First time author and would like to thank Lit member Kenji Sato for the amazing editing work, without his help, this story simply wouldn't exist.
Colin was still wearing his three piece business suit, after he'd arrived home from his day job as a high profile lawyer.
He'd dressed me in some light pink see-through panties, bent me over his knee, and started slowly spanking me; massaging my asshole with his middle finger before he inserted it, and tugged on my dark brown ponytail which was in place with a pink scrunchie.
Colin was about 47 years old, and bald in the middle with short trimmed brown hair on the sides. The middle of his head was completely bald and shiny, with a few pock marks and was, by no means, what you would call attractive; he wasn't ugly, yet far from 'handsome'. He looked like your typical high school principal.
I guess this is what made the contrast so eye-catching and hot; that I was an attractive 25 year old, with a fantastic body, pretty facial features and a full head of shoulder length dark brown hair.
He then reached for some hot pink anal beads with silver lining in between each bead. It was a first time experience, felt fun, and I was buzzing with anticipation; my adventurous spirit flourishing, as I began to explore every inch of my sexuality.
Colin paid me two hundred dollars a day to sit around his place while he was at work, and look pretty for him when he arrived home. This was hardly a task, as looking pretty was what I did best.
He likes to sit in his chair and watch me walk a makeshift catwalk, as he smokes his cigar and sips fine whiskey.
The pink stilettos I wear for him make me walk awkwardly and feel 'humiliated'; yet, I find the experience fun, enjoyable, and a major turn-on. He doesn't care that I haven't mastered the art of wearing them yet.
Above, was a set of monkey bars he enjoyed watching me work out on and doing press ups. He enjoyed painting my fingernails and toenails a pinkish purple with sparkles that matched the panties and scrunchie in my hair; as well as, giving me manicures and pedicures.
It felt good to be pampered. I never considered myself 'gay'. I just enjoyed the attention and admiration.
The word 'gay' was just that -- a word -- one that to me, never really meant anything. There was no shameful stigma, or taboo; or better yet, 'sin' attached to it. I was far from indoctrinated by hate-filled hypocritical religion.
Today, Colin had done my hair up in pigtails, with hot pink hair ties; and got me stoned as hell. I smoked a long paper joint of some really strong bud, and there were plenty more of these pre-rolled joints to see out the night. It made me feel more creative, adventurous, and out of body.
He gave me a tight pink top that showed my belly, with the sleeves shorter than mid-shoulder length, barely longer then a tank top. He then took the bottom of the top and looped it through the neck hole and tied it in a knot, as you would a sweater behind your back, except the knot was at the front of the top.
It made me really incredibly 'girly'; yet, ironically, made my cock extremely hard.
I needed to release some tension and gestured to my raging hard-on with my head to Colin.
"Lay down," he said, and directed me to the massage table.
He then unbuttoned his shirt sleeves and rolled them up displaying his incredibly strong forearms that were tanned in colour and muscled like a pitbull. With a manly firm grip, he grabbed my cock and started stroking it.
Colin gave the best hand jobs I'd ever had. He wasn't uncoordinated like a girl; being a guy, himself, he knew exactly how it should be done and pumped my cock back and forth in rhythmic fashion.
He stopped every time he felt I was about to blow and pinched my nipple; knowing the pain shooting through my body, would distract me from the pleasure of my imminent orgasm.
I must have looked like someone on a torture rack -- and cried out like one -- through all the edging. I wasn't fake moaning like I would with a girl, in an attempt to please her. This was genuine sexual frustration and groaning through real pain.
Most of the groaning came from the hot red candle wax he would drip onto me, as the room was lit by candlelight; and before doing so, he loved to oil me up like a gladiator and fashion a lasso styled piece of string around my testicles which put me under a spell of his control as he now literally 'had me by the balls!'
My complexion was slightly tanned in colour, and between the scented candles and oil, along with the musky smell of my dick; there was a delightful aroma in the air.
I wasn't sexually attracted to him like he was to me
But I enjoyed sucking a twelve inch pinkish purple dildo attached to the wall as he jacked himself off. It tasted delicious, as well, like black cherry and I'd savour the flavour and smell it.
To Colin, though, it just appeared I was savouring and smelling the taste of a real dick, as he must have visualised me sucking him.
I respected Colin because he'd provided great financial security to my life, and a sense of stability. He could hook me up with anything on a whim; hence, I obeyed his every demand. I made him the number one priority in my life; even more important than the occasional hot date with cute girls I met. He introduced me to the good life, as well, and even lent out his second black Mercedes to me to drive intending on me to keep it if our friendship lasted twelve months, and I visited him once a week.
One particular evening, I arrived and he provided me with an outfit. It was so exciting and fun to hang around there, knowing he was going to make me dress up. He made me feel like a kid again at Christmas.
On another occasion, I was to wear a tight pair of black leather pants, and rainbow jockstrap with the waistband displaying above the pants. Colin loved this look, as the top of my ass crack was always on display along with my 'adorable back dimples' as he put it. He'd even had them pierced with diamond dermals.
Most of the time, in between playing dress up, he'd prefer me just laying around his place in nothing but a jockstrap; there were so many of them to choose from, he had such a wide collection.
Tonight's outfit made me feel fresh, as Colin had recently trimmed my locks an inch straight across at the ends, and had my hair up in a short ponytail, displaying my white neck that had been shielded from the sun. I had the 'fresh feeling' of a new trim, along with a black sports bra and a skimpy black cotton thong; the outfit matched my dark hair and big brown eyes.
I loved how skimpy the thong felt whilst putting it on, and the fact it barely covered any part of my package, with my nine-and-a-half inch uncut cock fully erect, only turned me on even more. I liked the feeling of it sliding, as well. It was a sporty, black G-string designed for women. Colin had bought me a two hundred dollar pair of black Adidas jogging styled sneakers and matching socks which completed the sporty look.
