Sundown You Better Self-Care

by thathornypony

Chapter 1

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Sunburst hummed as he shut his door. As gratifying as being the Royal Crystaller was, it was tiring work. It was also good to finally be away from Cadance and Shining. Not because he didn't like them! They were great ponies. He just couldn't help feeling awkward around Shining and jealous of Cadance. She was so lucky to have a husband like that. So manly and strong and caring—and hot.

He grabbed the nearest book and flipped it open to a random page, trying to distract himself. It was too late. His fantasies of Shining Armor had already taken hold of his mind. He winced as his cock stiffened and strained inside his chastity cage.

He hadn't planned on it being that kind of evening, but his body didn't care apparently.

He whinnied, getting hornier by the second. He threw his cloak off rushing to his bedroom. What should he wear? He was too impatient to get completely dressed up, so he settled for just some fishnet stockings and a choker. That was slutty enough to work.

Out from under the bed he levitated his favorite dildo. He stuck it to the mirror on the wall and drizzled a generous helping of lube all over it.

He looked behind him so he could watch his cute sissy ass as he backed into the cock. He grabbed the flared tip with his magic and carefully worked it into his hole. It popped in so sweetly. He closed his eyes and thought of Shining Armor as he speared himself on the rest of its length. Imagining that it was the prince filling him; imaging that it was the prince's bumps and ridges sliding inside him; imagining that it was the prince's medial stretching his asshole open, and having forced itself inside, running forcefully over his prostate. Within seconds, a clear strand of precum had dripped out of his cage and to the floor. His knees shook and his body quivered, but the strand did not break.

Sunburst fucked himself as hard as he could. In his mind, Shining Armor had mounted him and was ruthlessly pistoning in and out, only thinking about his own pleasure. Sunburst was just a slut, barely more than a sex toy to him. The feeling was exhilarating.

It had been a long day, and Sunburst was pent up. Precum streamed out of his limp, locked-up dick. With all that pressure, it was not long before he pounded a real load out of himself too. He gasped as he came and thick, hot cum spurted all over the floor. He hilted himself on the dildo, leaning against the wall for support. The molded balls at the base pressed against his. He moaned loudly.

Slowly he pulled himself off, savoring the feeling of inch after inch of cock slide out of him. When he reached the tip, his asshole gripped the flare, trying to keep it inside. It burst free with a beautiful pop. He turned around and dropped down, licking his cum off the floor. He could never have enough cum to eat. And though it obviously wasn't connected to his sense of taste, he swore that having lube leaking from his ass made the flavor even better.

He lay there in bliss. The only thing he was missing was a real stallion to cuddle. Someday he'd work up the nerve to ask somepony out. With his position in the castle, it was only a matter of time before he got a boyfriend. Until then, this would do.

After a few minutes, the real world began to assert itself again. His stomach rumbled with hunger. Dinner could wait just a few more minutes though, he needed to clean himself up.

He let himself out of his cage. Staying locked up all the time just wasn't his thing. Two or three days at a time was the most he'd do. Anyway, after a satisfying session with his butt like that, he'd earned it. He added a pair of lacy black panties to his outfit. They were sexy, but actually quite comfortable. He debated adding a dress or skirt but decided not to. Already having been fucked would diminish the fun of taking them back off. It broke the illusion that he was stripping for somepony. The panties were just to show off his body. (Also, he liked the way they supported his balls. Why wasn't there something he could just wear regularly for that?)

He ate dinner dressed like that, went about the rest of his evening too. Reading, making plans for the next royal event he'd be needed at, writing some letters, reading. All while feeling stunningly sexy. It was great. It really was a shame more stallions weren't into crossdressing, and that most of the ones that were were bottoms like him. Getting dick from a guy also in a dress was one of Sunburst's dreams.

He stole glances in the mirror. He was a pretty little sissy. Except for the beard. The beard stood out. But as much as he enjoyed his feminine side, and looking and acting like a mare, he couldn't bring himself to shave the beard.

It started getting close to bedtime. He lay down on his back. Rocking his hips, he rubbed his cock against his tight panties. It stiffened quickly. Spending the day in chastity made it so sweetly satisfying when he let himself get a real erection. His cock push right out of the panties, the tip climbing up his body.

Sunburst closed his eyes and imagined it was Shining Armor's hoof that gripped him instead of his own, and that the stallion was standing over him, in that gently protective way of his. That hoof stroked his cock, jerking him off to his second orgasm of the night. There was still plenty left in his balls, and that spurted across his chest, a few ropes landing on his face. Sunburst moaned affectionately.

And then he opened his eyes. He always felt guilty after he jerked off to Shining. He was his boss, he was a married stallion, he was his friend. But Sunburst knew that wouldn't stop him from doing it again the next time.

Sunburst wiped the cum off, and took off his clothes. He settled down to sweet sissy dreams.