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I Help Darren Try 'The Stranger,' and He Returns the Favor

Posted by: Age: 18 Posted on: 8 comments
11 likes 78 views Category: Masturbation Male-Male Tags: stranger, masturbation technique, mutual masturbation, handjob, first time, cum, semen, explore, buddy, wank, jack off, jerk off, male orgas.

My buddy Darren hadn't ever heard of 'the stranger' before, so he tries it for himself. Eventually we end up giving each other a 'stranger' to relieve some pent-up pressure as he explores another boy's anatomy for the first time.


    Darren and I sat cross-legged on the floor as we watched TV in his bedroom after school. We had been debating what to watch when he suggested something that reminded me of something else.

    “Hmm...oh have you ever seen Stranger Things? It's a really good show!” Darren said wide-eyed.

    I chuckled a bit at that word, “Heheh...stranger...nice. No I haven't seen it, but it sounds good!”

    “Wait what's funny about it?” Darren seemed confused.

    “Oh, no it just reminded me of 'the stranger,' ya know?”

    “Huh??”

    “Wait, dude have you never heard of it? You know, when you jack off and give yourself 'the stranger?'” It was hard for me to believe he hadn't heard of that, it was a pretty well-known move.

    “The what now??”

    “Oh man...it's called 'the stranger' when you sit on your hand until it falls asleep and gets all numb and tingly, then you jerk yourself off with it so it feels like someone else doing it. It's kinda hard to do, but it feels really good when you get it right!”

    “Whaaaat?” Darren looked intrigued, he genuinely had never heard of it.

    “Yeah dude, I've done it a few times, it really feels like someone else doing it!”

    “Wow....I'm gonna have to try that!”

    “Dude you totally should! Try it out and let me know how it goes!”

    “Definitely!” Darren looked excited, but nothing more happened that night, despite me secretly wishing he'd drop his pants and let me watch him do it right then and there.

    The following week I was at his house after school again, and as soon as we went to his room, I asked about it.

    “So, did you try 'the stranger' yet?”

    “Oh...yeah...but it didn't really work. I tried it a few times, but my hand just hurt and it didn't really fall asleep like when your leg does if you sit weird...it just kinda felt different but it wasn't like someone else doing it.” Darren looked a little disappointed.

    “Hmm...weird...yeah it's hard to do sometimes. Well shoot, I should just do it to youi, then it would definitely feel like someone else doing it! Hah!” I made it sound like a joke, but I secretly wanted to feel his peen in my hands and make him squirt. I tried to imagine what his erect cock looked like. Guaranteed nobody else had ever touched him there, and I wished I could be the first.

    “Hah! Riiight....okay sure,” Darren said sarcastically.

    I smiled, “Dude there's just nothing else out there like having it done for you...nothing weird or whatever, but man...you really have to try it!”

    Darren looked a little embarrassed, “Yeah but...that's kinda gay isn't it?”

    “Well are you gay?” I asked bluntly.

    “What? No...I'm not, I'm in to girls and shit.”

    “Ok cool, well if you're not gay then you're not gay. It's just whatever. Maybe imagine it's a girl or whoever doing it. That's the beauty of it, you can just close your eyes and it's anyone you want doing it!” I gleefully explained to him, hoping he wasn't intimidated by any stigmas associated with something like that.

    “Huh...yeah I guess that's true...but you'd be touching my dick...you'd still...it's still you touching it though.” 

    “Well I touch mine all the time, and dicks are all kinda the same right? I mean, no pressure, just...man it feels good having someone else do it!”

    Darren looked a little uneasy, then asked what I feared he would, “So wait, have you had someone else do it to you then?”

    “Yeah my friend a while ago did it for me...I closed my eyes and imagined it was a girl in my chemistry class...felt soooo good!”

    “Oh...wow, that's...kinda cool I guess...it wasn't, like weird between you guys?” Darren looked curious, but still had concerns. I was excited that he almost seemed to be coming around to letting me be his 'stranger.'

    “Nah not at all, in fact it's super chill now because I can ask him to do it whenever I'm horny and don't feel like doing it myself, and he can ask me for the same thing. It's kinda cool not worrying about it being a weird thing or whatever. We're just buddies helping buddies out.” I was a little nervous to admit that, but I remained confident outwardly. Thankfully Darren seemed very interested after hearing it put like that.

    “Whaaat?? So wait, you can just be like 'oh hey, my dick is hard, can you take care of this for me' and he just comes over and jacks you off in your room or whatever?” Darren looked a bit skeptical.

    “Uh, yeah pretty much. Dude, so last week I was having wet dreams like crazy, so he came over and we both did it to each other and we were good for a while – no more wet dreams after him helping me out, just needed to get it out of our system. Felt really good, and we don't have to worry about people being weird about it, it's just between us, and it's just...like a mutual fun thing we do just between us, I don't know.”

    “Wow.” Darren actually seemed a bit jealous now, “Dang, that actually sounds pretty awesome, having someone get you off whenever you need it...don't even have to do the work to jerk yourself off anymore!”

    “Yeah it's pretty awesome...just sayin' you could have that too, it's pretty fun man.” I left it at that, not wanting to pressure him. I was getting stiff in my shorts as I sat on his floor talking about it, and I had to tug at myself a tad since I was at an odd angle. Darren saw, but didn't point it out.

    “Wow...ok, so...let's just...let's just say that we did this, ok? Like, what would you do? Just jack mine off like you do your own? Or like...what?” Darren looked uneasy again. I could definitely tell he was interested but he had to get over that initial worry-hump.

    “Yeah pretty much, I mean it's really whatever you want. It's all about helping a friend, so if you like it a certain way or whatever, I could definitely do that. I mean...I'm not gonna pressure you in to something you think is weird or anything...I can tell you're horny dude, if you want to just get tugged until you feel some relief, that's all I'm about anyway. Doesn't have to be anything...ya know...intense or whatever.” He was clearly outside of his comfort zone, so I wanted to make it as palatable as possible. Not wanting to think I was after anything deeper, I reassured him this was just about relieving pressure.

    “Ok cool...yeah I mean...I guess I'm ok with that, I mean you're already used to it, and I don't like you 'like that' anyway...no offense.”

    “Dude I don't either, hahah!” I reassured him.

    “Heh, cool...man, well I definitely need to do something after talking about it this much!”

    “You getting stiff too?” I gave him a deviant look. He smiled, almost a little embarrassed.

    “Yeah...I'm...kinda hard after talking about it and stuff.”

    “Nice...me too actually...check it out!” I leaned back and put my legs out forward and accentuated the bulge in the front of my shorts. He smiled and seemed to ease up a lot after seeing that I was horny too.

    “Cool...ok, so...let's say we do this – what're you gonna do when I...you know...finish?”

    “Uhh...wipe your jizz up on a tissue and throw it away?” I was a little confused, but he was new to this after all.

    “Hmm, ok...and I'd do the same with yours?”

    “Oh, yeah if you wanna do me too, that's cool. Yeah same, just a tissue.” I hadn't realized he was interested in reciprocation based on his reaction so far.

    “Well...I'd feel bad if I left you out...seems a bit unfair.” Darren looked sympathetic.

    “Oh no pressure though, if you wanna just feel yourself get off real quick cuz you've been squirming in your undies all day, I don't mind helping you out and not having it done back, I really don't mind at all man!”

    Darren smiled, “Really? Wow...you really don't mind that?”

    “No, not at all. If you need a hand real quick but feel weird about doing it back right now, or ever at all, I totally get it. That's cool with me.”

    Darren looked a lot more comfortable now, “So...if I wanted to like, just try it...you could just jack me off real quick and that's it?”

    “Yeah, absolutely” I reassured, acting like it was totally normal. I didn't care, I just wanted to feel his penis in my hands. After all, I could just jack myself off when I got home, or in the bathroom.

    “Cool...oh man...sorry, I'm just...,” Darren squirmed a bit.

    “Just need to shoot it real quick? I have days like that too man, you're not alone.”

    “Sheez, sorry man I'm just...like, really horny after talking about all that!” Darren shyly admitted. I was rock hard hearing him say that, and figured this was my chance.

    “I can help you with that real quick if you want, you can just pull your pants down far enough for me to reach you, and I can have you feeling relieved in like...a minute.”

    “Holy shit...ok, you suuuuure that's cool?” he looked horny as hell, I knew he wanted a quick helping hand.

    “Yeah of course! You can just unzip and pull it out real quick. You need some relief, I can tell.”

    “Oh man...ok...here it goes.” Darren leaned back and unzipped his shorts, pulling them along with his underwear down just far enough to poke his stiff willy out over his waistband. I was almost ready to blow seeing his hard dick poke out like that. He held his waistband down as I reached forward.

    “Ahh...wow,” Darren sighed as I grabbed his penis in my hand. It felt amazing, and I began to quickly tug him off. I knew he needed some relief but he was still nervous about this, so I made quick work of it. He was right on the edge anyway after talking about it so much, so it didn't take much effort on my part. There I was silently pulling his warm stiffy in his room, casually tugging him off as he enjoyed the completely new sensation.

    Suddenly he stiffened his legs and leaned back, “Ahh.....ah....oh shoot,” Darren groaned quietly as his body shivered and a warm stream of his boy seed trickled out and over my hand. I remained silent and slowed down to let him finish, his breathing still heavy and his legs tense.

    I reached over with my other hand and caught his thick white load before it dribbled on the front of his shorts. He silently finished his orgasm into my hands, breathing deeply as he filled my open palm and enjoyed not having to do it himself for once.

    “Nice dude...feel better?” I smiled as his breathing came back to normal and he relaxed a bit. He nodded with a genuine smile as I grabbed a tissue box from his night stand and held one under him to absorb his semen.

    “That...felt really good, to be honest. Can...can you just do that like, every time we hang out? Hah! That really did feel ten times better than when I do it myself!” Darren admitted, looking a bit embarrassed to say so.

    “See?! I told ya! It's waaaay more relieving when a 'stranger' does it for you!”

    “Yeah definitely...ok, and next time...I might...I might wanna try yours too, if that's ok. Can I wait until next time to do it back? I just...”

    “Yeah yeah, no pressure man, don't feel obligated to return the favor...ever, really. It's just about helping you feel good, not about me getting something out of it. I like helping you like that, it was really cool watching you get to relax man, I felt like you really needed that.” I didn't want him feeling guilty, after all we were young and this was totally new to him.

    “I really did...thanks man, I'll get you back one of these days...just...”

    “Yeah I know, it's a little weird at first. No pressure, even if you never want to, I just really enjoy...well, to be honest, it made me really horny watching so much white stuff come out of you, that's honestly all I need...so...don't feel obligated.” I admitted to getting off just watching him get off, and he seemed to relax just knowing that.

    “Thanks man...thanks for being so cool.” Darren looked genuinely relieved and thankful.

    “No worries man, glad I can help a friend in need!”

    He pulled his shorts back up and we watched TV for another good while, but I was still horny as hell after making him cum. I kept thinking about watching that stream of warm jizz flow out of his swollen tip and fill up my hand as he silently orgasmed there sitting on the floor moments ago. I kept replaying it in my head, and was so turned on knowing that this would probably be a repeat thing. I had to pull on myself a little through my shorts though, I was stiff as a board and I was on the edge ever since watching him squirt. Quietly tugging at it every so often through my shorts was satisfying, but Darren kept looking over. Finally he looked at me and said what I had been hoping for.

    “Hey...you really need it too, huh?” Darren gave me a sympathetic look. I was raging hard, but that made me even stiffer hearing him say it like that. All I could do was think about him finishing me off, but I hated admitting it since I didn't want him feeling pressured or uncomfortable. I awkwardly smiled, not knowing what to say.

    Darren called me out, “Yeah, you do huh? Can I...maybe try and help you out?” He leaned forward and looked down between my legs at the small wet spot forming on my shorts at the tip of my bulge, “Oh wow...you need it bad!”

    “I...I don't...want you to feel like you have to do anything,” I eeked out, feeling like I was gonna blast just from the pressure of my hardon against my underwear, and from him turning me on talking about it like that.

    “Honestly, you not asking me to do it kinda makes me want to do it...if that makes any sense. Can I just, like unzip your shorts and help you out real quick like you did for me?”

    “Hah...oh man,” I squinted as I felt my cock throb between my legs.

    “You ok?” Darren looked legitimately concerned.

    “You...you can do anything you want...any time you want to,” I desperately tried not to moan, he was making me so hot being so innocent like that.

    “I kinda want to. You made me feel really good, I wanna make you feel that way too.”

    “Oh gosh...I'm...I'm so damn horny!” I couldn't hold it back anymore, I couldn't hide how hot this was making me.    

    “Well...let me help...here,” Darren leaned forward and moved in front of me in a kneeling position. I uncrossed my legs and stretched them out, one on either side of him on the floor. I figured that's what he meant for me to do, and I was right. He pinched the button of my shorts and popped it open, then pulled my zipper down. The fabric of my underwear pushed through, revealing a large wet spot in my Hanes where my boner was trapped.

    “Daaang...yeah, you really need it bad!” Darren said sympathetically as he pulled my waistband out and down. My gooey dick tip poked free over the top and made him smile.

    “Ungh...oh man,” I groaned, feeling like I would blast at any moment. Darren smiled and pulled my underwear and shorts down further to show off the rest of my raging hardon and my balls, which were tighter than after an ice bath.

    “Wow...look at that...you're bigger than me, huh?” Darren seemed impressed.

    “I...I hadn't noticed...mmmff...I just...I just liked playing with yours, I hadn't even noticed who was bigger,” I desperately tried to withhold my moans.

    Darren smiled and reached for it, grabbing me with his warm smooth fist as I immediately felt myself tense up.

    “Ohh....ohhhh...dude....wow that feels...*gasp* so good!”

    “Yeah, if it feels anything like when you did it to me, I'll bet it does!” He smiled and began to pull upward on me, making my head swell as I began to lose control.

    “UHH!! Shit! Oh gosh....Uhh!!” I felt it well up and leaned back as Darren made me go over the edge with only a light tug, spurting my young load all up and over my stomach, dripping warm strings of jizz one after the other as he gently pulled up on me again and again, “Gah, that feels amazing! Ohh...oh my gosh...ohhhh...holy crap,” I trailed off as the last few drops of goo oozed out and over his clenched fingers wrapped around my swollen head.

    “Felt good, huh?” Darren asked, knowing damn well it did.

    “Uhh...yeah!” I said sarcastically, “Dude I can't believe you made me cum that fast! I normally take a little longer, but man...you just...wow, you're good at this!”

    Darren smiled as he let go of my deflating erection, letting it droop over by balls as they also relaxed. He kept his eyes on my anatomy down there, I could tell this was the first time even seeing another penis in person. I let him look all he wanted, I even spread my legs out a bit and pushed my hips up for him to see better. He smiled and watched as I used another one of his tissues to scoop up the thick goop that I had spurted on to myself. He looked at the bit of cum that was on his hand, and seemed satisfied with what he had done. I handed him a tissue too, and we both silently smiled and wiped up the mess I had left on the both of us.

    “That was fun. Thanks man,” Darren said after a bit of silence, “thanks for not pressuring me to do anything, I like that it was just...like, no big deal.”

    “Of course! That's how it should be, just casually helping a buddy out. We're all dudes, it's no big deal,” I smiled as Darren nodded in agreement.

    “Yeah...hey, if you ever need 'help' again, just...I'd like to help you do that again some time,” he shyly admitted.

    I smiled big, “For sure! And same for you...I liked helping you out, it makes me feel good when my friends feel good.”

    Darren smiled again, and we both knew that this would become a repeat thing every time I went over to his house and had the privacy to give each other the mutual relief we so desperately needed.

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