Date: Fri, 09 Dec 2022 01:01:16 +0000 From: Enzo Matrice Subject: math-tutor-6 Math Tutor 06 by EnzoMatrix [enzomatrice@protonmail(dot)com] (boy/teen first time) Please support the Nifty Archive Alliance so we have a place to share and enjoy our stories. http://donate.nifty.org/donate.html As my idol Zachyboy once said. "Give a little something today, you frisky little cheapskate." Nifty Archive Alliance also participates in smile.amazon.com! If you shop at Amazon, please consider using amazonsmile and choose Nifty Archive Alliance Inc as your charity. They will donate to Nifty, at no cost to you. If you like this story and want to check out my other stories, search for enzomatrice in the Nifty search bar and they should all appear. All my stories start on AllTheFallen and propagate from there. Constructive feedback is always welcome :) enjoy, enzo =-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-= Enzo is laying on his bed daydreaming...about Dylan of course. His boner is stiff as a nail, tenting his shorts, but he is too deep in thought to be aware. Was Dylan really looking at him or Claire? He certainly did stare at them both, maybe Claire was right? But how could he get Dylan to just look at him? His little boner throbbed just thinking about it. "Hey...woah bro, you need to control that thing!" Claire says, standing in the doorway. Enzo is pulled out of his daydream, "huh?" Claire points at the tent. Enzo looks down and his face turns red, he grabs a pillow to hide his boner, "don't you knock anymore?" He says, trying to push the blame on her. Claire giggles, "maybe close the door next time you wanna get, yaknow, all excited like that! Then maybe I will knock first." She saw the look on his face, "thinking about Dylan, huh?" Enzo just nodded, "do you really think he likes boys...do you think he might like me?" Claire enters the room and closes the door. She sits beside her brother. "From what I could tell, what he said and how he acted...yeah, I think he likes boys. Definitely femboys, for sure. But maybe he doesn't think of his students that way. He probably thinks of you as just one of the boys he tutors." "So...like, he maybe likes boys, but not me because I am his student?" "Maybe...but I think he...well...I think he was hiding something under his bag when he left. Like you are hiding something under your pillow right now..." "Dylan had a boner?" Claire nods, "I think so...I mean he was certainly weirdly holding his book bag." Enzo, a bit frustrated, "so how do I get him to like me?" Claire shakes her head, "you can't get someone to like you Enzo. They just like you or don't like you...or maybe come to like you over time. Or maybe they see something they didn't see before and then realize they like you. In any case, it just happens, you can't make it happen." "Claire? Remember when you helped me put on your dress? Do you think Dylan would maybe like me if I did that...yaknow, for Dylan?" Claire says, "wait...you want to dress as a girl for Dylan?" Enzo blushes and nods yes. "You know doing something just to please someone never works either, right?" Enzo, "it...I mean...it kinda felt...it was not bad..." Claire scrunches her face, "Wait, you liked being a femboy, didn't you?" Enzo just looks downward, unable to respond. "Wait here..." Claire gets up and leaves the room. A few minutes later she comes back with a bunch of clothes. Claire has always liked dress up, but Enzo never wanted to play with her. She was giddy about finally getting a chance. "You wanna try something on again?" Enzo just nods shyly. "Remember this?" She holds up the dress she wore when Dylan was there. "Take off your clothes and let's try it again. Enzo looks down at the pillow, "but..." Claire giggles, "yeah, we will need to take care of that at some point. Let's just ignore that for right now." Enzo removes the pillow. He is still sporting a woody. "I guess no ignoring it...just work around it for now I guess." Enzo gets up and removes his clothes, except for his undies and undershirt. Claire helps him with the dress. They walk to the mirror on the wall. "So?" Enzo looks, "I mean, I kinda look like you?" "No, you look like you in my dress. We will probably need to girly you up a bit, some lipstick and maybe earrings?" Enzo protests, "earrings...no way! Mom will kill us both if I get my ears pierced!" "Enzo, you don't need to get piercings. You know Geenie Thompson right?" Enzo nods. "Her parents won't let her get piercings...some religious thing...so she has magnetic ones she wears to school." "Geenie wears fake earrings?" Claire giggles, "well, yeah, I guess when you put it that way. But they still look real." "Wow, fake earrings...cool." "Wait, Enzo, I got an idea. You remember the video we saw with Saika?" Enzo remembers very well and nods enthusiastically. "Well, she wears a tennis outfit. I think Dylan's drawing might be from the same video. I think...come with me..." She grabs Enzo's hand and drags him to her room. "Take that dress off..." As she digs in her closet, she throws a shirt at him, "put on this top." She digs more, "and these shorts." She giggles, "perfect!" Enzo is standing in front of her with a cute light-green top and green shorts. "Oh, and now this! Definitely!" She hands him a multi-toned green track jacket, which he puts on. "The perfect, Saika!" Enzo asks, "what?" She grabs him by the shoulders and walks him to the full-length mirror. "Oh my gosh sis, I look just like Saika!" Then it hits him like a ton of bricks. "Claire! I totally look just like Saika!" "Yes, you do brother! Just like Saika...wow. A little lip gloss and some earrings, Dylan is gonna freak!" "You really think so sis? You think he will like me in this?" "No guarantees, but I think he just might." Claire looks him up and down. He jumps at Claire hugging her tight, "you are the best sister ever!" "Yeah, yeah, yeah, thank me at the wedding." She says and giggles. "Can you help me dress before Dylan comes for our next tutor session?" "Yeah, maybe we can get you dressed up. Then I will get mom out of the house. Tell her I need to get something for school and drag her to the store. You and Dylan will be all alone to do...whatever." She grins. The two discuss their plans and what they need to do before Dylan's next visit. =+=-=+=-=+= When the day finally comes, Enzo runs home from school excited. He drags Claire from behind, "come on, hurry! We got to get ready!" Claire just giggles. "We have plenty of time Enzo...slow down!" When they get to the house, Enzo runs to his bedroom and drops his stuff off. He runs to Claire's room. "I'm ready, make me into Saika sis!" "OK, OK, let's go to the bathroom." She grabs the clothing and accessories. They go to the bathroom; she closes and locks the door. "OK, strip naked Enzo." Enzo has a shy look, "What? Completely naked?" "Well duh, I need to make you a girl. And we need to deal with your thingy down there." Enzo asks shyly, "can you strip too? I mean so I can...yaknow...see what it's like?" "I mean...I guess so...just don't make it weird..." she says with a nervous smile. Enzo and Claire both strip butt naked. They hadn't seen each other completely naked since they were little kids but weren't a bit uncomfortable. Claire starts by putting on the magnetic earrings she borrowed from Geenie. They are classic diamond studded, but fake of course. Then she applies some slightly pink lip gloss and a pretty necklace. "OK, I got some really tight panties for you, this should hold your thingy down and in place. Just push it down between your legs and hold it, I will pull up the panties." "Between my legs?" "Yeah, I looked it up. It's called tucking. You push and hold it down and the undies will keep it from popping...yaknow...a boner. Here let me show you." She helps him get his legs in the panties and pulls them up, just below his boy bits. "OK open your legs a bit." He opens and she slides her fingers from root to tip, pushing his soft dink downward between his legs. Enzo is squirming a bit. "It feels kinda weird." Claire giggles, "stop squirming Enzo!" She pushes it into place, "OK close your legs a bit, see how it stays in place?" Enzo nods yes. "OK, now hold your thingy in place and I will pull the panties up. Enzo holds his soft dink down, between his legs, and Claire pulls up the panties. "These are kinda tight Claire." She makes an adjustment, "well we need to keep your thingy down. See how smooth I am in front? Now you are smooth in front too." Enzo giggles, "yeah I guess so." Looking at her bare, smooth front area and now his. "OK now the top, and don't ruin the work I did on your face, be careful." She helps Enzo put on the cute light-green top. She checks him out. "OK Enzo, little trick." She gently rubs his nipples. "Woah, what are you doing sis?" "See how they make the top pop out a little. Get your nips hard before he comes in, OK? Just a little rub though, don't overdo it." "OK, now these." Claire helps him with the green shorts and two-tone green sports jacket. They both look in the mirror, "wow...just, wow Enzo. A total transformation into Saika!" Enzo is all smiles. "Thanks sis! I can't wait until Dylan sees me in this." "Oh, one more thing. The violet towel Saika usually has with her, yaknow in case you boys get hot and sweaty." Claire winks. Claire quickly gets dressed and they leave the bathroom. Enzo goes to his room to get ready for Dylan. Claire goes to the living room to meet her mother to go shopping. Claire hears a knock at the door. She walks to the front door and opens it. "Hi Claire, hi Mrs. Mattus." He waves to Enzo's mom. "Hi Dylan, I need to go to the store with Claire to get her something for school. Enzo is in his room. You don't mind if I leave you two alone for a while?" "Not at all, we will just be quietly studying." Claire smiles wide, knowing what's in store for Dylan. "Have fun...yaknow...studying..." she says giggling as they leave. Enzo hears Dylan walking down the hall. He breathes deep, then rubs his nips, making them hard and pokey. Dylan walks to the door and knocks. "Hey Enzo." Enzo gets up and turns around, in a soft voice says, "Hi Dylan." Dylan was almost speechless, voice crackling, "prince?" Enzo looks at Dylan, who is motionless except for one thing, his growing tent. "Woah," Enzo whispers looking at Dylan's tenting pants. Enzo's reaction pulls Dylan out of his trance realizing what Enzo is staring at. He looks down and sees his tented pants. He quickly moves his book bag to hide the visible tenting. "What...why...I mean...can I sit?" Enzo says, "Dylan are you OK? I got some water, here." Dylan sits down and quickly drinks over half the glass in one gulp, eyes glued on Enzo the whole time. He takes a deep breath and puts the glass down. "So...why are you dressed like Saika?" "Do you like it Dylan?" He asks shyly and softly. "You are beautiful...I mean you look exactly like Saika..." "So, you like it?" He asks, almost whispering. "I mean...yeah...it's...like a fantasy come true..." "Claire helped me dress up like Saika. I'm trying it on for Halloween and wanted an expert's opinion." Enzo again looks down and can see Dylan's boner stiff and tenting. It makes Enzo's boner start to grow as well. He feels it growing uncomfortable between his legs and starts to squirm a little from the pain. "Uhm...you OK Enzo?" "Uh yeah, just a little...uhm...tight down there..." Dylan thinks to himself, is little Enzo getting a boner too? I mean is he old enough? Sure he is. Dylan looks down and blushes, he is boned up and can see Enzo looking at it too. Dylan doesn't hide it, just looks at Enzo with a nervous smile. Enzo has a smile too and really starts squirming as he stiffens. Dylan thinks, the poor boy, his boner is probably trapped in girly panties...man, I want to see what he's got in those panties...Dylan snaps out of it. Man, he's just a kid, your student...wtf... Dylan clears his throat..."uhm...should we should maybe...like...maybe we start now?" He says, totally fumbling his words. Enzo can see Dylan is as uncomfortable down there as he is. Enzo is really having difficulties with his boner now, it's super stiff and trapped in his sister's panties. He lets out a little grunt, then remembers how the math may help him soften. "Uh, yes, please Dylan let's start." He says, squirming more. When he sees Enzo look away to get his book, Dylan attempts to adjust his boner. It's really stiff and adjusting doesn't help, it only seems to make it angry. Enzo turns and catches Dylan in the act, Dylan's hand quickly moves away leaving his tented boner throbbing. Dylan stares at Enzo, transfixed. "So last week...where were we?" Enzo is transfixed on Dylan's throbbing boner. "It's....really..." Enzo can tell Dylan is a bit flustered like last week, and now he is just as flustered looking at the teen boner. He looks up from the boner, into Dylan's eyes, "Dylan, I can take this off and put on normal clothes if you want?" He whispers. Dylan puts his hand on Enzo's arm, causing Enzo's boner to throb and make him squirm. "No...no...please don't Enzo. I really like it...please don't change..." Enzo blushes, "OK Dylan...I'm really glad you like it..." Dylan, practically a whisper, "I like it very much Enzo." Then they have a silent moment looking into each other's eyes. Dylan still holding Enzo's arm. Both are stiff as steel as Enzo squirms around in his chair. Dylan breaks the silence, "we really should get to work..." Enzo gulps from the tension, then nods. The remainder of the session is a mix of math, glances, adjusting boners, and staring - lots of staring. While Dylan's boner does not go down the whole session, Enzo's experience is mixed. When he is deep in concentration it starts to go down. But the mere touch of Dylan's hand, his voice, or even a slight glance at Dylan's tented boner just causes the stiffness to come back making him squirm. Knowing Enzo's squirming is caused by the teenager's stiffy only makes Dylan harder. And the cycle continues. The teen hormones and pre-teen hormones rage into overdrive. A few quiet moans and sighs, lightly exhaled between them. After a challenging session in more ways than one, Dylan says, "I really think you are making great progress Enzo. Just keep running through these exercises during your solo study tomorrow and maybe we can play some math games next session." Enzo gives him a look, "math games?" "Look, it's not gonna be a Pokemon game by any means, but they are actually kinda fun." Enzo giggles. "No Pikachu?" Dylan looks at the poster shaking his fist, "see what you have done to this beautiful boy, you have corrupted him to the core Pikachu!" Enzo laughs hysterically. Dylan is just smitten with this boy, and that laugh just gets him even harder than before. He tries uncomfortable to pack his things, then gets up. "Oh, I almost forgot! We have an appointment after school next week with the dyscalculia expert." Enzo says, "Really!?" Extremely excited he jumps at Dylan to give him a hug. He says, "thanks!" But as he hugs him, he feels Dylan's stiff boner against his body, pulsing through the teen's pants. Enzo doesn't want to let go, and neither does Dylan. They silently hug, Dylan wishes he could feel Enzo's stiffy, and Enzo not wanting Dylan's stiffy to go away. They hear the front door open. Still holding Enzo, Dylan says softly, "hey I have to go, but I will see you in two days...I wouldn't mind seeing you dressed like Saika again." He feels Enzo nod against his shoulder, then they pull away from each other. They smile and Enzo says, "I will do that Dylan. I know you like it very much." Dylan places his book bag over his tent and starts to walk out. He turns and smiles at Enzo, who is smiling back. "See ya prince," Dylan says before walking out. A very happy Enzo quickly undresses. His little boner was finally free from the shackles of the tight panties. It's red and hurts a bit from being stiff and constrained. "Sorry little guy, we're doing it for Dylan." He says looking down at it. On his way out, Dylan is greeted by Claire and her mom. Claire is staring at him with a grin, she can't wait to talk to Enzo. After a quick update on Enzo's progress, and updating the mom on the meeting with the expert, Dylan leaves. Once again, he stands on the front step for a moment, then takes a breath. He thinks to himself, what have I got myself into? Now I got a serious crush on my 12-year-old student, who I think has a crush on me too... Claire runs into Enzo's room and closes the door, "so, what happened?" Enzo is all smiles, "I mean nothing...but...everything...but...I think it worked Claire." Claire looks confused, "you're talking gibberish...tell me everything." She grabs his arm and they sit down. "Well, he called me prince?" Claire's eyes open as wide as saucers, "he – called – you – prince? OMG!" "Yeah, what does that mean?" "In the anime, people forget Saika is actually a boy. Most girls in the school call him "prince". Wow, he really called you prince? Wow." Enzo giggles, "so that's good?" "Very...then what happened?" "He had a boner the whole time. He tried to hide it at first, but then stopped hiding it and I think he knew I was staring right at it. Mine hurt so bad in those panties; I was squirming the whole time." "Like how?" Enzo showed Claire how he squirmed. "OMG that is so cute, he must have loved that?" "He did seem to get harder whenever I did it." "I'll bet...so what else?" "He looked uncomfortable. I asked him if he wanted me to change and he held my arm and said no please don't. Then I asked him if he liked it and he said very much." Claire just said, "yes! I knew he would like the Saika look. Anything else?" Enzo blushed, "he said he wouldn't mind seeing me dressed like Saika again for the next session. I said I would..." Claire, excited, lets out a little `squeeeeeee' sound and then, "perfect!" Then she said, "so did you guys, like, yaknow, do something?" She gave him the sexy eyebrow look. Enzo says, "he found me an expert for my learning problem. I gave him a hug to thank him and could feel his stiffy against me. He was very hard Claire. We hugged for quite a while and that's when he told me to dress like Saika. Oh, and said `see ya prince' when he left." Claire lets out another excited `squeeeeeee' sound and then, "you guys are so in. I will try to get mom out of the house again for your next session." Claire gives Enzo a hug, "I am so happy for you bro!" "Thanks sis...and thanks for all your help." "You know I would do anything for you Enzo, and to see boy love in real life." She lets out another `squeeeeeee' causing Enzo to laugh hysterically. =+=-=+=-=+= Dylan fast-walks home. Once he is through the front door, he practically runs to his bedroom. He has his pants down before he closes the door and jumps onto the bed. He grabs his aching teen cock and barely gets 5 strokes in before blowing a massive load - moaning Enzo's name the whole time.