Over the next week, every single morning that I went into class, the only thing I could think about all day was getting home, locking my bedroom door, and video-calling Josie. Each night, she would show off a different outfit for me and tell me how badly she needed me inside her as I watched her fuck her little hole with the dildo I’d bought her.
I’d tell her how to play with herself, how fast to go, how deep to go, and what position I wanted her in, and she would dutifully comply with my every command, sliding her toy in and out of her tight ass until her little clitty exploded in her panties. On the third day, I forbade her from touching her clitty at all, instructing her that she was now only allowed to cum from the sensation of the new toy inside her.
By the fourth day, she could take the full eight inches of fake cock inside her, all the way to the hilt. I watched as she slammed herself down its full length, fake balls slapping against her perfectly-round cheeks, arching her back in pleasure as she moaned my name.
On the fifth day, I made her stay completely still with the whole length of the dildo inside her, as I stroked my cock on the screen. She would try and grind and shift her weight down onto the toy buried in her ass, and I would command her to stop. She whined and begged, and I could see the bulge of her clitty straining against her panties, but I refused to let her fuck herself properly.
“Good girls wait for Daddy to cum first, little slut,” I said as I stroked my cock slowly, “You’ll have to find a way to make Daddy cum if you want to be able to play with your little bio-cunt properly.”
My denial of her pleasure seemed to turn her on even more, and she moaned involuntarily and shook uncontrollably as she ran her hands over her body and told me that I owned it, how badly she wanted my hands, my lips, and my cum all over her. I listened as my gorgeous, little slut, dressed in a little blue sailor’s outfit, talked dirty to me, telling me about all the things that she wanted me to do to her. I came hard as she described how she wanted to be used on camera by me, begging to be bred in front of strangers watching on the internet as I filled her with my seed.
After I had cum, I gave her permission to do the same, and she fucked herself even more wildly than she had done on any of the nights before, screaming loudly as her clitty sprayed over her bed sheets, before collapsing onto the bed where she continued to whimper as aftershocks of pleasure rolled over her.
“I think you’re ready, princess,” I told her after she had stopped shuddering from her last overpowering orgasm.
“For what, Daddy?” She asked, still panting.
“To come and take a real cock in that perfect little ass, baby,” I replied.
That statement made her moan loudly and her eyes rolled back as she quivered again.
“When, Daddyyyy?!” She whined.
“This weekend, little slut. Daddy has already booked the hotel room that you’re going to come meet him.” I replied
Josie had started to touch her clitty through her soaking panties at the thought of this.
“No touching that pretty clit, princess,” I commanded, “remember that Daddy owns it now.”
I couldn’t sleep that night, too turned on to even close my eyes, the thought of what was to come tomorrow making my cock ache. After the first night I had watched Josie cum with her dildo buried inside her, I went online and booked a hotel room. My hands had been shaking in anticipation as I confirmed the booking, and I had been struggling to keep the surprise from Josie all week.
I had booked us a double room in a budget hotel in a city halfway between us. Even though I was sure we wouldn’t be leaving our room all weekend, I wanted to make sure we wouldn’t be spotted by anyone we knew. As I selected a room with a king-sized bed; my mind conjured images of Josie, looking irresistibly sexy in her lingerie, lying back across it and begging me to come and get on top of her.
From early on in our relationship, just to ensure that we had a little space from each other every now and then, Katie and I had made a rule that we would spend at least one weekend a month apart. I had already told her that I was going away on a weekend with a couple of friends from back home who I hadn’t seen in a while. Even as I told her this lie, my cock started to strain against my boxers, thinking about how I was really going to spend the weekend fucking her brother senseless.
The Friday evening after lectures, I made the hour-long drive to the hotel I had booked for me and Josie. My cock was throbbing in my jeans the entire way as I thought about the weekend ahead. I had told Josie to pack her favourite outfits, lube, and the dildo I had bought her. Even though this was a huge step for both of us, I had no doubt she would come. The video calls and text messages we had been sending each other had made our desire for each other so intense, that there was only one way for it to be satisfied.
Although I had actually only seen Josie, Joe’s sissy self, in the flesh twice, she had been sending me pictures of her body every night for the last month, and I had been stroking my cock on camera while she fucked her little hole for me all week. I already felt like I knew every curve of her feminine body, every inch of that perfect pale skin. It helped that the second time I’d ever seen her, dolled up and wearing a slutty schoolgirl outfit, I’d watched her gobble my cock before she had swallowed every last drop of my cum.
I checked into the hotel, left a package with the hotel receptionist, and went up to our room to await Josie’s arrival. The room was perfect. It was the last room on the corridor, around a short corner and out of sight of the main hallway. Inside there was a king-sized bed with fresh white sheets, a small desk and chair below a window that overlooked the street, six stories below, and a small bathroom with a walk-in shower that was big enough for two. It looked like it had been designed specifically for how I intended to use it, a weekend of sex.
As I settled onto the bed, my phone vibrated in my pocket, instantly making my heart race. The message was from Joe.
“I’m downstairs, Daddy. What room am I coming to?” the message read.
My cock was instantly hard in my jeans at the thought that Joe was so close, having travelled over an hour to a cheap hotel in an unfamiliar city, for the sole purpose of having my dick inside him. He didn’t drive and had been uncomfortable travelling on the train as Josie, so I had made certain plans for his arrival.
“I’m glad you made it, princess,” I wrote back, “go to the receptionist. There’s a package waiting for you.”
My hands were trembling as I sent the message, the sense of anticipation was almost too much to bear.
“Inside, there is something that you need to put on for me,” I continued, “I want you to go to the disabled toilet, just around the corner from reception, get your make-up on for Daddy, and wear the outfit he has been generous enough to buy you.”
I waited a few seconds, breathing hard as I awaited Joe’s reply.
“Yes, Daddy,” came the simple response.
I sat back on the bed, my solid cock aching so bad now that I had to force myself not to take it out and start stroking it as I thought of what I had left downstairs for Joe. The package I’d left at the reception contained a black strappy lingerie set that would expose Josie’s little tits, hips, and ass fully. There were no panties, just straps that looped around the thighs and stomach. The open-cup bra looped up to the neck and was connected to a collar, which had a metal ring made for a leash. The leash I was now holding.
Joe had bought himself a pair of black high heels, and I had made him bring them to the hotel and I told him to put them on too. Although the thought of exposing him in public turned me on more than I thought possible, I knew that there was no way that he would be able to walk through the hotel dressed like that, so I had packed a beige trench coat in with the lingerie. The trench coat stopped at thigh level, and, although Joe would be spared from walking through the hotel in nothing but a few black straps and a pair of high heels, he would still look like a slut who had travelled to a hotel to be fucked.
I was pacing the room, struggling to contain my excitement, when there was a knock at the hotel door. I strode over and opened it, and my heart skipped a beat. Josie stood in the hallway, the brown hair that flowed over her shoulders had been slightly curled, and her eyes were lined with heavy mascara. Her cheeks were rouged, and her lips were covered in bright pink lipstick that made them shine.
The trench coat was wrapped tight around her, but it finished at her upper thigh, exposing her long smooth legs. Even though she was wearing four-inch, strappy high-heeled shoes, she was still a good six inches shorter than me. She stood under the soft light of the hallway and looked up at me with her big blue eyes and realised I had never seen anyone as sexy in my whole life.
“Hello, Daddy,” she said, her voice quivering.
“Hello, princess,” I replied, struggling to keep my own voice level.
“Can I come in, Daddy?” she said, looking up pleadingly.
I couldn’t take my eyes off her, she looked so fucking hot, I needed her then, more than I had ever needed anything in my entire life, but I wanted to take this slow, to savour every single second.
“Open your coat, princess,” I commanded.
“Out here, Daddy?” Josie asked uncertainly, looking around.
“Yes, little slut.” I replied as I stared down at her.
She looked hesitant for a second, and then unbuttoned her trench coat and held it open, revealing the lingerie underneath. I let out an involuntary groan as I took her in. The lingerie looked better on her than it had on the model on the website. The black straps hugged her body and accentuated her slender feminine frame, the collar was tight around her neck, the metal ring protruding towards me. Her clitty was exposed, already hard and leaking a little.
“Fuck me, you’re so sexy,” I whispered.
Even under her makeup, I could see Josie blush at this compliment.
“Get on your knees, baby,” I instructed.
Josie’s eyes widened in surprise, and she looked around her before looking back at me.
“Now, Daddy?!” she asked.
“That’s what Daddy said, princess,” I replied firmly.
Josie slowly got to her knees as I unbuckled my jeans. She reached out and undid the buttons with shaking hands, opening my jeans and sliding them down. I wasn’t wearing any boxers and my aching cock sprang out of my jeans as she pulled them down. She gasped and looked up at it hungrily. She reached up and encircled my rock-hard dick in her hands before sliding them up and down my shaft.
“Fuckkkkk, I’ve needed this so bad,” she said in an eager, girly voice, looking up at me longingly.
I lifted her chin a little and fastened the clasp of the leash I was holding to the collar around her neck. She whimpered in anticipation as I did and continued to stroke my cock slowly. I stood upright and pulled on the leash firmly and he knelt up a little and kissed the tip of my cock, then planted more kisses all over my shaft and shaved balls. I pulled the leash tighter, and she opened her mouth and slid her lips around my cock.
She had been practicing with the dildo, and I watched as her mouth glided down every inch of my dick, until my shaft had disappeared completely between her lips and her nose was resting against my stomach. The last time she had sucked my cock, it had been the best blowjob of my life, this time was even better.