Better Ask Steve for Help

I can't believe I'm doing this.

Cassie was walking across campus, fully-dressed and moving gingerly, though no amount of care stopped the feeling of the buzzing vibrator in her ass, slowly slipping deeper inside her. She was terrified and humiliated at the prospect of having to go to the hospital to extract it, which she'd have to do if this next idea failed. But a secret corner of her was excited too.

I'm meant to be filled. Toys and hands and cocks all belong in my ass.

Her cheeks turned beet red in involuntary embarrassment checking in at the front desk of Steve's dorm, even if the bored girl attending it didn't care. She gingerly climbed to the third floor, and each stairstep was a shameful stimulation - something about the motion of climbing setting the vibrator at just the right angle to stimulate her. Against her will Cassie's pussy got wet.

Trying not to think about what she was about to ask, she knocked on Steve's door. He answered in a few seconds, not seeming surprised to see her.

"Hey study buddy, come on in. What's up?"

He stared at her ass as she walked in, like he always did when he thought she couldn't see. She reddened, and gulped, turning around to face him.

"I need help. I, uh," she faltered, blushing furiously, almost on the point of tears, then pulled herself together, "I have a medical problem I need help with."

Steve's face showed genuine concern, and disappointment too.

"Sorry to hear it. I can accompany you to the nurse's office if you need."

"No, it's not something I can go in for. I need your help... I'm imposing on you, I know, but I just get a feeling you're the best person to ask."

Steve's face lit up again.

"You have to promise that whether you help or not you'll never tell anyone."

"Whatever you say, Cassie. I promise," and he didn't even hide his eagerness.

The moment of truth.

"I had an accident, and something slipped into... Into my", she tried to say behind, as if the euphemism would make it less humiliating, but what came out of her mouth next shocked her, "dirty little asshole."

What, did I say that??? No, I'm just so overwhelmed I don't know what I'm saying. I couldn't have...

Steve grinned lasciviously.

"I'll help you, of course. And we'll keep it between us. Why don't you strip your pants and show me where it happened."

Well, that was what Cassie had come here for. She turned around and stripped off her pants, then bent over. The movement triggered a gasp as she felt the vibe shifting inside her.

"Bend over more. Here, spread your cheeks so I can see properly... That's right girl. That's what I want to see. Wow, you have such a tight little rosebud. We have to loosen that up, relax it. Shhhh, trust me."

She breathed deep at the feel of his fingers groping her asscheeks, inching ever closer to her hole.

"I'm just here for help Steve. I'm trusting you. Don't take advantage of me, please..."