I've always been little, now at 24 I'm barely 5'7". I'm fit, play soccer, can run for hours. Thru college I had a wild and sexy gal; she introduced me to a lot of people and a lot of vices. We had lots of crazy sex, she was always ready to push my boundaries... I experimented with three-ways, groups, she even got me to take a small vibrator a couple of times. In the end it was her drinking and drugging that drove us apart. I had a career in mind. I'm super glad she opened my eyes to the wider, wilder side of life.
I landed a dream job; five hours from home. I packed up and started my life in the boonies. I got into Seattle every other weekend. My third month in, I met a new gal. She was amazing, sweet, funny, and sexy. We did the long distance thing for 6 months. Just before Labor Day we talked and we'd planned on five days in Seattle. At the bus station she dumped me. She'd been seeing someone else for a few weeks. I was pissed. Not really hurt, but mad, mad. I couldn't get back to the resort until the next day and didn't really want to go back. It was late on the day before a five day weekend and I'd worked a hard day already.
I knew no one really, in Seattle. Only person I'd hung out with before moving was my ex's older brother, Jimmy.
I sent him a FaceBook message as I sat in a coffee shop near the bus station. He got back to me in a few minutes. After a couple minutes back and forth he said he'd call me in a while. I ate a little, but got pissed all over again at her.
Jimmy called me and we talked, really talked. I was on the curb in a parking lot and got emotional. He asked what I was gonna do with my time. I asked if he had any leads on cheap hostels or something. He offered to let me crash at his place... I had stayed there with my ex, his stepsister when he was away. It was a small apartment, but right in a great part of town. Sure, I said. He told me to come over anytime. I skateboarded the 25 minutes across town. I was beat, dead tired. He was leaning on the railing on the third floor stair case. I slogged up the stairs. We chatted for a few, but I was droopy eyed as I'd been up since 530. It was almost midnight.
He had a one bedroom, in the living room he had folded out a futon on the floor and had a giant double wide sleeping bag and a small pillow. He laughed, "Usually anyone who sleeps over here is in bed with me so this is the best I can do... " It looked so cozy, I didn't care.
He set a spare key on the shelf, "listen, you can stay as long as you want, I like having someone around. Besides, I just found out I got some time off if I want it... do you want to go for a long hike tomorrow?"
"Thanks, man. Yeah, it'd be good to hang out, maybe get away for a day... "I looked at the futon again. I was aching tired. He clapped my shoulder and nudged me towards the futon. I fell onto it with a grunt. He moved into the bath, brushed his teeth and called out, "need anything?"
I got up did my teeth too and as I rounded the corner, caught sight of him draped over his bed looking at his phone. He had on only boxer briefs. I thanked him again as I dropped my jeans and T-shirt. I realized right then that I had on my oldest pair of briefs. My gal, the bitch who'd dumped me, we both liked it when I wore torn up old boxers. This pair had almost no bottom at all... the holes let my balls and ass be visible. I shrugged.
When I got into the sleeping bag... it was soft... and smelled... not that it smelled bad, but it did smell of Jimmy.
I was aware of him in the next room. I heard his bed shift and then a small sound as something hit the floor. I felt a blush creep up my face as I realized it was his briefs. "Goodnight, Rob."
"G'nite Jimmy."
I was warm and comfy. Lying on my back, my ball sack flopped out of the hole onto my thigh. I got pissed again as I remembered her dumping me... I hadn't jacked off in a week, prepping for epic sex. On cue I recalled the fantasy I'd had of fucking her in some hotel room over and over again. My mind turned to meanness and I fantasized about fucking her rougher than I ever would in real life... my cock woke up. I smelled Jimmy as I rolled over... I wanted to fuck her so hard, to get back at her... the image of Jimmy fucking her too burst into my mind...
I humped a little... daring a bit, I pushed the sleeping bag off my back and ass... I could feel the cool air in the holes of my briefs as I humped face down... Jimmy's bed creaked as he settled in... I was tired and turned on by the thought of pulling a train on her to get even... In my fantasy Jimmy and I banged her from behind as she knelt before us...
Sleep overtook me at some point...
An alarm clock confused me... I heard Jimmy move in the next room... then his deep running piss hit the toilet... I turned my head... it was just light out, he was ass naked pissing... I could see him the in the door mirror. He appeared a second later with a small tight pair of tiny white briefs on... he pushed the button the espresso machine... the grinding growling noises were shocking. I lay on my stomach, covers off...
"Ugh... morning, stud... coffee?" he asked.
I met his eye... and remembered the ass baring briefs I had on... he saw.
"Yeah, that'd be great... "
He turned on a light over the stove and turned back towards me... his pouch was full to bulging... he looked perfectly at ease.
I heaved up from the floor and padded to piss too... by the time I was done, my espresso had just finished dripping in to the cup. He raised a silent toast as he twisted his upper body and then rose up onto his toes to stretch...
"You ready for a long work out of a hike?"
"Anything, man... I've been so busy and looking forward to an epic weekend... I want adventure to make up for the bitch dumping me... "
"I can guarantee adventure, buddy!" He rinsed our cups and pulled out a few things from the fridge and cupboards. We chatted as we dressed and in a flash were in his truck... The day flew by. I laughed a lot. We hiked strenuously for almost four hours.
We stopped for amazing Thai food and went out for a beer. I'm not much of a drinker, I was worried for a minute he'd be a boozer, but we both barely finished a pint. We sat and chatted on the stairs for a long time. When it cooled off we went inside. I was getting tight from the work out; I suggested a walk or run. He upped the idea by telling me about a drop-in yoga class. I had no shorts with me.
He kinda laughed and tossed me a pair of deep blue shorts, "These might fit you... I won't tell anyone they belong to a gal pal of mine... " he had a challenging set to his face.
I held them up to my waist... they'd probably fit.
He lifted off his shirt and as he was walking away hooked his thumbs in his waist bands and stripped before he got into his bedroom. I dropped my jeans and tugged the shorts over my tattered boxers. They bunched and bothered me right away.
