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Chapter 23 by Whiteskorpion
What's next?
The two have a nice day together~
Kyle is honestly having the time of his life today. It feels very good to walk around the convention arm in arm and look at the different booths. Alex recommends him some manga and anime that are worth watching and quickly pulls him on when a bad one comes up. Kyle actually thinks that's quite funny. A few guys have tried to hit on him thinking he's a hot chick, but Alex is quick to react, holding Kyle close and looking at the guys with a look Kyle has never seen on his face. That look scares guys, but Kyle just thinks Alex looks really cool. And that line he says when someone tries to hit on him.
Alex: If you touch my great love, I'll break your hand!
Kyle wants to squeal when he hears this, he's so cool! After a few guys tried to hit him, everyone stopped trying. Word got around that a Hibana cosplayer is walking around with her boyfriend. It's getting late in the evening and they both have bags of merchandise, manga and anime with them. But they don't go home yet because the tickets they won come with a hotel room. The two enter the hotel next to the event hall and show their tickets, where they immediately get their room key. The two take the elevator and go up to their floor before making their way to their room. Once there, the two go inside and put their bags down before Kyle sits down on the bed with a sigh and crosses his legs.
Kyle: It was a tiring day, but I had a lot of fun, thanks Alex~
Kyle looks at him with a smile that makes Alex's heart stop beating for a moment.
Alex: I have to go to the bathroom.
With that, he enters the bathroom as Kyle gets a message on his cell phone.
Kyle: From mom? "Have "fun" together tonight *winking smiley face*"
Kyle blushes and buries his face in his hands.
Kyle: Can i really do this?
At that moment, Alex comes out of the bathroom with a charming smile on his face.
Kyle: Yes I can.
Alex looks at him confused.
Alex: What do you mean?
But in that moment Kyle gets up, walks towards Alex and pushes him onto the bed. Alex feels a weight on himself and sees Kyle crawling towards him.
Alex: Uhm, Kyle what are doing?
Kyle: Something I've wanted to do for a long time~
And with that, Kyle kisses Alex on the lips, the kiss was brief but passionate.
Alex: Wow
Kyle: Did you enjoy that?
Alex responds by taking Kyle's face in his hands and kissing him. Kyle decides not to make it easy for Alex and keeps his lips locked. Alex licks Kyle's lips and asks for entrance, but Kyle playfully denies it. But Alex has a plan he runs his hand over Kyle's body and slaps him hard on the butt. With a sweet little yelp, Kyle opens his mouth, Alex takes advantage of that moment and goes into Kyle's mouth with his tongue. The two fight for dominance for a while, but Kyle loses the fight and Alex explores his new territory. After a while, the two seperate and look lovingly into each other's eyes.
Alex: I love you, please trust me now~
Kyle: Okay~
With one hand, he lifts Kyle's dress up and feels himself up until he feels his panties. He pulls down the panties and wets his fingers with his spit before resting his hand on his butt. Slowly he sticks one of his fingers up his asshole and thrusts in and out a little. Kyle trembles a little at this unfamiliar feeling. But it really doesn't feel bad, he can't resist a little moan as Alex smiles at hearing this.
Alex: You sound very cute~
He looks at him with a red face.
Kyle: S-shut up!
Alex: Does it feel good?
Kyle: Y-yes...
Alex puts his forehead to Kyle's forehead and smiles.
Alex: I'll put another one in, tell me if you can't take it anymore. I do not want to hurt you.
Little by little, Alex sticks one finger at a time up his asshole, and each finger makes it harder for Kyle to hold himself back. After a while he just can't hold back anymore.
Kyle: I can't...
Alex nods as he slowly pulls his fingers out so he doesn't hurt him, but what Kyle does next shocks him a little. He sits up, backs up a bit so he can get to the belt of Alex's pants.
Alex: Kyle, what are you doing?
Kyle: I can't hold back anymore, I love you and I'm going to show you that now. Teasing me like that, of course I'll do this afterwards.
Kyle pulls down Alex's pants and boxers as his big dick stands upright. Kyle positions himself over him and looks at him with a smile.
Kyle: Get ready to be ridden~
He slowly lowers himself onto Alex's dick, who can't seem to wait. He slowly sits down on his dick and they both moan in pleasure. At the bottom, Kyle runs his hand over Alex's chest.
Kyle: Thrust with me baby~
Alex nods and puts his hands on Kyle's hips as he slowly goes up and down. Alex moves his hips a little to thrust into Kyle. The two move quite slowly, but moan with every movement they make. Gradually, the two are faster, and their moans more and louder. Alex has never felt anything like that, the tight walls enclosing his dick that are the reason it gives this pleasure. Kyle, on the other hand, never thought it would feel so good, but he doesn't regret it one bit.
Alex: Kyle... I'm about to cum!
Kyle: Me too baby! Come inside me!
Alex doesn't need to be told twice as he feels pressure building in his dick before cumming inside Kyle with a moan of relief. Kyle also moans as he feels Alex's dick shooting his "cream" into him, but that's not the only reason, he cums too, but mostly only feels it because he suddenly feels something wet on his dress. The two of them are breathing heavily as Kyle climbs off Alex's dick and falls onto the bed next to him. Alex smiles and sits up again to take off his boyfriend's high heels, he doesn't seem to have the strength to do it right now. He lies back down, pulls Kyle close and tucks the two in. Kyle snuggles into Alex's neck.
Kyle: Did you like it?
Alex: Yes it was wonderful.
Kyle: I'm happy about that, from now on I'll do my best.
Alex: Do your best?
Kyle: From now on I will always wear the most beautiful outfits for you and I will also learn many new techniques for our little "adventures".
Alex kisses Kyle again.
Alex: I can hardly wait.
After that, the two slowly fall asleep and sleep in the bed together.
The End
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The Many Tales of Crossdressing.
Crossdressing Stories
Different stories about crossdressing
Updated on Sep 30, 2025
by Onyxdragon100
Created on Nov 30, 2022
by Whiteskorpion
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