lube on my condom-covered cock. After distributing the lube with a quick stroke of my cock, I took my thumb and pushed tip of my cock slightly, watching it disappear inside him.
"Slow, daddy. Take it slow!" He moaned.
I pushed a bit and felt the head of my cock slip in.
"Mmm, that's nice." he said.
After pausing a second, I gave a little push. A little more slipped in. He got up on his hands and pushed back against me a little. Before I knew it, the entire length had slowly slid inside him. As his butt met my hips, he looked straight up and sighed. I stayed there for a second before I slowly pulled out and slowly pushed back in.
"You have no idea how bad I need this" he said as he put his head back down on his pillow and moaned as I buried my cock inside him again.
After a few more thrusts like this, he turned his head and told me "O.K., really I need you to fuck me now."
Didn't need to tell me twice! I grabbed him by his waist and picked up speed a little. I was really turned on and knew if I started pounding him, I'd never last long. Regardless, I felt myself thrusting harder into him. Feeling my balls bump into his, I started going faster, harder. Pretty soon I was crashing into him HARD! He started letting out little moans and encouraging me.
"That's it daddy! Make me your little bitch!" he said.
Unexpected, but hot! I started really slamming into him.
"Fuck me like you hate me, daddy!" Was what got me!
"I'm gonna fucking cum!" I growled as I grabbed his hips tightly.
"Cum for me, daddy" he almost shouted.
I absolutely unleashed inside his little ass as he continued to say "own that bootie, daddy" and "it's your bootie now."
I collapsed next to him completely spent, and breathing hard. He rolled over on his side, facing me and smiled his brilliant smile again.
"This was a pleasant surprise." I said to him.
"You really didn't ping my gaydar, I decided to take a chance & invite you back here after you saved my ass back there."
"Yeah, then I came here and fucked it," I said with a laugh.
"Yes, you did" he said with a smile.
We laughed and talked a little bit before I got dressed. We exchanged digits and I left. We ended up getting together the week after, but that will have to be next story.
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