Disable your Ad Blocker! Thanks :)
Chapter 36
by
Fantasy
Go shopping with your girlfriends?
Yes. And Taylor gets adventurous.
Taylor drives you to a huge store that just yells “EXPENSIVE” as you look at it.
She and Megan lead the way, and by the way they walk and know their way around the place you can tell they’ve been here countless times.
The place makes you a bit uncomfortable, like you don’t belong here. Especially since you’re here wearing your school trousers and a T-shirt.
Your family is in a good place, economically speaking, enough that you can have a small allowance that allows you to buy video games every few months. But still, this place is too much.
“The men’s section is on the second floor, right?” Taylor asks Megan, who confirms it. “I’ve never really had a reason to go there, now that I think about it.”
“Yeah.” Megan agrees. “This might actually be pretty fun.”
Both girls turn to you with mischievous smiles. You have a bad feeling about what’s going to happen.
And it turns out you’re right. What you hoped would be a short trip turned into two hours of your girlfriends playing dress up with you, making you try a plethora of different outfits and judging how well you looked.
You’re really not enjoying it, especially since you could describe your fashion sense as “austere”. As long as your clothes are simple, comfortable, and didn’t look ridiculous, you are happy. Still, Taylor and Megan actually look like they’re having a great time, and you can’t bring yourself to complain.
Finally, and after thankfully taking your mortal opinion into account, they settle for a couple of polo shirts, trousers and even a couple of boxers, which are now officially the fanciest, most expensive clothes you own.
“Go get changed. It’s better if you leave with those on than your school trousers.” Taylor tells you.
You nod and go to the changing room.
As you’re in the middle of changing, you hear Taylor's voice from the door.
“John, open up!” She whispers.
You do so quickly, even though you’re only on your old boxers and your T-shirt. Taylor swiftly sneaks in and motions you to put the lock back on.
“What’s going on?” You ask.
“Megan’s distracting the clerk. Let’s make this quick.” She says, quickly dropping to her knees and pulling down your boxers.
Since she caught you by surprise, this might be one of the few times Taylor has caught you flaccid.
“Are you serious? Here!?” You whisper in disbelief.
“Exciting, isn’t it?” Taylor grin mischievously at you and licks your shaft from the root to the tip while massaging your balls.
You bite your lip to avoid any sounds from slipping, but low groans manage to escape.
Thanks to Taylor's expert technique (and you raging libido), your cock is hard in no time. She keeps blowing you, immersing herself in her task. You can feel yourself getting closer and closer to coming. Then she stops.
Taylor takes your cock out of her mouth and tries to calm her breath, all the while gently stroking you with her hand.
She breaths in…
…and out.
“Okay,” She says. “Let’s try this.”
Before you can ask what she means, she takes you in her mouth again, but she’s not sucking yet. She’s slowly pushing your cock deeper and deeper in. You’re reaching places you’ve never felt.
Slowly but surely, Taylor has your erection deep in her throat. You can’t believe it. She’s never done this before.
Careful to keep a slow and steady pace, Taylor begins to devour your member, taking you out of her mouth and all the way back to her throat again, all with wet, slurping sounds. Taylor gags and stop sucking, taking your dick out her mouth. She coughs softly, trying to make as little noise as possible.
“Taylor…”
Just as you’re about to tell her it’s fine, she goes in again like a champ, taking your rod all the way back to her throat again. The tightness feels heavenly.
She turns her attention from your cock and turns her eyes to look directly into yours. You can feel her loving gaze as she swallows you whole. That takes you over the edge and you explode deep into her throat.
She’s shocked, and chokes on your cum. She spits it on her hands as she coughs.
“Sorry…! It felt so good that I lost myself. I should’ve warned you…” You whisper.
Once Taylor regains her breath, she looks at her hands full of cum, brings them to her mouth and gulps down as much as she can. She then sucks the rest off her hands and licks her fingers, thoroughly enjoying the taste.
“Hmmm…” She moans softly. The raven-haired succubus finishes sucking your dick for the leftovers of her meal before standing up.
“I want to believe that wasn’t bad for my first time, but I still think I could’ve done better.” She admits with a frown of self-criticism.
“Wait, that was your first time…!?” You whisper I disbelief.
She nods. “I’ve been practicing for a few days. Today I finally felt like I could pull it off.”
“Why…?” You trail off. You don’t really know what you want to ask, but you feel like this was kind of a big deal.
“What, is it bad that I want to give you one of my firsts? It’s not like I have many of those left, you know!?” She answers angrily.
But you don’t think she’s really angry. More like… she’s hiding her embarrassment.
You kiss her forehead tenderly. She finches and her anger seems to fade away. “Thank you. That felt fucking amazing.”
Taylor hugs you tightly, hiding her face from you. You return the hug, stroking her soft hair.
She closes in on your ear. “You know… I’ve never done anal before, either.” She whispers erotically.
Those words bring your cock back to life immediately.
“Then I know what we’re doing when we get back.” You tell her, squeezing her butt.
“Oh no you don’t!” She snaps. “I’m sure Megan hasn’t done it either, so we have to prepare first! Don’t you even dare try to fuck my ass without telling me!”
Now that that’s clear, what do you do?
Disable your Ad Blocker! Thanks :)
Cheerleader Destiny
Cheerleaders can do, and be, whatever you want
You're given magic powers to totally reshape the lives of the high school cheer team.
Updated on Apr 24, 2026
by Bobrt
Created on Feb 11, 2009
You can customize this story. Simply enter the following details about the main characters.
- 22,778 Likes
- 6,270,560 Views
- 3,204 Favorites
- 2,796 Bookmarks
- 560 Chapters
- 106 Chapters Deep
- All Comments
- Chapter Comments