Chapter 6: The First Time

One of the many logistics I struggled with was how to bring us all together. Well, as I mentioned earlier, it was the differences between them which actually led me to the answer. There was also the fact this wouldn’t be the first time my dad had watched a boyfriend fuck me. Heck, back in high school he must have seen me dozens of times when I would bring a boy back home to my room. Of course the boy didn’t know my dad was peeking in through the door, but I certainly did and it made it all the better for me. What this all meant was it wasn’t terribly important for me to make sure my dad was there when Randy first fucked me. Of course I knew my dad would enjoy seeing it, but it wasn’t something new that he would feel he’d missed on out if he wasn’t there.

Thus what I had set up was for me Randy to pick me and take me to the hotel room like we were on a date. We normally avoided the expense of a hotel room but now and then we would do it just for fun. He stopped by right on time and came to the door to get me. I could have easily walked out and met him at the curb when he pulled up but tonight he had to be a gentleman to I had insisted he come to the door to get me. Besides, I had an ulterior motive as well!

“Hi Randy,” I greeted him as I opened the door. Randy stepped in and saw I was wearing a long winter coat with knee-high boots and a scarf wrapped around my neck.

“Ready to go I see,” he said, maybe a little miffed I was hidden away so well under my coat.

“Almost,” I said coyly, untying the belt that was keeping the coat closed. It fell open to reveal I was totally nude underneath, nothing but the coat, scarf and boots. “do you like my outfit?”

Like I said earlier, in the end it was easy to decide what to wear - nothing! Randy loved it when I acted like a slut and what could be sluttier on a cold winter night than to go out with nothing on underneath your coat? He started to reach for me but I knew if I let it get started we might not make it to the hotel room any time soon so I stepped back and redid my coat.

“Later big boy ... later,” I teased him. He looked like a little boy who was told he couldn’t have the puppy dog in the window but I knew he would be happy before the night was over. He led me by the hand to his car, even opening and closing the door for me as I held my coat out of the way of the door.

The trip downtown was uneventful, neither of us saying much more than to comment on the weather. I would look over at me from time to time, obviously hoping I would do something to turn him on like I usually did when we were in the car together but not tonight. Nope, tonight he had to wait until we got to our room.

Checking in, we had to wait behind a couple of business men. I felt a tingle as I stood there feeling my coat against my bare skin. Other than Randy, the guys around me had no idea I was naked underneath and I wondered what they would say should my coat “accidentally” fall open. Another time and I might have done it just to turn on Randy but once again, he would have to wait until we got to our room.

On the elevator, Randy tried to slip his hands under my coat but I pushed him away. God, he must be horny as hell - just the way I wanted him to be. He fumbled with the key card for the room,. Damn, he was so anxious to get inside I wondered for a moment if he had a bursting bladder. As it turned out, he was about to burst but it wasn’t his bladder that would explode!

Stepping in the room, Randy looked around as if expecting to see something - or someone. The room was empty of course, so he looked back at me with a questioning expression and I knew exactly what he was thinking.

“He”Ll be here later,” I said softly, knowing full well Randy knew exactly who “he” was. Without further ado I pulled the scarf off, tossing it on the dresser and then quickly took off my coat, laying it over the scarf. The boots were history seconds later, leaving me standing there totally nude in the middle of the room facing Randy. He still had his coat on and just stood there, staring at me like he’d never seen a naked girl before.

“Are you just going to stare at me or are you going to fuck me?” I taunted him.

It seemed to shake him out of whatever trance he was in and he quickly stripped as I pulled back the covers and slipped underneath. I’d asked for a king size bed and I laid on my back right in the middle with my arms outstretched. I smiled as I saw Randy’s dick was already standing at attention as he stripped off his underwear and advanced toward me, his nude body looking so handsome and delicious in the soft light from the lamp on the desk. Mmmmmmm, I couldn’t wait for him to get under the covers with me!

“I thought we were doing this with your dad?” he asked as I lifted the covers to get under with me.

“Don’t worry, he”Ll be here,” I assured him, “I just wanted you to fuck me first.”

Indeed, it was my final plan. Since I knew Randy would be good for at least three times tonight, why not get the first one out of the way before my dad arrived? Plus, I thought it might help to make Randy a little more comfortable if his mind was somewhat clouded after his first orgasm. I don’t know the science behind it, but I DO know that men just don’t think too clearly after they cum - something women have used to their advantage for centuries I suppose.

Randy moved over next to me on his side, lifting his upper leg over me so his cock was poking me in the hip. Oh yeah, my boy was horny all right! It was like a steel rod was trying to push itself right through me!

“God I missed you this week,” he mumbled as he slid over on top of me. I spread my legs further to allow him to wiggle his hips to position his dick at my pussy. There was no sense in trying to delay it so why not make it easy? I knew all too well by now when Randy was this horny there was only one thing that would satisfy him - feeling his dick in me. So without any fanfare or even so much as a kiss, he lifted my megs up with his arms and got on his knees between my legs, pulling me up and into his pulsing cock. Reaching down, I guided his dick and as soon as he felt his head begin to enter me he shoved his hips forward and rammed it inside of me. Thankfully, he wasn’t the only horny person in the room and my pussy was soaking wet already, allowing him to slide easily in to the hilt on the first try.

“Oh fuck you’re so tight,” he groaned. Well what did he expect, the poor thing hadn’t had anything in it for almost a week now! As I prefer to use my fingers over a dildo, nothing had stretched me out since last Sunday when my dad fucked me so I was really gripping his cock now - not that he was really complaining.

Randy started banging me, thrusting him dick in and out of me quickly. If I hadn’t been so horny myself I might have tried to slow him down but I wanted him to cum as badly as he did.

“Cum in me Randy, fuck my pussy, cum for me!” I pleaded.

He was grunting and I knew he was close. Just then a voice came like out of nowhere.

“You heard my daughter, cum in her,” a deep voice said firmly. I knew who it was and had Randy given it a second’s thought he would have too but he reacted instinctively and turned his head to see my dad standing there with a big grin on his face.

“What are you looking at ME for? Is this how you treat my slutty daughter? I believe she asked you to cum in her, didn’t she?” he growled but the twinkle in his eyes told us he was just teasing. Of course it helped I’d told him about my plans well ahead of time and he had watched us go to the room, then bided his time until he knew what we would be doing. I had to say, his timing was perfect!

No matter how much he may have prepared himself, no matter how much he knew it was OK to be fucking me in front of my dad, Randy was still a guy and what guy doesn’t have nightmares growing up about a father catching him fucking his daughter? It’s like the ultimate taboo, the thing every dad warns a boy about when he dates his daughter. So I guess I couldn’t complain that for a moment, Randy hesitated. The good news was that he didn’t pull out or anything like that. He turned from my dad and looked back down at me.

“You heard my dad ... now cum in me dammit!” I said firmly, almost demandingly.

Yes, Randy WAS a guy and despite whatever social taboos he might be dealing with internally, his cock WAS inside of me and he WAS horny as hell so what could he do other than to continue on? Suddenly he thrust himself hard against me, pushing his dick into me as far as he could, the base of his cock pressing against my freshly shaved pussy, compressing his thick pubic hair against me.

“He’s cumming in me daddy ... he’s cumming in me,” I announced loudly, looking over at the side of the bed where my dad had sat to watch us. He’d taken off his winter coat but still had the rest of his clothes as he sat silently, smiling as he watched Randy’s hips thrusting into me with each load of sperm he was pumping into me.

Speaking of cumming me, Randy was FLOODING me. It was like he was never going to stop as he let loose one load after another inside of me. I could even feel it dripping down the crack of my butt as it leaked out of me as he stroked himself in and out. Once spent, he rolled over to the side of me opposite from my father, laying his back next to me on mine as he tried to catch his breath.

“Well, I see you two didn’t waste any time,” my dad said with a grin, reaching over to run his hands over my bare upper thigh. He moved his hand up until he had it cupping my breast, his fingers lightly touching my sensitized nipple.

“You know son, there’s more to sex than just dipping your stick in and letting it go,” my dad said gently as he caressed my boob, “A woman needs more to be satisfied ... a lot more ... maybe you need someone to show you.”

My dad was following the script perfectly. Of course, Randy had no idea my dad and I had worked this all out ahead of time. The entire reason I rushed Randy into fucking me so fast was to final a rationalization for my dad fucking me in front of him As horny as he was, he had played into my hand perfectly and now while he was getting himself ready to go again, my dad was ready for his turn.

“Come here baby girl,” my dad whispered gently, reaching out to me. When I sat up I could feel Randy’s cum between my legs so I used the sheet to wipe myself off before scooting over to my dad. As I got closer he put his arms around me and pulled me in tightly to him. Then he lowered his head down and for the first time that night, I was kissed. God, just kissing my dad in front of another man was something I’d never done before and I was conscious of him behind me, undoubtedly watching the scene unfolding before him. It must have been like a fantasy come true for him to watch a father loving his daughter.

As my dad and I kissed, he pulled me up an onto his lap. My feet were still on the bed so I wasn’t as heavy as I could have been but still, I wasn’t fourteen anymore! He didn’t seem to mind as I wrapped my arms around his neck and continued kissing him as my bare breast pressed in tightly against him. His hands began to wander over me, running all over me as his fingers gently caressed me. It felt so wonderful, so right. God I loved it when he touched me this way, like he was exploring me for the very first time. I felt his hand working its way between my smooth thighs so I spread them apart just enough to let him reach down to my pussy, his finger running up and down my swollen pussy slit. I was slippery from the moisture of my pussy juices and Randy’s cum but my dad didn’t seem to mind.

Leaning back from my father, I licked my lips as he lowered his head and started to suckle my breasts. My dad knew just how to alternate between gentle kissing and sucking to make them tingle! I could see Randy over my dad’s shoulder, laying on his side now with the sheet off, stroking his cock slowly as he watched. For the moment I though he wasn’t seeing much as my dad was blocking his view but then I realized he was looking at the mirror on the wall where he could see a side view of what was happening. I smiled at Randy and then sucked in my breath as my dad tugged on my nipples gently with his teeth. God it felt so good!

We went on like this for a while and then I whispered to my dad to lay down. I stood to the side of the bed and undid his belt buckle and pants, then slowly unzipped his pants. He lifted his hips as I pulled them off along with his underwear and then his shoes and socks, leaving him naked from the waist downward. His cock was stiff and I was proud of my dad for having such a firm erection in front of my boyfriend. He must have taken a good dose of Viagra beforehand as more often thee days it took a little work from me to get him this stiff, no matter what his anticipation level may be. Looking at my dad and then at Randy, I crawled up on the bed and kneeled between my dad’s legs, gripping his erection in my hand as I nestled into place. Both of them had their eyes firmly planted on my dad’s crotch where my hand was slowly stroking my dad’s erection.

‘“Do you want to see me suck my dad’s cock Randy?” I asked, knowing what the answer would be. OK, award for the silliest question of the day goes to Kelly but still, I felt like I HAD to ask him. After all, this would be the first time anyone like him saw me suck my dad’s cock so I wanted it to be as memorable as possible - for all of us.

“God, I can’t believe this,” was all Randy could muster in response. The firmness of his cock confirmed his feelings - he was ready to go again but he would have to wait for a while. For now it was my dad who getting my full attention.

Lowering my head down, I reached out with my tongue to just touch the tip of my dad’s cock head. Even that light touch was enough to make him jerk involuntarily. Yep, my dad was just as horny as this boy next to us who was half his age! I knew it wouldn’t take much to set him off in this condition so I had to be careful. As much as I wanted to suck his dick, it was my pussy where I wanted him to cum eventually.

As my mouth wrapped around his cock and I slowly took it in, inch by inch, my dad groaned and he put his hands on my head, trying to push my head down onto him even more. Mmmmmmm, he smelled so good! He must have showered just before coming over and I could smell the fresh scent of soap mixed with the more musky odor of his lust. When I had him all in my mouth, I turned towards randy and was pleased to see him staring at me, not even blinking as if he didn’t want to miss a fraction of a second of what was going on right before his eyes.