Summer Sleepover Edging (long)

Just before the start of summer, I had made a new friend who was extremely open to sharing things with me. Jason and I had met one lunch time, and found that we easily made each other laugh, and it wasn’t gross to talk about stuff with each other that would otherwise be embarrassing to most. One particular conversation had drifted to the topic of sleeping naked - Jason mentioned that he liked to sleep naked in the warmer weather, which I thought was interesting since I normally didn’t have the opportunity to do so at my house since I had other siblings. He was an only child, so he had nothing to worry about with that, which made me quite jealous. I jokingly mentioned that we should have a summer sleepover at his house so I could see what it’s like to sleep naked in the warmer weather. He laughed, but willingly agreed that it sounded really fun. I felt myself start to stiffen in my pants just thinking about the idea of that. The night of our sleepover finally came, and I was hard all day just thinking about it, but nervous at the same time. Jason seemed so comfortable with the idea, but I began to get nervous of the idea that he might see me naked. It turned me on, but it made me nervous all the same. I was conflicted, but willing nonetheless. His total confidence with the idea made it all the more of a turn-on, and he was a bit shorter than me, making me less worried that I would be smaller than him down there. Don’t know why, but the whole size thing still made me nervous at that age. I rode my bike over to his house that afternoon, and we had dinner with his folks, then headed up to his room for the night. I was almost shaking nervous, but I brought it up as soon as we shut the door “Ah, finally...now I can sleep naked without someone seeing me! Well, I mean you might, but that’s not so bad, huh?” I probed, trying to nervously gauge Jason’s comfort level. “Yeah dude, it gets hot up in my room, I’m usually just in my underwear or totally naked when it’s just me, the air flow isn’t great in this house” “Well, I mean, don’t let me stop you...it’s definitely warm up here, so if you wanna get naked, go ahead man, I won’t mind” “You don’t mind seeing ma dick?” Jason joked in a sing-song voice “Noooope, not at all! I might even do it too....mind seeing mine?” “Nope! I bet it looks exactly like mine anyway, they’re all kinda the same really. I saw my buddy’s once when we were changing, and it looked just like mine, only shorter” “Shorter, huh?” That made me nervous, was he really huge? “Yeah, I mean he was a lot younger than me, so it makes sense” “Ohhh, ok gotcha” That seemed to calm my fears...but I was still hesitant. “Why? How big’s yours?” He went directly there - oh boy, this was going to get interesting really quick. I started to stiffen, but I was nervous that I was still somehow going to look like a toy compared to his. “Uhh....it’s....I guess average?” I stammered out “Huh...yeah mine is too....well I guess if we’re both gonna sleep naked, might as well get it out of the way...” and with that, he stood up and slid his shorts off, and slid down his underwear to his ankles, then kicked them off on to the floor next to his bed and sat down in his desk chair by the computer. He was strikingly similar to me - his half-hard penis bobbed up and down with his movements, and he didn’t have much in the way of hair, much like myself. I was astonished by his confidence, and I immediately hardened in my pants just watching his dong bob around in front of me. He acted like it was nothin’ to just drop his pants in front of me! “Wow....yeah you’re right, looks just like mine....” and with that, I stood up, heart pounding, and did the same. I slid my shorts and underwear down in one movement, my underwear turning inside out on the way down, and my now fully erect cock bouncing up at full attention. I was so nervous being hard, I was hoping that he wouldn’t make fun of me or think it’s weird. I sat down on the bed just a few feet from him and waited for his reaction. “Whoa, yeah it’s like, EXACTLY like mine! That’s cool!” Jason nodded in approval as he watched me slide my shorts off of my feet and on to the floor. There we sat, just in our t-shirts and nude from the waist down. It felt so good to do it, I couldn’t believe it. “I like this, man. Not a lot of my guy friends would ever do this, thanks for being cool with it” Jason said as he nodded in approval of my nakedness. “Yeah, I mean...you too man, I really haven’t ever done this before, so it’s nice to just...ya know, let it out! Any of my other friends would have thought I was a freak...or gay...ya know?” “Yeah yeah I know, same here. It’s like, I just think we should be able to be naked around each other and it be ok, right?! It’s not that weird, European culture doesn’t have the same weird shaming about nudity that the US does, sometimes I wish I’d been born over there” “Wow, I never knew you were a world culture activist, haha! But yeah I hear ya...well, this is really cool then, I’m glad we’re able to be comfortable doing this....to be honest, I was really worried you’d think I was a freak or something since...ya know, I got hard” I was a little nervous that I’d even brought it up “Wha, why? I get hard all the time! It’s ok to get hard, I like feeling myself get hard...it’s one of the joys of being a guy! You’re totally fine, you can get hard all you want. If you wanna jerk it when it gets hard, that’s fine too - I jerk off all the time, it’s a natural thing. Don’t have to feel weird about that at all” Jason reassured me, and as I listened and watched his dong between his legs as he sat across from me, he began to stiffen up himself as he talked. I felt myself resume full erection as I listened and watched. Occasionally he would reach down and adjust himself just slightly as he hardened, and it made me tingle just watching my friend’s erection stiffen. I had never had the opportunity to see another boy’s hard penis, let alone watch it get hard right in front of me. “Haha, yeah yeah...I like your thoughts on that, you’re totally right. It’s nice to just...like, not be ashamed to be naked, ya know? Wish I could do it more often. Man, it’s really making me hard talking about this!” I laughed, still a little nervously, but Jason smiled and nodded in agreement, adjusting himself one more time as he stood at attention between his legs. “Right, right...me too man, definitely turns me on talking about this...not gonna lie” I gathered my courage and figured I had nothing to lose being completely open with my friend, after all we’d shared a lot about ourselves over the last few weeks becoming friends through our openness, so I figured I’d keep the ball rolling. “Me too man....and uh...if I can be completely honest, it’s...it’s actually a huge turn-on to see yours hard too...and to watch you kinda adjust it here and there...super cool to be able to see that” Man, that made me nervous to say that out loud! Jason smiled and purposely grabbed himself to adjust again, this time spending a little more time, and made the movement a lot more deliberate. He knew I liked it now, and it was pretty obvious that he liked it too. My balls tingled watching him knowingly touch himself for the purpose of arousing me. “You mean, like this?” Jason said as he watched my cock reach max hardness as he tugged slightly at his balls. “Yeah....” is all I could get out, I was lost in the feeling of total arousal watching my friend lightly play with himself. “You...like it if I jerk it off for you?” Jason said softly as he went from lightly tugging at his balls to griping his hard shaft with purposeful intention to masturbate himself. I stared, not knowing what to say. My left hand slowly moved down between my legs as I squeezed my own balls and felt how tight they were against my body. I was more aroused than I had ever felt before, and I was almost afraid to touch my cock anywhere near my head because I thought I’d put myself over the edge doing so. I squeezed my balls softly as I watched Jason stroke himself. He swiveled the chair more in my direction, and put one leg up on the bed next to me, giving me a full direct view of his cock and balls, and just a peek of his crack underneath where he sat, slowly jerking up and down. My right hand drifted down between my legs too, and I strated to fondle my hardon as my left hand squeezed my balls. There was a night stand next to him, so I shifted my position to give him a better view, spreading my legs, and putting one leg up on the night stand to mimic his position. Jason smiled and nodded. “That’s hot...” he said softly “Yeah...it is...” I replied, starting intently at his cock “You want me to do it?” Jason nodded toward my open legs. I froze for a second, contemplated how hot that would be, and silently nodded with a smile. Jason put his leg down, scooted the computer chair closer, and leaned down between my legs. My crotch was eye-level with him where he was sitting. I let go of myself and leaned back putting both hands behind me on the bed. Jason leaned in further and put his hand around my erection. “Ohhhh....my god.....” I tilted my head back and closed my eyes as my friend caressed my erection in his right hand. It was warm. I felt his other hand cup my balls ever so gently, also warm, and I inhaled sharply at the intensity of the sensation “You like that, don’t you?” “Yeeeahhh....I sure do, man.....wow....” “You’re so hard man, has it been a while?” “Yeah,” I almost moaned, “I don’t get a chance to jack off all that often with all the people in my house, so this is reeeeally nice right now...” “Oh I bet. I guess I’m a little spoiled, I get to do this any time I want here” “What, jerk your fiends off?? Shit....tell you what, you can definitely do this any time you want! I’m not complainin’!” “Haha! Not exactly what I meant, I mean be naked and jerk myself off. I’ve only done it once or twice before with a friend, but never touched another dick before, just watched. Man, you’re really liking this, huh?” “Fuuuuck yes I am! Yeah man...I thought we were just gonna sleep naked, I never expected you’d be jacking me off....shit...I’m...I’m actually getting kinda close, you might wanna give me a break, or I’m gonna make a mess!” “Oh sorry, sure...don’t wanna finish too soon!” “Yeah....if it’s ok, I mean if you want me to finish and then do you, that’s totally ok. I just...it felt so good, I thought maybe we could let it last a little longer” “Oh sure sure! Yeah, no that’s a great idea, like edging each other!” Jason excitedly let go of me and watched, still inches away from my crotch, and stared as my cock bounced slightly with my heart beat. “Edging?” I said inquisitively as I watched him watch me. “Yeah, you ever heard of it? It’s like, when you get close to the edge, but you don’t cum yet - you get right up to the point where you’re gonna cum, but then you stop and let it fade....it’s super fun, I do it sometimes, but it’s hard to stop myself. Might be easier to do with a friend since I can’t always control myself, haha!” “Ohhhh ok gotcha, yeah that sounds super hot. I can never stop myself, when I jerk off I usually have to do it quick, so it’d be cool to have someone help me make it last longer” “Cool man” “Ok, lean back - it’s your turn! Tell me when you want me to stop, yeah?” “Sure!” Jason leaned back in his chair again, putting his leg back up on the bed behind me as I knealt down on the floor in front of him. I cupped his very full balls with my left hand, and slowly curled my fingers around his very warm and very hard erection with my right hand. “How’s that feel?” “Wwww....wow....” Jason leaned his head back too, his hands tightly gripping the arm rests of the chair. I tightened my grip, but moved slowly up and down. It was neat feeling his body in my hands, it was soft to the touch on the outside, but it was firm and rigid on the inside, and I could feel his pulse through his member as I gripped it tightly between my fingers. I pulled upward and wrinkled his skin up against the little triangular sensitive spot just under his pink head. Jason moaned softly under his breath, which made me all the more turned on. “You like it slow?” I asked as I pulled down toward the base of his shaft, pulling his skin tight and shiny as his head flared out in a wide pink rim. “Mmmf....oh my..god!” “I’ll take that as a yes” I smirked as I continued back up his shaft, inspecting the intricate folds of his tight ball sack with my opposite hand. It felt silky smooth, and the ridged texture felt just like my own when mine pulled tight. I thought I’d let him know how much I was enjoying it. “I gotta tell ya...it feels so neat to explore another boy’s privates rather than just my own for once...your balls are really smooth, and your dick is so dang hard!” “Dude....that feels amazing...I wanna touch your privates again! Before I...before I blow...” “Want me to stop?” “Mmmm....yes and no!” “Haha, I know what you mean. Ok let’s take a break before you finish...wanna make it last!” “Holy geez....dude, you’re so good at that!” Jason struggled to catch his breath for a moment “Thanks! Oh look...the end of it’s all wet - you must really be enjoying that!” I reached down and swiped the wet end of his swollen head with my index finger, and rubbed the warm clear liquid between my fingers “That’s hot!” “Your is too - here, lean back and I’ll play with yours again” Jason knealt down on the floor in front of me as I stood rubbing my sticky fingers together. Without having to ask, he cupped my balls in his hands and gripped the base of my hardon. “Haaahhh....” i let out in pleasured reaction to his quick grab “Woah...your balls look really cool from this angle” Jason said as he tilted his head upward from under me. I shifted my stance and stood with my legs spread apart, and Jason got down under me and stared up at my balls from between my legs “Wow...” he said softly as he slowly stroked me. I felt my balls tense as he sent his energy through me with each stroke, and watching him take intimate curiosity of my private parts from such a close-up view made me all the hornier as he jacked me off. “Mmmm...” I moaned lightly as he tugged upward against the sensitive part of my upper shaft “Feels good...” “Your balls look so cool...they feel so soft” Jason said as he stroked the underside of my ball sack with his fingertips while masturbating me. “Umhhhh.....” I moaned in pleasure at his light touch “mmmmfhh....holy shit man...that feels so good...” “Want me to keep going?” Jason said from between my legs “Oh my go I wanna cum so bad!” I moaned as I lifted up my shirt and looked down, meeting eyes with Jason as he smiled back up at me. He had a troublesome grin on his face. “W....what?” I said between breaths as I attempted to force myself not to orgasm “I wanna make you cum!” Jason said as he quickened his strokes “Oh god...I thought y-...oh god...shit...shit!” my hips began to thrust and my balls pulled tighter still - I felt the pressure build within my body, and the head of my cock swelled even greater “Jason- I’m....I’m....nnnngh! You’re gonna make me cum!” “Yeah! Lemme see it!” “Oh god...nnnngh.....nnnnggghhhh!!!” “Yeah...come on buddy, lemme see you cum” Jason whispered, “lemme see that cum squirt” “Oh god, Jason you’re gonna make me have an orgasm!” “Yeah! That’s fuckin hot! Lemme see you have an orgasm!” “Oh god, it’s coming! it’s....ohh...OHH....FFFFFFUUU-- *squirt* I soaked the palm of Jason’s hand as he rapidly stroked me up and down, watching with excitement as my semen left my body “God that’s hot dude!” Jason almost shouted as I continued to orgasm *squirt* “Fuuuuck!! I’m cumming!” *squirt* “YEAH you are!! And a LOT too!” *squirt* “Fuck! Mmmmmmfffff!!” *squirt* “Oh god...I’m st- *squirt* “Duuude you’re making so much cum right now!” Jason gleefully exclaimed as I watched my cream jet out in front of me and dribble down his arm as he jacked me from the floor between my legs as I stood there holding my shirt up just enough to not cum on it *squirt* “GGggggggg- god!” *dribble* “Oh....shit...” *dribble* I struggled to catch my breath as I watched my squirts slot to dribbles, and Jason slowed his movements to long, slow strokes up and down my dripping cock. “Wow dude....that...was fucking fantastic to witness!” Jason said with great excitement as he finished the last drops of my orgasm. “hahh.....shit....wow, that....was incredible” I panted between breaths “Yes, yes indeed it was” Jason said matter-of-factly as he released my fading erection and pulled a box of tissues out from a drawer in his night stand. “Th-...thanks....” I grabbed a few tissues and laid back down on his bed as I wiped myself off. Jason pulled several from the box and scooped my cum out of the carpet on the floor in front of me. “Oh shit, sorry!” I was a little embarrassed that I had made such a mess, but it felt so damn good. “Oh, no don’t worry about it - I kinda didn’t really give you time to prepare, I was so in to it watching you moan and...your face....you’ve got a hot O-face! Haha!” He continued patting at the wet spot in front of me on his hands and knees. I watched his ass as he cleaned up, his cheeks spreading ever so slightly every time he leaned forward. I could barely make out the pink inner part of his crack from where I stood. “I hate to make you clean, but I gotta be honest...it’s kinda hot watching your ass from up on the bed, heheh!” “Oh, you like that ass?” Jason said playfully. I laughed, and he exaggerated his reaching motion, turning his butt toward me as he reached out further, “oh no, I missed a spot over here...” “Wow....” “Hey I just jacked you off, how can you be turned on again already?!” “Well, I mean...I’m not hard again yet, but if I hadn’t just cum two seconds ago, I’d be rock hard watching you push out your ass like that!” “Mmmm....I’m actually rock hard watching you watch my ass like that” “Well then let’s take care of that, yeah?” Jason stood up and tossed the tissues in the trash can next to the bed, and leaned against the bed right in font of me. He was hard and wet at the tip of his dick, he was ready to go. “Can I try something?” Jason asked as he shifted up and on to the bed with me “Uh...sure?” “Like this....” He listed one leg up and over me, and sat down on my lower belly, his warm ass resting just above my flaccid cock. “Oh wow...what’s this?” “Just wanted to try sitting on you...that ok?” “Sure...just...oh wow, that’s actually super hot” I looked down and saw his balls pressed against my stomach, and his rock hard cock pointing straight up at me. He was clearly turned on by our close contact, and I actually really enjoyed the feeling of someone else against my body. “Is that ok? Am I crushing you?” “No you’re...you’re fine...just, lemme help you out with that...” I reached down and began to grab and stroke him up and down with a reverse grip since he was facing directly at me, “How’s that?” “Ohhhhhh......yeah.....” Jason arched his back and leaned his hands on my thighs to support himself as I stroked him off slowly. “Wow you’re ridiculously hard!” I commented as I tugged him faster now “Well I just watched you have a massive cum-splosion, so yeah...I’m a lil turned on right now....mmmmmm, that’s nice....” His eyes were closed, and he was thrusting his hips ever so slightly in to me as I stroked him faster still “God dude.....you’re a master at this! Ooohhhhh!” I stroked faster, watching his balls tense up against my body and his, and I knew he wouldn’t last much longer “Ohhhh god dude!.....ooohhhhhhh....” He lifted his hips as he pushed in to my fist, and I took the opportunity to take a feel while his ass was suspended just a couple inches off of my body, and right in front of me. I slipped my hand under his balls and gave them a full-hand squeeze “Ooohhhhhhh!!!!” Jason moaned loudly. I slid my open palm back further, feeling the curvature of his ass cheeks as they came toigether just underneath his tight ball sack. “Ohhhhh yes.....” he moaned again. I gingerly pushed my finger in to his spread-open cheeks and pressed against his body. I felt the soft yet firm edge of his tightly puckered little hole, tightly squeezed as he approached the edge of his orgasm. I pushed my finger further, slowly, and felt the slight depression of the inside of his hole. I pushed again, and he pushed out against me, his tight hole pushing open just slightly enough for my finger tip to enter his body. “OHH! Ffff- FUCK!” Jason arched his back again, his hole retracting and squeezing tight against my finger. I quickly curled the tip of it, still inside of him, and pressed firmly against the soft warm inside of his body. That sent him over the edge. “OH GOD!!” *squirt* Jason’s cum splashed directly on to my face “Shit!” *squirt* “Ffffff-..” *squirt* two more squirts, one on my face and one on to my chest “Hoooly shit dude, you’re a big cummer!” I exclaimed as his semen dripped down my cheek. I tasted it as it dripped at the edge of my mouth - it was slightly saline, and very chlorine-y, but I liked the smell of a pool in summertime, so it tasted very fresh to me. “GOD!!” *dribble* “Ohhhh man....” *dribble* “Hahhhh....wow....” “Geez! That was...insane!” “Hahhh....wow....god I can’t breathe!” Jason panted heavily as he caught his breath. I gently pulled my finger out of him as his hole slowly relaxed. “Ahhh-hah...wow, that...that was new!” Jason smiled as he relaxed his hips back down on to me, his softening cock curling downward over his still tight balls. “I’ve always been curious about that, thanks for letting me try that” I said as Jason shifted and swung his leg over and hopped off of the bed. “Sure thing, you’re welcome to do that any time you like! Haha” Jason grabbed the tissues and tossed the box to me. I wiped my face first. “Oh shit, I got you right in the mouth! Sorry dude!” Jason laughed as he suddenly realized where he had ejaculated. “Haha, it’s totally fine...kinda tastes good!” “Hah! Glad you like it. I’ve never tried someone else’s, but I’ve tried my own. It’s not too bad.” “You should try mine next time we....uh, do this...” I hesitated, not knowing if this was a one-time curiosity, or if he was interested in this being a regular thing “Yeah, that would be cool!” Jason agreed gleefully, reassuring me that I had nothing to worry about - there would be plenty more experiences to be had in the future! “Awesome...I’m super glad to have a friend who’s cool with this man, thanks for...just being cool!” “Of course....and same for you, I was really worried that I’d freak you out, but I gotta be honest....you had your feet up the other day, and I took a look up the leg of your shorts, and saw the edge of your balls...and I’ve been really wanting to see the rest of it since.” “Haha, really?! When was this?” “At lunch about a week ago...when I brought up sleeping naked. I thought if that didn’t freak you out, then maybe I’d have a chance to chill out naked with you. Kind of stupid, but I...I guess I’ve just been curious” “Holy crap, that’s funny - that same day, I brought up that I can never sleep naked with all the people in my house, and I was hoping you’d want to have a sleepover and get naked! What are the odds, man...” “Hah! That’s freakin’ funny! We both were curious about it...small world!” “Yeah man! Glad we’re friends...seriously” I said as I pulled my underwear back on, not wanting any residual drips making a mess.    - That was definitely the start of a long-time friendship -