turk128
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She Put A Ring On It
🕑 Added 2023-01-27 02:25:59 +0000 UTC(Commission of OC by Alexander "Alex" Whitemount.)
With what happened at the horse-riding camp, Alex's parents saw fit to get him a bodyguard—a rather tall and imposing woman to guard their son. It was her job to safeguard the Whitemounts' feminine son from those who would seek to take advantage of his trusting and naive nature (and that highly addictive asshole of his.)
His prior experiences with bodyguards made Alex think she'd be cold and distant. Quite the contrary. In fact, she'd taken a lot more active role in his life than he was anticipating. Almost from the get go, she was helping him pick out cute dresses, skirts, and underwear to match. She helped him with his makeup to highlight the feminine contours of his face, something all those old fuddy-duddy men wouldn't have dreamed of doing. She even designed an exercise routine to make his hips, thighs, and butt even more spectacular. When asked why, she simply told him it was to help him when he was riding. Alex was looking more cute, feminine, and sexy than ever.
One day, when she was taking Alex shopping for a cute new outfit (he was going through a goth/punk phase) she offered him a tiny golden cage.
"What's it for?" he asked.
"I noticed that you are getting erections when wearing dresses and skirts," she started, "I know you don't really have anything to work with but it's still noticeable sometimes," he said. Alex's pale cheeks blushed at how she so casually dismissed his 'manhood' (though she was completely right) in front of him. Still, he nodded and she continued. "And so you're supposed to wear this and it'll prevent that from happening," she explained as she held it out to him.
"Take off your panties and I'll help you put it on," she commanded him and the ever-submissive boy did just that. Beneath the skirt he was trying on, he hooked his thumbs in his panties and slid them down over his thighs and legs. She knelt before him and he swore he saw a smirk as she saw his equipment but it must have been his imagination because she was so focused on it as she started roughly handling him.
"It looks even smaller up close," she said, causing another twinge of shame and excitement to go through Alex. "It's a good thing I went a size below what I thought you needed," she explained while he felt the cold metal cage encase his little nub and the loop wrap around his tiny coinpurse. He heard a click and then she stood with a wide smile on her face.
"Perfect! You look great like that. Now let's see if it works." she said while she started unzipping the front of her leather pants. Alex had seen her... 'gifts' when they were first introduced and he'd been very aware of that enormous bulge that was ever present at the front of her trousers or down a leg. This, though, was the first time he'd seen it 'in the flesh' so to speak. His pale eyes went wide and he flushed red from head to toe. "W-What are you doing?" he stammered as she stroked herself to hardness. It didn't take long. She was greatly enjoying herself and had been eyeing that perfect little bubble-butt this entire day knowing what she'd planned to happen.
"We need to test to see if you can get an erection," she lied, using her spit and pre-cum to grease up that enormous pole of hers. "Since you can't touch that useless thing anymore, we have to go another route. Don't worry: I heard what happened at the camp," she grunted as she lifted his leg and lined her slippery helmet between those pale cheeks, aiming straight for that rosy pink hole, "you're used to riding horses."
And with that her hips clapped against his cheeks, burying every inch of her thickness within him. Alex could only whimper as a familiar cock-shaped sensation filled him. That tiny button inside him that made him a girl was already singing his bodyguard's praises. He could only watch as her hips pulled that length free and began pounding it back into his small body, using it for the ultimate goal she'd had since she first laid eyes on him: her own little faggot cumdump.
