Master looked down at my ruined face as I gasped for breath. His cum splattered, makeup ruined, drooling faggot had served him once again.
Master looked down at me, past his slowly softening, saliva covered cock. My once perfect eye makeup and lipstick, now smeared around my face, mixed with my saliva, his cum and spit. I was the perfect picture of a ruined, used and shameless sissy cocksucker.
The saliva running down my smooth, shaved body, slowly oozed down into and dripped from my steel caged reminder that I was born a male. Some of it had worked its way back to the silicone plug buried deep in my ass, holding Master's earlier cum load inside my fuck hole.
"What a good little bitch, a dirty little cum hungry bitch." Master said while wiping his wet cock in my shoulder-length dirty blonde hair.
"Thank you, Master!" I replied eagerly.
Master uses the head of his cock to wipe the cum on my face into my drooling mouth. I respond by sucking him clean and repeating my most used phrase, "Thank you, Master!"
"Clean up, make yourself pretty and join me at the pool."
"Yes Master." I reply and got up from my knees and headed to the bathroom. I showered, cleaning all of my body except my well-bred hole that stays plugged. After the shower, I blow my hair dry, re-apply my mascara, eyeliner and finally my bright red lipstick. Master likes my eyes and lips done.
I slip on the red thong he had left out for me, a tiny garment that does not completely cover my chastity cage or the base of the butt plug in my ass.
I stop in the kitchen to get Master a glass of whiskey, and feel the plug deep in my body as I walk out to find him laying naked on a lounger by the pool. I kneel next to him and offer him the glass.
He takes it and after a big drink, hands me the glass while grabbing my ass with his other hand.
"Such a good sissy boy." he compliments me.
"I have plans for you next weekend my little cum bunny. I rented a house boat for me and a couple friends. Of course, you will be our entertainment. It will be a relaxing trip for everyone... except you." Master chuckled as he ran his hand across my face.
My heart begins to race! I have served Master and his friends before, but only on single occasions. He has a group of guys he hangs out with that love to get sucked off while watching football. But this would be an entire weekend!
Master provided no other details, but the following Thursday, he was gone most of the day, "getting things ready."
Thursday night, he gave me a small bag and told me to get myself ready for the weekend. I shaved my entire body, thinned my eyebrows, and used the bottle of hair coloring and nail polish in the bag to bleach my hair and turn my finger and toe nails bright pink.
Early Friday morning, Master woke me and handed me another small bag. "Get dressed and get pretty bitch, dont keep me waiting!"
I ran to the bathroom, showered, put on my makeup and opened the bag. It was a tiny, hot pink bikini, but the front of the thong bottom had a hole in it for my cage to hang through!
Putting on the bikini, the top had small triangles that covered my smooth nipples, but not much else! The bottoms fit snug and lifted my caged goods, causing them to stand straight out.
Checking myself in the mirror, I could have passed for a flat chested blonde slut, except for the painfully swollen caged penis hanging out the front of my tiny bikini!
I returned to the kitchen to find Master in a short pair of running shorts and a tank top that showed off his bulging gym toned body.
"Wow faggot, you could almost pass for a real bitch!" he said, playfully slapping my locked cock.
I jumped at the swat and let out a gasp, causing Master to laugh.
I was instructed to get in the truck and wait. Going into the garage, I climbed into the previously loaded truck. Soon Master emerged and getting in the truck, we were on our way.
The breeze from the open windows teased my now bleached blonde hair, my exposed cock, tickled by the swirling air, swelled uncomfortably.
"The rules are simple, you can wear only what you have on now, unless told. Most of the time, you will be naked. You are to do everything you are told and not refuse anything."
"All of the guys were tested this week, so nobody needs to waste condoms on a bitch," Master added. "Any questions' slut?"
"Master, how do I get to the boat wearing this?" I asked, honestly concerned about being arrested at the Marina.
Master informed me he had a cover garment, but by asking for more clothing, I would be required to surrender an item once we got on the boat.
We arrived at the parking area for the busy marina, people wandered about and I became very nervous!
Master got out and began loading the ice chests onto a cart. "Get out here and help!" he snapped.