He runs into Ana after work

This route will focus on Futa on male, light futadom, cock worship, degradation and dirty talk as well as a lot of rough sex. It's going to be Anastasia finally taking Cass to task for all the flirting he's been doing. If this goes far enough I have some plans for Cass's roommate, another femboy, to get involved, maybe with some very light **** on his end.

Cass finally finished putting the last of the glasses into the dishwasher and stretched, letting out a long sigh. Another long night but he'd done very well in tips, a particularly large bachelorette party came in and were practically drooling over him at the bar. He was used to getting this kind of attention by this point and knew just how to tease the biggest tips out of these kinds of groups but it always excited him to think of how these women desired him. He couldn't help but imagine these women passing him around as a plaything, using him for their pleasure until he was wrung out. Perhaps some of them were even Futa and would've mercilessly fucked him as the others watched. His imagination running wild, Cass heads into the employee break room to grab his stuff as he fantasizes what those women would've done with him. His daydreams are brought to a crashing end as he turns the corner into the locker room and collides with someone much bigger than him. Almost sent sprawling, strong muscled hands reach out and grab him before he can fall to the floor. Slowly the world comes back into focus and he can see that Ana is holding him up looking down at him with a concerned look.

"You alright there kiddo?" Cass can't help but blush, partly at being called out as a child but also due to Ana's attire. She'd clearly been in the middle of changing and was dressed in nothing but a poorly strained sports bra and a pair of tight boxers with a huge bulge in them that left very little to the imagination. Cass could do nothing but stare at the python in her shorts, even while soft that thing must be near 6 or 7 inches.

"Cass, come on speak to me here" Ana says again shaking him a little.

"S-sorry, um yeah I'm fine" Cass says quickly snapping out of it and drawing his eyes away from the sight in front of him, though still clearly unsure where to look.

"I didn't expect you to be the shy type" Ana says chuckling to herself, lifting him like he weighed nothing she spins him round and places him down on one of the benches and turns around to continue putting on the rest of her clothes. Cass can't help but breathe quickly, his mind still reeling at what had happened. His imagination racing imagining Ana's huge cock and what she could do with it. Cass was far from a virgin but he'd never been with someone that big before, he didn't know if he could even fit something like that in his mouth let alone his ass. Just the thought of Ana breaking him in with her massive cock had the much smaller dick between his legs achingly hard.

"Hello, Earth to Cass." Ana asks snapping her fingers in front of his eyes, bringing him back out of his daydream. "Are you sure you're okay Cass?"

He stares back up at the larger woman trying to think of what to say, a predatory smile growing across her face as she spots the small erection he's sporting in his shorts. "Tell you what, how about I walk you home?" She offers, resting a hand on either side of his shoulders, he has nowhere to stare but up into her piercing blue eyes and shivers when he sees the undisguised lust she has for him. "You never know what kind of perverts are out there waiting to devour a cute little thing like you."