Between Scylla and Charybdis         

In the exceeding hot tight channel of Cassidy’s behind, Tom relaxed his clenched his teeth. Being a passenger in the indented recess of the cucumber was a lot different than being tied to a dildo, the smooth vegetable gliding up inside the nurse with far less effort than he expected. Still though, it was an ass, dank and dark, each breath leaving a pungent aftertaste in his mouth.

He counted a dozen strokes before he was pulled free, getting only enough time to exchange the befouled air in his lungs for fresh before being unceremoniously plunged into Miss Harwood’s snug little ass. Tom chuckled to himself, trying to remember how many times he had stolen a glance at her sexy butt at school and no he was buried deep inside it. He wasn’t sure who was pushing the vegetable, but he was eased back and forth slowly a number of times before being extracted.

Eyes stinging, he grinned as Cassidy began rolling the condom up the cucumber and over his head. Still reclining in the trough in the vegetable, he brought his hands up to his face and knuckled his eyes.

Turning the cucumber to the side, Cassidy spilled Tom into her open hand, shuffling around on her knee and positioning her own body between the Katie’s splayed legs.

Taking him by the chest, she lowered him down toward Katie’s pussy, so that in essence he was seated upright straddling the swollen prominence of the teacher’s clitoris, each leg dangling down either side.

Using her index fingers, she pinned his lower legs against Katie’s labia and opened the teacher up. Grinning, she lowered her face, tongue lapping at the luscious pink slit under him before tracking up and over Katie’s clit, across his genitals, his chest, and to his face before descending back down for another pass. Closing his eyes, he lay back on Miss Harwood’s fleshy mound, groaning in pleasure as Cassidy alternate between the teacher and him before making several more full length passes. Each time he felt her moving over his chest, he opened his own mouth and stuck out his tongue, tasting Cassidy‘s tongue and the essence of Miss Harwood lingering there. He didn’t know how much longer he could last under the intense pleasure.

He could feel the flesh beneath him getting increasingly warmer, tension building, Miss Harwood beginning to move her hips, gyrating and bucking against the nurse’s mouth. Cassidy’s hold on him kept him secure, like being strapped onto a mechanical bull on overdrive.

Miss Harwood let out a delighted squeal and started coming, body twitching and jerking, Cassidy sealing her mouth directly over the teacher’s vaginal opening, sucking greedily at the juices leaking out until the climax had subsided. Pulling away, lips closed but impish grin on her face, Cassidy positioned her mouth over him, drooling a clear string of fluid from between her lips and onto his face. He swallowed what he could, relishing the taste as the nurse opened her mouth wide again and lowered it down over his entire body. Releasing his legs, she closed her lips around Tom and drew him into her humid mouth, the moist interior still thick with Miss Harwood’s expulsion.

When next her lips parted, he was being passed back and forth by the two women, like a sweet little candy, as they shared a long sloppy kiss. He knew he was now in Miss Harwood’s mouth, able to differentiate between the flavors of each woman. The lips opened directly over Cassidy’s swollen split. Pressing his tiny body directly against Cassidy’s flesh, Miss Harwood swirled her tongue and him under it voraciously around and over the throbbing nub of her clit and the nurse exploded with a grunt and moan of ecstasy. Pulling Tom back into her mouth and supine on her tongue, Miss Harwood burrowed it into Cassidy’s leaking pussy, her viscous come oozing deliciously into the teacher’s mouth.

When Miss Harwood’s mouth closed around him, he suspected he knew what was in store, and he was right, another come soaked kiss. He couldn’t hold off any more, his little body spasming and releasing a jet of come into the mix.

Pulling Tom out of her mouth by a leg, Miss Harwood lay him in the perspiration slick valley between Cassidy’s breasts before laying her on the nurse’s shoulder.

“How do you feel Thomas?” Miss Harwood inquired, eyes on the youth.

Rolling to his side, he smiled, “Kind of like an ass-tronaut,” he replied, touching a hand to the torn flesh over his eye and bringing away a smear of blood.

“It opened up?” Cassidy asked, looking between her breasts.

“Stings a little but it’s not too bad,” he assured, glancing from woman to woman.

“Given where you’ve been, we should clean it sooner than later,” Cassidy stated, the nurse in her surfacing.

“I hope I don’t get pinkeye,” Tom said, mock serious expression on his face.

Cassidy chuckled and shook her head, “I can always give you a shot,” she assured.

He looked at her a moment, “Pass,” he said. Getting to his feet, he carefully moved down her stomach and over her navel, stopping atop the swelling of her mons.

“What are you doing?” Cassidy asked, curiosity in her voice.

Turning his head slightly back, wicked grin on his small face, he looked at both women, “I was just wondering if there was some way I could be in both of you at the same time,” he said.

Miss Harwood arched an eyebrow, “Looks like someone’s trying for some extra credit,” she purred, pushing herself up on an elbow.

Cassidy rolled her eyes and laughed softly.

By the time the trio had finished, Tom was beyond exhausted, having indeed been embedded in both of them at the same time, though the logistics and his small size made it difficult for them to explore too many possibilities.

Cassidy made sure all of his grievances were tended and he was clean before she put him down for the evening.