Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 11 by Sweigard89 Sweigard89

What's next?

Trying out new stuff

I wake up to something poking my nose, Sarah standing over me with her finger pressing into the tip. "Wake up sleepyhead... I'm going shopping for some clothes and need someone to tell me if they look cute or not." I swat her hand away as I sit up, rubbing the sleep out of my eyes. "What time is it? Felt like I only slept for 3 hours." She chuckles as she grabs my hand, trying to pull me up and off the couch. "It's time to get up, I'll even buy you breakfast and coffee." I grumble as I stand up, yawning as I slide my feet into my boots. "Better be some good coffee." She just grins as she hands me my hat and heads out the door. We make a quick stop by Starbucks where she buys me coffee and a sandwich, I munch on it as we head into town. She pulls up the mall and quickly gets out, almost skipping as we head inside. I follow her into one store after the other till we find ourselves amongst isles of dresses. "Soooo... I finally made my decision. And the answer is yes but first you have to do something to make it worthwhile. Actually a few things." I just look over at her out of the corner of my eye, "Like what..." She just laughs, "You'll have to trust me. But first, try on this dress." She pulls out a cotton summer dress , holding it out to me. I look down at it skeptically, "You're joking with me, aren't you?" "Do you want to try anal or not?" I just let out a sigh and grabbed the hanger, quickly walking over to the changing room so no one would see me. I slip in one of the stalls and strip off my clothes, sliding the dress over my head. I take one look at myself as I open the door, sticking my head out as I look for Sarah. "Come on out so I can see how you look." I sigh, taking a step out as look around to make sure nobody can see me. "You happy?" "Give me a spin....we need to get you a bra and some heels." She takes a step closer, brushing some of my hair out of my eyes. "The reason I'm doing this is that, tonight, we're switching the roles. I'm going to be wearing the pants and you'll be wearing the dress. You be the one fucked in the ass while I'll be the one doing the fucking." Her sudden change of tone, dominance soaking every word as they slide out from her lips, excited me. "But....but why?" I shakely ask. "It's simple, I want you to feel what it's like to be a woman trying to please the whims of a man, to make him happy." I just stare at her, "You could of said no, anal doesn't mean that much to me." She just lets out a chuckle, "But I do want to make your wildest dreams come true, I just want to give you a glance first." She reaches around and slaps my ass, "Now go back in there and wait as I go grab a bra and some heels for you. What are you, a size 11 in men's?" With that she saunters off, her hips swaying back and forth. I turn back around and go in the stall, my mind whirling wondering what I had gotten myself into.

What's next?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)