Arron's taken from the rear and it hurts...

Arron held the man close as he moved from kissing her lips to kissing her neck, his breath on her neck caused small bumps to appear on her skin and a shiver went up and down her spine. Compressed as it was underneath the gaff, the attention and the attraction she was feeling caused her to get almost unbearably hard and the blood flowing into her restrained cock made her move her hips in an attempt to get a bit more space and comfort. In practice, anyway, because in reality, her hip movements caused her to ground herself against her partner and she felt every bit his length against her body. "Mmm...I'm going to miss this..."

He respectfully kept his hands away from undoing any of her clothes but they roamed everywhere else. Arron felt a moment of instant regret that the breasts she was carrying around weren't real, she could only imagine what it would feel like to have his hands cupping her breasts, tugging and pulling at her nipples, the sensation of his tongue and lips sucking on her. Why she felt this was a problem was beyond her, why she had a part of her mind saying that this was wrong. How could something so tantalizingly close and real be wrong?

The man continued to move around and slowly his hands reached her skirt. His hands roamed around until they found the zipper and slowly he lowered it until it was halfway unzipped. Arron motioned for him to get up and when he did, she got back onto her feet and smiled, pushing him a bit away from her before she turned and playfully shimmied the skirt down to her feet. "I need it...now..." she whispered and the man, immediately understanding, unzipped his pants. She licked her lips as his fingers pushed aside the boxer fabric and freed the object of her (recent) desires.

"There it is..." she whispered, smiling as she reached down and stroked him a few times to get him worked up and as hard as possible before she led him, cock in hand, over to the desk. With her free hand, she took out the small bottle of lube, already down to the last 1/4th of the bottle, and squirted it on her hand. It amazed her how easy it was for a woman to walk into any sex store and not look out of place or a perverted old man, no one questioned her when she looked at the various lubricants, and the sales girls were more than helpful in selecting one that was good for anal.

She didn't mind, though. She got a lot of mileage out of it, the amount was still a bit in need of adjustment...but so far, he never complained.

Plus, it was warm and kept his cock nice and lubed.

Did she mention that it also tingled when it went inside her?

He positioned her against the edge of the desk, bent over with her ass up in the air, and she shuddered a little as his finger lubed her up before one, and then two, fingers slid into her. She moaned, trying to keep her voice down a bit as there were undoubtedly people down the hall (it was still break but there were people starting to come in for advice on the next semester's offerings). She pushed back into his hand for a few strokes before he pulled his fingers out and positioned himself, pressing the tip into her ass. There was a moment of hesitation as her body tried, unsuccessfully, to block its entrance, followed by the first inch or so into her.

"Oh.." she winced, biting back the tears as her hands balled into fists. He leaned forward without pressing into her and whispered softly for her to relax, to take her time to get used to it, and offered even to pull out. Arron, for her part, took several breaths and then shook her head, leaning backwards to kiss him, to beg him to push a bit more but slowly, and then breathed as deeply as possible.