Over the coming days, Pirate picked up Stars mare training. He was fed more of the strange milkshakes, and over time the pony felt a little more subdued, passive, and ready to obey Pirates orders... likely due to him figuring out he was liking his ownership under the hippogryph. Still, that enjoyment was buried under a deep layer of denial and shame, clinging on to the nonexistent dignity he thought he had. There were rare moments when he would catch himself realising what he was doing, usually mid way through a diaper change or when the hippogryphs cock was lodged midway down his throat, that Star would suddenly become slightly hesitant, resistant even, and Pirate was starting to grow tired of these pathetic outbursts. Now, Star had graduated to full-sized diapers. Hed only just gotten used to being made to wear pull-ups, now the ponderously plump pamps Pirate put him in were even worse. They made him waddle with a noticeable gait, the plastic backing was incredibly loud and made everyone who could hear it turn to look at the humiliated pony. It made his rare outbursts even more pathetic... nobody can take a perma-diapered sissy seriously, and Pirate just laughed as whenever Star would get angry, it would be followed by a sudden yellowing of his pamps, and reddening of his face... then a prompt facefucking.

The past few days, Star could taste a somewhat different musk on Pirates cock, and it would be covered in some leftover cum as well as be sticky and slimy with another wetness Star couldnt put his finger on, but he soon realised that it was from Pirates time with an actual mare that he was seeing on the side, making Star clean up the mess from his fucking... and when Star realised that, Pirate started to mock the sissy for being the type of bitch to clean up after a real man had finished with a mare. It would only make Star whimper and whinge more& and these outbursts prompted Pirate to teach him a lesson one night. Instead of making him clean up after he was done, Pirate was going to make Star watch a real stallion in action, force him to kiss his balls as they pulsed into a girl. Star was still a virgin when it came to women, in fact hed never even topped a fellow stallion before, so he knew that being made to watch would be agonisingly humiliating... and of course, that too made his cage twitch and squirm.

It was a long trek, walking behind Pirate with his diaper crinkling loudly and his wobbly legs barely mustering a filly-like waddle was troublesome for Star, but even more pressing on his mind was the realisation that their destination was becoming familiar. Stars home village, with all his former friends staring and gawping at the stallion they knew reduced to waddling with sissy clothes and a diaper, led behind a hippogryph with a collar and leash. Then, Stars eyes widened as he realised who it was that Pirate was fucking as they came up to a familliar gate. There was a local girl in his town who ran an apple orchid, a cute country girl who melted Star's heart whenever hed see her. He would always come by weekly to buy some apples... which was merely an excuse to talk to her, to see her wonderful smile and hear her adorable country drawl... hed always had a crush on her.

He never felt such a chill as when she warmly greeted Pirate with a loving kiss on his beak, saying that shed been waiting for him..With a sultry tone in her voice, one that she never talked to him in. Star was shocked into silence as they spoke, talking about the things that they had planned to do for the day, and when the mare asked who Pirates little friend was she said it in a way that showed she didnt even recognise Star at first. It took her a few seconds to realise it was that same stallion who used to come around and buy apples off her...and she had to stifle a giggle as she patronisingly complemented his pretty clothing before going back to flirting with Pirate.

Star felt so hurt, seeing his crush kiss his beak and openly flirt with him while Star was standing right there. Pirate told her that he liked to watch, and Star was feeling far too hurt to talk back. Yet deep down, again, he was secretly excited to see what was going to happen, and that excitement only grew as Pirates cock started sliding out of his sheath... and as the two made their way into a nearby barn, Star was all too eager to follow behind. Pirate laid on his back and gave a little smile towards the humiliated sissy as the mare climbed onto his front, letting her already-drenched-wet pussy kiss his cocks head as she kissed the hippogryphs beak and flirted with him. She asked if Star was alright watching... Pirate told her to just get to work, and that hell be just fine. She seemed far too eager to get Pirates cock in her to really question it.

Star had to watch as his crush happily let the cock slide into her, hearing her sigh with delight and telling Pirate how she missed this for the past few days. How long had this been going on for? Star had to look away&but Pirate demanded that he not only starte, but start to lick and worship the balls that were going to drain into his crush. Star brought his muzzle over to the fat, hefty balls and started to plant kisses up and down them, the sheet wetness of his moaning crush smearing his pink lipstick kiss marks all over the balls... minutes went by with the taunting scent of her sex in the air, the taste of it coming onto his lips as he ceaselessly worshipped the massive balls of the pheagle. Any time Pirate felt him stop hed order him to keep going... and so Star kept sucking on those huge balls gurgling with fertile cum, hearing him please her in ways a caged, diapered, incontinent sissy like Star never could. And as always, his permalocked cock leaked more and more into his pamps... not just his uncontrollable dribbling, but his excitement, too. Each dirty, loud, wet and filthy slap was followed by her moans, each second Star was watching his useless little cock strained hard behind his cage and padding... he could only imagine what she felt like inside... and even those thoughts were tainted by Pirates prompt mocking. It couldnt have been more obvious that Star would never even fuck any mare, let alone satisfy her like Pirate could.

After what felt like hours of slamming, when the hippogryphs slamming was at its fastest and the musk in the air its thickest, Pirate said he was about to cum. Star whimpered as he heard her beg him to finish inside, that she didnt care if this time she got pregnant... and Stars face was showered with her sudden squirt as both her and Pirate had a powerful simultaneous orgasm. It had been so long since Star had felt anything close to a climax, even being fucked by that massive pole of meat only left him on a perilous edge of an orgasm, but hed never find true release. Pirate let her dismount and go clean up, leaving the sticky cock for Star to clean up. That same cock which took away Stars bladder control was now taking away his love life... and through his tears, it was obvious to Pirate that Star was loving it. Pirate grinned into the sniveling ponys eyes, looking at Stars sweat-and-cum-smeared muzzle. Star was already flustered, but what Pirate said next only furthered that:

You love it, dont ya sissymare?

Star didnt respond, he just looked away. But the blushing smile he accidentally let slip through his fake crying gave all the reply Pirate needed.