I had just turned 18, and with that, I had grown a little more confident within myself. Confidence wasn’t all that had grown though – my sexual appetite and urge to be with a man (beyond just kissing) had grown too. I could no longer contain it and found myself somewhat addicted to these thoughts. Webcam sex had provided a new outlet for my sexuality, but it wasn’t quite enough. I needed to experience an actual man.
I couldn’t even sleep at night – such was this insatiable urge to have an older man have his way with me. I wanted to kiss him, I wanted to run my hands over his masculine body. I wanted to show him how much I enjoyed sucking his cock, and I wanted him to take my ass, make it his. I would regularly wake in the middle of the night, in some half-asleep daze, with my legs slightly spread and up towards my chest – as if hanging over the shoulders of a Daddy as he took me deep. I would then automatically start fingering my smooth wet hole, or use anything in the house to partly satisfy this insatiable need – cucumbers, carrots, a screwdriver handle, the end of a toilet brush.
This had to stop. I needed cock.
John was 48 and we had enjoyed the occasional chat online. He was a professional guy and worked a lot, but still always made time to talk to me and turn me on. The only thing that prevented us hooking up was the distance. This was changing though and my I felt a wave of excitement sweep over me the moment he mentioned coming to my city for work. This was happening.
We had talked on the phone and I instantly felt comfortable with John. He knew I was a virgin and was fine with it – he also knew I so desperately needed cock. As I walked the hallway leading to his hotel room, my legs wobbled like jelly and my heart pounded. Any nerves I had soon disappeared as John opened the door, smiled at me and welcomed me inside. He was wearing a bath robe and looked even sexier than his pictures. I could see a little chest hair poking out the top of his robe.
John handed me a drink and placed his hand on my shoulder.
“We can just take it slow and talk if you like, or we can get straight to business” John said, smirking a little. He knew what I wanted and needed. I didn’t have to say anything.
“Well, I’m just going to jump in the shower briefly. I think you’ll find something for you waiting on the bed.”
A non-descript shopping bag lay on the end of the bed. I opened it up and pulled out the items. I instantly felt my little cock twitch. A small handwritten note read:
“I think you will look great in these and they will help you feel pretty – just as you wanted. Love John xx”
I smiled as I lay out the tartan mini skirt on the bed. I bit my lip. A small, silk black thong was next – it had little pink butterflies either side of it. I dropped my casual clothes to the floor right away. My smooth shaved uncut cock was getting hard as I pulled up my thong. It felt perfect. The string rubbed against my smooth asshole a little and I felt my desire for John’s cock grow even more – if that was possible! I was finally ready once I had my mini skirt on – and when I caught a glimpse of myself in the mirror, I smiled and liked what I saw. I felt alive.
I noticed the shower had stopped running. Instincts were beginning to take over. I automatically assumed a position on the bed in all fours. My thong and mini skirt-covered ass facing the direction of the bathroom door. I could feel one of my smooth little balls trying to poke out the side of the thong. I ignored it and closed my eyes.
The next thing I remember is John’s strong manly hand slowly running over my back.. down over my skirt and legs..
“Mmmm yes. You look even prettier than I imagined.”
I blushed.
John’s strong hands had a gentleness to them as they slowly explored my body. The more he touched, the more I felt my body becoming accustomed to his touch. He was completely in control of me (and he knew it).
A shiver of goosebumps ran from the base of my back, as I felt his lips softly kiss my exposed ass cheek. With both hands now resting on my hips, he slowly kissed my other cheek. I could feel my little asshole twitching with the touch of his lips.
He was driving me insane.
I turned around briefly, to see him smiling at me, lifting his lips up from my ass, his cock in hand. It was so big now. I could see the veins in it. It was masculine and throbbing and delicious-looking. He had the perfect-shaped head. He was cut.
He nodded.
I had waited for this moment for so long.
The cold, wet sensation of KY jelly filled my already wet, tight, virgin hole. He massaged it around the entrance, before ensuring the inside of my pucker hole was treated with the same loving care.
And then I felt it.
The throbbing head of his cock teasing my asshole a little, covering itself in lube, before gradually sliding inside.
John was a gentleman. He took his time, and allowed my little ass to become used to the sensations and feeling of taking its first cock.
He didn’t have to wait long. My ass welcomed his hard cock deep inside, opening up a little as he held my hips and guided himself in deeper.
I let out a whimper, to which he responded with spanking my girly, thong-covered ass. I could feel lube and heat throughout my thong, as he pulled it aside and made my ass his.
“Oh John” I moaned, like the pathetic, girly gay boy I was.
“Good girl”, he replied, seemingly proud of how naturally I was taking my first cock.
“You sure this is your first time?” he smirked, as he gradually picked up speed. His hairy, manly, low-hanging balls were starting to slap against my body as he fucked me.
“God you’re tight” he muttered in between grunts and moans.
His moans sounded so hot and so damn manly. I suddenly felt overcome with emotion at what was finally happening. I wasn’t in pain, but I shed a little tear at the beauty taking place in that moment, and of giving my ass to such a loving man that knew what I needed.
It certainly wasn’t John’s first time. He fucked with the movements of a man that knew what he was doing, and knew his way around the body of a gay sissy like mine.
Despite it not being his first time, it didn’t stop him from getting closer — and fast.
“Oh my god, you tight little slut” he groaned, as he now pumped my ass harder and faster.
I was being fucked like a whore.
“You want this Daddy cum? You want to take your first load, boy?”
He didn’t have to ask twice.
“Oh god yes, Daddy. Please give me your cum” I moaned, in between whimpers and breathing hard.
He gripped my ass in his hands even more tightly. I soon felt his cock becoming even harder, pulsating deep inside me, as a warm sensation took over.
“Oh god yes, boy.”
Thick Daddy cum was squirting out deep inside me and I loved every second.
“Fill me up Daddy. Oh god.”
John continued to thrust the remaining drops of cum inside me, not wasting a drop. He laughed, clearly high on our lust, before spanking my freshly fucked ass.
“Good boy.”
I felt him remove his cock from my freshly fucked hole. No longer a virgin hole. As his cock left my twitching asshole, I felt his warm cum dribble out too. Just a little bit, but it felt perfect. It was a feeling I had long wanted and needed.
John laughed again.
I could feel him rubbing his hand from my little panty-clad balls, up along my girly cock.
“When did you cum, boy?”
I had no idea. I didn’t even recall cumming, but John’s cock had clearly made me cum everywhere at some point during our lovemaking. My thong was filled.
“I don’t.. I don’t know Daddy” I replied, now laughing with John and collapsing down onto my tummy in pleasure.
He playfully spanked my ass cheek again.
“You’re something else, boy. Come here.”
And with that, his lips softly kissed mine. Butterflies were not just on my thong, but in my tummy now too, such was the loving affection felt in that kiss.
“You make Daddy very happy.”
And with that, I blushed, knowing this was the first experience of something that would be dominate my life forever more.