Will?s Welcoming Wank, Meeting The New Neighbor Boy Next Door

    “Dang it’s hot out here” I mumbled to myself as I pulled the starter cord of the lawn mower. It was the first mow at the new house we’d just moved in to, and I was half excited to get a break from unpacking for the first time in almost a week, and half dreading the yard work in the summer heat.

    Down the length of the new yard I pushed, carving a fresh strip of cut grass as I rounded the bend and came back up to make another pass beside it. Suddenly I heard the all too familiar sound of plastic trash can wheels on pavement, we all know that sound. I glanced up from my task to see where the sound was emanating from. A large green bin was descending down the next door neighbor’s drive, pushed by a young guy about my age with bare feet and no shirt, just a pair of tan shorts and a big smile on his face.

    “Hey!” he called, waving with one hand as he struggled to control the heavy bin as it bobbled down the drive. I lost focus of what I was doing for a moment, I was captivated for a moment at the sight of the neighbor boy greeting me with a smile and the cutest upper body and legs I’d seen on someone my age. He was a tad shorter than me, but he had a cute face and although he was a bit thicker build than me, he just looked good overall. Damn, in an instant I questioned my sexuality entirely, but I returned the wave and greeting as I struggled to regain focus on what I was doing. I let go of the mower safety switch, shuddering it to a quiet halt as the neighbor boy set his unwieldy bin at the curb and stepped across the overgrown lawn with an arm extended.

    “Hi there, I’m Will! You guys just moved in, huh? Welcome to our street!” he firmly grasped my hand and shook it in true old-fashioned style. A gentleman and a looker, not bad. Dammit, what was wrong with me? Ah, I shook it off and greeted him as well.

    “Hey Will, I’m Kevin! It’s really nice to meet you! Sorry our lawn looks like crap, we just unpacked the garage stuff yesterday.”

    “Oh hey don’t even worry, it’s not like ours is much better,” he motioned toward his own lawn with a few dry patches and tall weeds at the edge. It was still in better shape than ours nonetheless.

    “Heh...well maybe I’ll come do yours next then huh? Heck, I could start a business and do the whole street!” I awkwardly made small talk as I discretely looked him up and down. I took note of the stark white Hanes waistband that peeked out above the top of his shorts, and I immediately knew I had to bring that up at some point. No way I was that lucky to meet another briefs boy, and right next door nonetheless? Dang, if only he was down with showing them off to me some day.  

    “Yeah, might as well, hehehe! Well hey it was good to meet you but I gotta run, maybe you can come over tomorrow and get a break from moving stuff? We should hang out, it would be really cool having a friend right next door!”

    “Yeah! Actually that sounds really fun! Maybe I’ll come by after breakfast tomorrow then, yeah?” I gleefully agreed, taking notice again of how cute he looked in just those shorts as he stepped backward back up the drive, dammit even his feet were cute! Why the hell was I thinking like this...dammit, I must be in need of a release, it had been several days since I had the energy or privacy to wank one out, that’s probably all it was. But man, I wanted to see him again the next day, I knew that for sure. I pulled the starter cord once more as Will stepped inside his house, waving to me again as he closed the door and I returned to my yard chores.

    Tomorrow came, and my parents agreed it was a good idea to make friends with the neighbor boy since we were close in age and their family seemed really friendly. I couldn’t stop thinking about his cute little toes and that Hanes waistband poking out over his shorts...I secretly hoped that he had a collection of briefs that he would eventually model for me. Gah, my brain was in the gutter, I really needed a good tug, but I’d have to wait until the rest of the house was settled in a couple days. Oh man, that was gonna suck.

    “Hey Kevin!” Will shouted from his front door as I walked up the drive, “Come on in!”

    “Hey Will! Nice house...wow, you guys have a lot of space in here!” I noted as we walked through the door in to their living room. Vaulted ceilings, nice...I was gonna have a vaulted ceiling in my underpants soon, Will had a shirt on this time, but had the same shorts on as the day before. I couldn’t help but stare at him as he took me through the house, his cute little toes splayed out on the carpet as he proudly walked me through to where his room was.

    “Here’s my room...sorry if it’s kind of a mess, I just got a bunch of new Lego sets, so I’m kinda in the middle of em all,” he pushed open the door and I walked in, staring in awe at all of the huge Lego sets that were on display.

    “Wow….this...this is such a cool room! Man, I wanna set my new room up just like it!” I gazed around the room, my eyes falling on the iMac computer on the desk in the opposite corner, “Ah, and this must be where all the jerking off happens, huh?” I chuckled outwardly as I died a little inside. What the hell...I couldn’t believe my horny brain just said that!! Dang it, I just met him and he was gonna think I’m a weirdo already!

    “Hah! No actually I do that on the bed,” Will closed the door behind us and pressed the center lock on the doorknob, “I like to lay down when I do that, it just feels better for some reason.” Will laughed at my comment and nodded toward the tissues on the night stand next to his bed, seemingly cool about my comment, to my complete shock and surprise.

    “Ah nice...yeah, it does feel good to lay there while ya do it, huh? More relaxing I suppose,” I tried to salvage the fact that I even brought it up.

    “Yeah, I mean...the whole point of doing it is to relax anyway, right?”

    “Psh, tell me about it,” I rolled my eyes sarcastically, “I’ve had nowhere to do any...relaxing...since we’ve moved in, the house is still a mess! But whatever, maybe I’ll just do it in the bathroom real quick later… Anyway, yeah this is a cool room dude!” I was turned on to have admitted that, but embarrassed at the same time. I couldn’t control my brain today for some reason, dang it! I was worried I’d be too forward and ruin this new friendship. Luckily Will was understanding, it seemed.

    “Oh thanks! By the way...if you need to, uh...relax a bit or whatever, you’re welcome to use my room if you want. I can go in the other room for a bit if you wanna use the tissues and...ya know...let off some pressure real quick,” Will grinned shyly as he offered me the use of his room to masturbate in privacy.  I desperately wanted to take him up on the offer, my balls felt so full and heavy, but I just kept thinking about those Hanes I spotted yesterday. I wondered if he had them on again today. Dammit, I couldn’t resist any longer, and I felt a tent starting to form in my own underwear.

    “Ah...wow, that’s really nice of you. I...to be honest, I could really use that...but uh, I dunno, I just feel weird, like I’m kicking you out of your own room for...that...ya know? And after just meeting you too,” I sheepishly admitted, feeling a bit odd to take over the guy’s bedroom even though we’d just met.

    “It’s no problem at all...unless...I mean, if you feel weird being all alone in here, I get that. I  could...uh, maybe stay if you want, I just...I figured you’d want some privacy,” Will awkwardly looked away, but looked back with that same shy grin again.

    “I mean, I definitely do...but, uh...like, I mean privacy from my parents and my aunt that came to help us unpack, yeah for sure...but...I mean, I guess it’s not that weird if you’re here while I do it, right?” I felt so awkward saying that, but I was getting hard just thinking about me stroking out a quick one with him in the room. Man, no way I had the confidence to actually go through with that, but it made me horny just to suggest it.

    “Yeah, I don’t think it’s weird at all,” Will trailed off for a moment as he walked to the end of the bed. I sat down on the edge of his bed and took this as my opportunity to ask about that waistband, I was way too horny to not explore it now that we’d breached the topic of masturbation already. Our friendship seemed to be moving fast, and I liked it.

    “Hey Will, I have a...kind of a personal question for you...if you don’t mind?”

    “Yeah, sure! What is it?” he looked all too happy to hear me ask that, and I liked it. He seemed pretty open and easy-going, so I figured I would be ok.

    “So, I couldn’t help but notice your underwear waist band kinda showing under your shorts yesterday…I just thought that...well I was wondering, are you a briefs guy too?”

    “Oh dude...definitely! I mean, I have boxers too, but I kinda like the feeling of being...I dunno, just ‘secure’ I guess. Yeah, you mean the ones like these, right?” Will lifted up his shirt and pulled down on the waist of his shorts to show off yet another stark white waistband and the upper part of the smooth cotton fabric as it caressed his young body. I was fully hard now, and I was praying things would progress from here.

    “Nice…yeah, those are really cool! They look really good on you...sorry, hope that’s not, like...weird to say or whatever,” I doubted myself, thinking he’d think me a weirdo for liking the way his underwear looked on him. He, however, totally surprised me with what he said next.

    “Thanks! I mean, you probably can’t tell how they really look on me with the shorts in the way though...you want me to...maybe take the shorts off and you can see better?”

    My face lit up, but I was nervous still, “Uhh...” I couldn’t believe it, I was awe-struck! “Yeah, I’d love to...to see what the rest of your...uh, of what they look like,” I awkwardly and hesitantly responded. Will was all too happy to hear that, and he quickly unbuttoned those tan shorts and dropped them to the ground.

    “Ohh...wow...” is all I could say as I stared at the crisp white fabric that gently caressed the curvature of his lower body, a wide visible bulge neatly caressed in the front. It was absolutely captivating, and he lifted up his shirt for me to see even better. I shamelessly pulled at the boner aching in my own underwear, it was making me so hot to watch him show off his undies to me, but little did I know that this still wasn’t the peak of the moment.

    “You like ‘em?” Will asked, eagerly looking for my response.

    I smiled big, “Yeah, I...I really do!” and I genuinely did. I must have come across genuine indeed because his next question would have made things incredibly awkward if not.

    “Thanks! Do you...maybe wanna see...what’s inside of ‘em?” Will grinned with a sly twist this time as he stood there with his legs apart, holding up his shirt to show me his stark white underwear. I was trembling with nerves, did he really just ask me if I wanted to see what was...inside...his underwear?

    “Oh wow...ok let me guess...is it...a…penis?” I chuckled sarcastically, trying to come up with something clever. My heart thudded as Will’s eyes glinted with curiosity.

    “That’s right! You wanna see it?” he was so eager, I couldn’t believe it.

    “Yeah! I actually really do!” I gleefully responded, much more confident now that he outright asked.

    “Mkay,” Will slid his thumbs inside that crisp white waistband and pulled his underwear down to his ankles and stood back up, lifting up his shirt to reveal a thick acorn-shaped head on a soft shaft that dangled only a couple inches outward. Not as long as I’d imagined, but it was the thickest and hottest thing I had ever seen in my life up until then.

    “Wow….your dick is really nice!” is what I came up with. That sounded so strange coming out of my mouth.

    “Thanks!” Will excitedly stood there, his eyes drifting to my crotch as my erection unmistakably pushed out into a tent in front of me.

    “Hey, you...wanna see my underwear too?” I bravely asked, my fingers trembling as I reached for the button of my shorts.

    “Heck yeah! If that’s ok?” Will was so polite about it, it made me want to go through with this even more.

    “Ok...here,” I popped my button open and leaned back on his bed as I slid my shorts down to my ankles and showed off my light blue FTL briefs, complete with massive bulge in the front as my stiffy begged to be played with, “Sorry for the boner, I’m...well it’s been a while since I...ya know,” I made a jerking motion with my hand.

    Will smiled and chuckled a bit, “That’s totally ok, I’m surprised mine isn’t doing that either...guess I’m just super nervous.”

    “You? Nervous?? No way, you were totally leading this!” I laughed a little in disbelief.

    “I know, I just...I thought you looked so cool when I first saw you, and for whatever reason, my brain was like, ‘I wanna show him my dick’ or whatever, but sorry if that’s like, totally weird,” Will looked a bit embarrassed at that, but I immediately comforted him.

    “Oh, noooo no no no, that’s not weird at all! Look, can I be honest? When I first saw you taking the trash out, I was like...dang, he’s cute as heck, and that waistband...oh man...and your bare feet on the grass...it was like, instant boner! And I don’t ever get that way about guys!”

    “Aw thanks! You’re really nice,” he seemed a lot more comfortable again, “and by the way you look really good in those undies! Like, I’m a little jealous!”

    “Hah, why would you be jealous? Look at your thick dick, I love it!” He definitely wasn’t as long as me, but he made up for it being on the thicker side. It bobbed a bit as he moved, and it started to grow a little the more we talked about it.  

    “Cuz you're like, super hard already, and I’m...still all soft,” Will looked down at his now semi-soft cock, and it made me squirm to think of what he seemed to be hinting at.

    “That’s ok...you just need...s- someone to play with it a little bit first, that’s all,” I nervously insinuated.

    “Oh…someone…like...?” Will looked up at me, almost a little expectantly. I was excited, I couldn’t resist smiling back at him basically inviting me to touch it.

    “I mean, I could do it for you, I’m pretty good at making my own hard, I bet I could get yours hard real quick!”

    Will smiled again, “Wow, really?”

    “Yeah, here….” I sat up on his bed and reached forward, heart still pounding, and gently caressed his semi-soft boyhood in my cupped hand. Will’s face lit up, I felt like he had been wanting this his whole life and finally had the opportunity to do it.

    “Ohhh….wow...that feels really nice,” Will sighed gently, and immediately began to grow, thickening and lengthening while I fondled him in my hand.

    I was beyond hard myself, and I was starting to leak a bit of precum in my underwear, something that Will thought was fascinating, “Ah man, this is making me super hard...look, I’m almost cumming already!” I pointed down at the wet patch on my underwear.

    “Wow! That’s so cool! Can...can I touch yours too?” Will extended a hand but waited for my go-ahead.

    “Yeah...you can touch anywhere you want on me...I trust you...even though I know we just met, I trust you.”

    “Wow...thanks...you’re so cool!” Will leaned forward and as I gently squeezed at his thick erection and big round balls, his hand wrapped around the moist bulge in my underwear, squeezing it gently and sending me to heaven in an instant.

    “Ohhhhh….hohhhhhhh…..wow,” I sighed deeply as Will squeezed me.

    “Yeah? Does that feel good?”

    “Mmmm….so good!….ahhh...sorry, I’m...just really pent up,” I began to let myself loose a bit, and let go of his hardon as I leaned back on his bed to give him better access. He squeezed me and rubbed me for several more minutes through my underwear, and I just laid there helpless as my body was gently pleasured by my new friend. Finally I asked him if he could join me on the bed.

    “Mmmm...oh man, sorry to just lay here...it feels sooo good though! You should come lay down and we can do it to each other at the same time. Here, I’ll take these off so you can feel it better.”

    “Oh, yeah!” Will let go of me as he hopped up on to the bed. I pulled down my underwear as he got down next to me, staying sat up for a moment so that he could get a better look at my hardon now that I was fully exposed, “Oh wow...yours looks so neat! It’s...it’s bigger than mine!”

    “Heh...thanks. It’s only a bit longer cuz I’m a couple inches taller, but yours is so thick! It looks big for your height on you. Here, lemme feel it some more.” I motioned for him to lay all the way down, and he did, reaching back out to feel my hardness, now unencumbered by a layer of fabric.

    “Ahhh...wow...it feels even better without my underwear in the way!” I smiled at Will next to me as I reached over feeling him again too. He was rock hard now, as was I, and I gave him a full fist grip and pumped up and down with long, intentional strokes on the thick hard cock that poked out from between his smooth thighs. His  young and meaty head flared between my fingers as I pulled up and slid my hand over him and back down again, making him leak clear slippery liquid on to my fingers as I played with him slowly.

    “Ahh-hah….mmmm,” Will moaned lightly under his breath. I was breathing heavy now since he had increased the speed of his hand on me. We laid there, arms intertwined over one another, masturbating each other there on his bed with our shorts and underwear down around our ankles like this was no big deal.

    “Man this feels good... OH! Gosh, I...I’m getting close,” I warned him, making him smile bigger as the impending finish came closer and closer.

    “Uhhh! So good! Shoot...oh boy, I’m...I’m getting there too! Uhhh,” Will groaned and bucked his hips against my arm, his body pressing against me gently as we laid there side by side approaching mutual orgasm. I squinted as I felt my balls tense, and I felt Will turn toward me as I jerked him furiously. He reached over with his other hand and cupped my tight ball sack, sending me over the edge in to a series of body-convulsing spasms as his firm grip drew thick ropes of warm cum out of my aching cock. I grunted and groaned repeatedly as I freely let my body experience the ecstasy of the moment, and midway through the feeling of pure joy, I felt something warm dribble on to me. I quickly looked down to see Will’s swollen thick head erupting in multiple pulses of thick white semen as he squirted on to me while remaining leaned over to massage my quickly-emptying balls.

    “Oh yeah….oh...yeah...Ohhhh!...Mmmmm!” Will moaned softly as I pulled and twisted his turgid member, draining him for all he was worth. He dumped what felt like two loads worth of his warm cum on to my arm and stomach as we laid there orgasming madly in each others’ hands.

    As we both quietly emptied ourselves on to each other, the feeling of relaxation overwhelmed the two of us and we quietly slowed our stroking and our breathing returned down to a relaxed state. His hand slowed down on me, and I slowed on his, feeling his warm semen drip down my arm and stomach. My own cum was slung down his arm and on me as well, and I smiled as I looked down at the mess we’d made there together.

    “Wow...Will, that was...incredible! I...I can’t believe we both came so much!” I admired.

    “Yeah I’ll say...mmm, wow...that...that was better than any time I’ve ever done it by myself!”

    “Oh definitely!” I smiled and nodded. He looked overjoyed to have experienced this, and the feeling was certainly mutual.

    “Oh man, we’re covered in it! That’s...that’s awesome!” I noted as the mess on us began to liquefy and drip closer to the edge of my stomach. I didn’t want to get his blanket all cummy, I feared leaving any remains of our mutual exploration behind would be devastating to future mutual explorations.

    “Oh, here,” Will grabbed several tissues from the box on his night stand, and handed me a few of them. He wiped me first, and then himself. I felt it was a sweet gesture, so I returned the favor and helped wipe his thick drips of cum off of his body and from his now soft cock. I admittedly took far too long to wipe his cock down, and it made him squirm and giggle. I admired how thick and stout it was, that big acorn-shaped head still red from spewing thick gobs only moments ago.

    “Heheh...sorry, it gets ticklish after I cum,” Will looked a bit boyish as he giggled under my touch.

    “Sorry….just wanted to touch it some more!” I admitted, wadding up the tissues and tossing them on to his night stand. I laid back down on the bed and relaxed in to the satisfaction of having a massive orgasm with a new friend.

    “That’s ok, you don’t have to apologize….you’re welcome to touch it as much as you want, whenever you want!” Will smiled again, making me feel at total peace with the world in that moment. I laid my head back down and closed my eyes as we lay there, shorts and underwear still down around our ankles. My hand lay draped across his thigh, shamelessly relaxed against his smooth body as we shared the moment with each other in newfound friendship.

    “Thanks...this is really cool. Hey I’m super glad we moved in next to you!” I smiled as I lay there with my eyes still closed.

    “Me too….me too,” Will replied quietly, and we lay there for a long while in the silence of our post-orgasmal peace.

    Will and I shared many more adventures together over the next few years while we lived there, until him and I went off to separate colleges. By then we had explored just about everything there was to try together, and it never breached the boundary of just innocent boyish experimentation, even when things got a little more involved. Eventually we started dating girls from our school, but we never let that stand in the way of getting together at least once a month at one another’s house to feel each other up and make each other squirt. It was so great having a friend close by who knew how to make me cum harder than I ever could by myself. It was equally great having a friend that I could touch and explore too, someone different to feel other than just myself, and someone who was willing to let me satisfy that innate boyish curiosity that still remains in me today as I write this.

    It’s been many years since Will and I shared that first memory, but despite having families of our own and living many states apart, we do stay in touch fairly often. How I long for having a friend close by today to explore this with still, but I do make it a point to share photos with my old friend periodically, and to meet up once every year or so whenever I’m out near him on work travel. That first moment we shared up in his room that day defined the depth of our future friendship, and I’m so deeply thankful that I have him in my life still to this day. Even though we’re miles apart physically, nothing can ever take away the memories of what we explored that day, and many times after.