Anal

Deku unwraps his toy and feel it in his hand, his thumb tracing along a fake vein. "It even feels like mine..." He squeezes it before shaking his head and refocusing. He takes the disguise off and strips naked. He grabs the toy, his phone and a pillow. He puts the pillow down on the floor near the desk and sticks the dildo to the side of the desk. He fills the attached syringe with the fake semen lube and sets it. All he has to do is squeeze the syringe and the toy will 'cum'. On the floor he sets up his phone stand so he can see it while the toy will be at his ass height when he's kneeling. As he looks at it and thinks of what he's about to do. "You know you have to do this. I'll get more tips from anal sex but I have to start practicing stretching myself. Am I really going to be able to take this whole thing? Not without help at least."

He puts his ear pods in and looks on his phone for a tutorial video on how to take cock. He finds the highest rated video he can find. It's from one of the most subbed channels on the site and stars someone with a feminine face, neck length neon blue hair with pink ends but most noticeably a cat quirk that gives them cat ears and a tail.

"She looks so cute, at least I'll get the instructions from a girl." He starts the video "Hey everyone, it's your favorite femboy Neon Neko here to show you how to take every inch your boyfriend's man meat!" Midoriya pauses the video as he complains "That's a guy?! His face looks as adorable as Ochaco's but that's clearly a bulge at his groin. I'm sure there's another video." He searches again but every search for the best tutorial leads him back to Neon Neko.

He groans "All the other videos are much less rated than his... dang it, just imagine it's a girl Izuku. A girl with a penis quirk, sure." He goes back to the video and hits play again. Neon Neko is dressed only in a thin white, pink and blue leotard and beside him is a mannequin with a dildo attached to it although it stands at almost a foot. Midoriya can't help but be a bit intimidated by it's size but the cat boy grins.

"Alright femboys, the first rule of anal is lots of lube! This is especially true for newcomers, don't be afraid of using too much. Now lets get started by lubing up our man." Midoriya watches as he spreads the lube along the shaft making sure every inch is covered. He pauses the video and gets the bottle of lube and squeezes some out into his hand. He kneels down onto the pillow and begins rubbing the lube all over his dildo. He sees the member is now glistening in fake cum. The sight makes his own cock stir a bit.

He plays the video again. "Alrighty, now that he's taken care of it's time to take care of ourselves. Now normally you'll want your partner to help do this but today I'll show you how to prep yourself. Grab the lube and put some directly on your bussy and the tips of your fingers." Midoriya sees Neon Neko bend over and present his asshole to the camera. Turns out the unitard has a built in opening for this. He also can't help but notice the bulge right below it that shows his nut sack and erect cock. He watches the catb boy spread the lube around his hole before slipping a finger in. "Start with just one finger, I know I can take more but you have to go at your own pace. When you're ready add more fingers." Midoriya reaches back and mimics the actions. He shudders a bit as the cold lube first touches his hole. He begins rubbing the area as his cock hardens. He takes a breath before shoving his middle finger inside himself. He lets out an involuntary moan. "That... doesn't feel as bad as I thought." He slowly pushes and pulls his finger into and out of himself. Feeling confident he slips a second finger in and soon after a third. He moans again, he's starting to understand why people like this so much.

After a few minutes he feels he's properly lubed up and plays more of the video. "Alright now that you're finally ready it's time for the best part. Just relax your sphincter and let him into you." Neko leans down beside the mannequin and slowly backs up. Midoriya sees him easily take the tip. "Don't feel bad, I've had a ton of practice." He winks to the camera before sliding back and taking more inches. "Be sure to give yourself a moment to get used to the size and go slow to start."

Midoriya is red faced as he bends over in front of the toy. He slowly backs up until he feels the tip poke his hole. He reaches back to hold it still an with a grunt pushes back as his ring accepts the intruder. He groans, a bit of pain but nothing compared to all the times he broke his own bones. He gives himself a moment to get used to it before pushing back and taking more of it. He moves himself back and forth as he fucks himself on the toy. Every time the pain fades and it feels better and better.

"I can't believe it feels like this no wonder girls like it. I mean I guess every guy has nerve endings there. Maybe... maybe I'd let Ochaco do this to me." He pants with a smile on his face as his hand starts stroking his hard cock as he fucks himself. He slowly makes his way closer to the base when the dildo starts poking an especially pleasurable spot that he realizes must be his prostate. Every time it's hit a jolt of pleasure runs up his spine. It feels so good he doesn't even realize he's reaching the base of the toy. The pleasure mounts as he's getting close to his own orgasm but remembers the cum tube. In his other hand he grabs it and pushes the plunger down. He moans again as he feels the cum shoot out of the toy and fill his bowels. He pumps his cock one last time as he achieves his own orgasm, his semen spilling onto the floor below him.

Too tired to hold himself up his face falls to the ground, right into the puddle of his own ejaculate. He kneels there panting, letting the endorphins wash over him. When he's ready he gets back up and pulls himself off the toy. He had completely forgot about the video but he didn't need it. A bit dazed he still has the wherewithal to clean up. He wipes the floor clean and puts on a bath robe as he takes the toy to the bathroom without anyone seeing him. He starts washing the toy in the sink when he looks in the mirror and realizes his face is covered in his own cum. He blushes as he sees himself, definitely not the face of a superhero but it's what he has to do right now. His tongue tentatively licks up some of his own spunk off his lips. He's ashamed that he likes the taste before he cleans himself in the shower.