The Daddy Son Dance
"So what is this place?" I asked as we turned from the road and down a tree lined lane.
"It's a surprise," my Dad smiled at me both happily and enigmatically.
We were close, me and Dad, I'd not know my Mom, she'd left when I was so small she wasn't even a blurry figure in my memory and Dad had brought me up. As a rule we were a no secrets house, I'd come out as gay to him without a thought and let him know about all my boyfriends. He in turn had let me know about the women he was seeing, (even before he'd gone on the official first date) and as soon as I'd met them he'd be asking me my opinion, and I told him truthfully. If didn't like them they were out -- though he dated so seldom in the last eighteen years when he did I tended to make myself like them.
So if he wasn't telling me something there was a reason and normally that was because not only was it a surprise, but it was one he was confident I would like. I relaxed back in the car and looked out the window, beyond the trees I could see rolling green fields and gardens, even a lake with a small waterfall -- we were obviously in the private grounds of somewhere grand and as we turned the corner that was confirmed. The building in front of us was magnificent, five stories high in the centre and even higher towers at the sides, wide and deep, with large windows and a steps up to a door through which a dozen people could have walked abreast all carrying suitcases and with room to swing them.
The parking lot was almost as large, with perhaps eighty cars already parked and with several more behind us. My Dad found a space and we rolled to a stop. He switched off the ignition and turned to me, "You're into Senior year, Todd, in less than twelve months you'll be a college guy."
"Yeah," I nodded.
"It'll be different, not having you home," he said, with just a trace of wistfulness in his voice. But he immediately perked up, "so we need to make the most of this year."
"Yeah, we should," I agreed. I knew how he felt and he knew how I felt, I was both looking forward to college and really nervous about it. As my Dad said it'd be different and hopefully in a good way, but however it was I was determined we'd remain as close as were -- ringing every day and going home whenever I could manage a weekend. I gave him a grin, it would still be good to make the most of the time we had together, "So this is what this weekend is, some time to have fun together and bond."
"Still a surprise," he smiled back, "Anyway Todd, I just want to say I love you."
"I love you too, Dad," I'd never said the words to any of my ex-boyfriends, but to my Dad they just tripped off the tongue.
He popped the trunk and we got out our suitcases. Mysteriously Dad had packed them both, normally it was something we did together and I noticed as I lifted them out that Dad had both brought a big one, but which felt curiously light as if there was little in it. I didn't say anything, he'd made clear this was going to be a surprise and I knew it would become clear as he wanted it to become clear.
We walked up the steps and into the reception and it became obvious that whatever was happening this weekend was a dad and son thing as the women were a few of the employees and all the guests were men in middle age or late teenage years. My Dad still didn't say anything as we queued to check in, and as I briefly looked around I could see most of the sons looking as curious and bemused as I was, I wasn't the only one in the dark.
The reception was efficient and soon we were at the desk as my Dad announced, "Michael and Todd Chadwick."
The women at the desk quickly typed in our details, "Two rooms, yes?"
"That's right," my Dad confirmed, obviously splashing out for the weekend as we often shared a twin on vacation.
The women picked up two pairs of electronic keys, handing us one each as she rattled off the directions. I didn't know whether it was planned or accidental, but the rooms were almost at opposite sides of the building. As we left the desk, towing our cases I said to him, "Do you want to drop our things off and then we can meet down here and have a look what the hotel's got to offer." I was sure with a place this big the facilities would be great and I was looking forward to trying them out with Dad.
He shook his head, again with that enigmatic smile, "I'm going to prepare for later."
"Later?"
"You'll see," he grinned, putting me in an even greater state of anticipation. "I've put your suit in the case, if you could wear that this evening."
"Very smart," I said.
"I'll see you later," he replied.
"When?" I asked mystified.
"They'll be instructions in your room," he gave an appealing laugh and then we separated to go to our different rooms.
The room was as nice as the hotel, large and spacious with a double bed and desk as well as an en-suite bathroom and shower. There were a set of joining instructions on the table, which I decided to read once I was unpacked. I opened my suitcase and saw what my Dad had decided to take for me. Apart from the suit (which I immediately took out to hang up) and my washing things, there were a pair of trunks for swimming, pyjamas (which I seldom used) and my tennis short and shirts as well as some casual clothes. All you needed for a weekend of relaxation. I put them away in the wardrobe and then turned to the instructions.
"Welcome" it said in big black letters, but not to what it was welcoming you to. There was a bit of a corporate blurb about how much the company wanted us to enjoy our stay and quick rundown of the facilities (none of which seemed to open until later or even tomorrow) and health and safety. Then right at the bottom was a brief final paragraph.
"The weekend's entertainment will start in the ground floor restaurant from 6.00 -- 6.30. Suits and ties required."
I still wasn't sure what the entertainment was, but I could wait and as the facilities didn't open I watched a movie on the TV and then had a leisurely bath, before getting changed and going down.
It was easy to find the restaurant, not just the signage, but that there were plenty of suited young men heading in that direction -- but, I noticed, no dads. The restaurant itself had been set out specifically for the event with buffet tables along the side and then a few standing tables to congregate round while we ate. I was just wondering whether to wait for my Dad and see if he arrived when a waitress went by with a tray of drinks, I quickly took an orange juice and I was doing so she smiled and said, "You should get something to eat now, your Dads are having something separately."
Stranger and stranger, I thought, but did as she suggested.
"Todd," I heard my name being called just as I finished filling my plate. Turning up and around I saw Dave Willis, standing a few feet from me, a half surprised, half pleased look on his face. I'd known Dave as a friendly acquaintance for a few years -- he was at school a couple of towns over who we regularly played football against and like me was raised by a single Dad and so we'd found we'd things in common, even dating a few of the same guys (though never at the same time). I gave him a wave of greeting and then as I didn't know anyone else and it looked like my Dad wasn't yet joining us walked over to join him.
"You here with your Dad?" I asked.
He nodded and straightened his tie, "Yes and he's been very mysterious about it, won't tell me a thing."
"Mine as well," I agreed, "All I know is he's packed my suits, trunks and some tennis gear."
"Sports weekend?" Dave asked, "My Dad isn't very sporty."
"Mine neither," I was the jock in the family, my Dad always came to cheer me, but we didn't do much together beyond throwing a ball in the back yard and even that we hadn't done since I was about twelve. "I noticed there was a pool and court here, so there might be some tournament they've entered us for and they're here to cheer." I was pretty sure that wasn't what was going on and from Dave's face he didn't believe it either. I shrugged and gave a grin, "Whatever it is I'm sure it'll be great."
He nodded, "I think so, my Dad's pretty damn good at reckoning out what I'd like."
"Mine as well, I think this is something we're going to bond over before I go to college, not that we need to -- we're close already."
"Mine hinted the same on the way over," said Dave.
We continued to eat and guess, each of our guesses more outlandish than the last -- though it turns out none were outlandish enough. The restaurant filled up, with over a hundred young men of about our age standing together and all wondering what was going on. It was about seven when the staff started to usher us from where we were down the corridor towards the main hall. I walked with Dave, still guessing what it was we were heading to.
We entered the hall together and almost immediately saw a large sign above the stage, where a band were limbering up, "Daddy-Son dance." I raised my eyebrows in surprise, my school had had a Dad-Daughter dance a few weeks ago and a Mom-Son one the weekend before that, but I hadn't been eligible (or interested in) either. A Dad-Son dance sounded weird, but also kind of fun, and it would certainly bond.
There were a number of round tables set around the dance floor and one of the staff gestured for me and Dave to go to one. We went to one at random, noticing there were twelve seats, half of which had a name badge with son and next to each of them Daddy. A few other guys joined us and myself and Dave quickly introduced ourselves and found out they were as mystified as we were about the evening's events (but also as excited). As the last of the sons found a seat, a compère came on stage and tapped the microphone.
We turned expectantly towards him as he waved his hand with a flourish, "Welcome to our first annual Daddy-Son dance, I hope you all enjoy the evening."
He gave a brief pause as there was a brief rumble from the audience, who all seemed to be hoping and anticipating the same, though none of us knew what a Daddy-Son dance entailed. "Tonight we have the Mooncats playing for us, a selection of slow dances and more energetic jigs, modern and classical, something for you all we hope." The band nodded their agreement and the compère went on, pointing out the extra buffet and serving staff with drinks as well as telling us that they'd all be here until two in the morning. Then he paused again , "And now he said dramatically, our special guests without whom you wouldn't be here."
He began to clap and we joined in as to my surprise a long line of women started to file from the wings and fill the stage. What was this? I wondered, where were our Dads. And then came a figure I knew so well, even if he was wearing high heels and a dress that clung tightly to his body -- the women were our Dads, all glammed up with their hair styled and their lips done and their make-up on. I could feel the realisation dawning around the room as the applause slowed and then suddenly increased as we looked at our Dad's again and saw the effort every one of them had put in. They pranced across that stage as if they'd been born in heels, wiggling like they had a real woman's hips and with pouty smiles that they must have spent hours practising in front of the mirror. The compère milked it for all he was worth keeping the applause going as each Dad stepped and strutted across the stage until they were all in a line almost opposite to how they'd come in. Only then did he formally lean into the microphone and announce, "The Daddies..." to even greater and more rapturous applause.
I could see my own Dad smiling and blushing, as I tried to catch his eye -- though we were too far away to make contact. The compère let the clapping continue for another half minute before raising his hands and lowering them palm down as a signal to quieten. He waited until we had shushed, all the Dads remaining in place as we did so, one leg jutting out with a knee and a hand on their hip as if they were posing for us (which they were). Once silence had fallen the compère spoke again, "I'm going to read out your names and when I do could you come to the stage and escort your Daddy date back to the table for the dance to begin... Tom Asquith... Harry Bates..." the roll call of names began and as each one was read out the son was up and going to the stage to escort his Daddy down.
It wasn't long before my name was read out, "Todd Chadwick..." I stood up and gave a small nod to Dave, who was grinning like there was no tomorrow and then walked across the floor to the stage. He was already coming down the steps to meet me, his arm outstretched for me to hook through. He looked as anxious and nervous as I'd ever seen him, not even when he'd been in the stands for me before a big game, had his smile been quiet so weak and his pallor so wan.
I hooked my arm through his and he said, "Are you okay with this Daddy_Son dance. I know you couldn't do the Mom-Son one and I hoped you enjoy this one?" There was a quaver in his voice and he looked at me expectantly, waiting for my answer.
I didn't respond for a second, as I quickly collected my thoughts and decided what to say. He must have mistaken my intent, "If you don't like it we can go and never speak of it again."
"You look gorgeous, Dad," I said in reply.
He did. I hadn't noticed that he'd been growing his hair a little longer than normal and it now reached to his collar; whoever had done it had coloured it with blonde highlights and styled it in a deliberately short and messy which left the fringe trailing sexily over his eye and down over his ears. His mouth turned slowly upwards at my words, the red lipstick so carefully applied to them making his lips seem both more luscious and larger than they were. Colour returned to his cheeks beneath the make-up, he had always been a smooth shaver, but he seemed even smoother now like he was untouched by a razor. I looked at his eyes, whoever had done the eye-shadow -- him or a helper, had found a shade which matched perfectly and I wasn't sure whether his lashes had been subtly extended or whether they were his natural ones, curled.
I had never imagined him dressed as a woman, but if I had I could never have imagined he'd look that good. The dress he'd chosen was a slinky black number, with tiny straps over the shoulder and a spread so it showed the man cleavage of his smooth chest, behind it was cut even deeper, going down to his lower back. It went a little past his thighs, but ended well above his knees as he walked perfectly in a pair of heels which added two inches to him.
As we reached our seat I remembered my manners, pulling back the chair to allow Dad to sit and then briefly introducing him to Dave, who was awaiting his own name being called. I sat down and pushed my chair closer to Dad's so we could speak without the others hearing. "I never imagined seeing you like that, you've put in so much effort," I said.
He blushed, "We've been planning it a long time. I'm on forum group for single dads and a group of got talking about how bad it was that as sons you didn't get to go to a dance because you didn't have moms. It just escalated from there, a few of us got interested in doing something and we set up our own private forum, inviting new people from the main site if they looked interested. At first we thought it'd just be fun to do something together instead of a dance, then it became a dance, because otherwise it's just normal things we do not a Mom-Son dance and then we decided that we needed to make it special and all dress up as women, so it really was like a replacement Mom-Son dance."
"You all look so good," I said and whilst I'm biased to say my Dad was the best, each and every one was so feminine and beautiful looking, that with a first glance only their sons would know they were middle-aged men not Milfs.
"We've all been practising for the last few months, how to walk in heels, how to put on lipstick and make-up, how to dance..."
"How to dance?" I asked, raising an eyebrow wryly
"We are at a Daddy-Son dance," my Dad laughed.
I saw Dave was coming back with his Dad, a slender man with short red hair in a pixie style and lipstick to match. Dave was grinning broadly. In fact most of the sons had taken it well, a couple had stormed out, but that still left well over a hundred here, a sign that the Dads had guessed well their sons would all enjoy the experience. Apart from the couple of leavers all the Dads and sons were now at their tables and the compère gave a small bow to the audience and a wave to the band who began to play.
The floor remained empty as none of the sons wanted to be the first up, shy teenagers that we were. Instead I took a couple of glasses of orange from a passing waitress and passed one to Dad. He smiled and sipped it, as I asked, "Do you want something stronger?"
He shook his head, "It's an alcohol free weekend, we don't want it clouding our judgement."
I wasn't a big drinker and neither was Dad so that was fine by me, so I asked him a bit more about his get-up. He told me that he'd spent the afternoon with the other Dad's getting styled by professionals, making sure that everything was perfect. He wouldn't tell me, whether the lashes were fake, giggling and saying a Daddy has to keep some secrets. I just grinned and said I'd find out later, as we never could keep secrets from each other for long. Dad giggled some more and said we'd see. We talked about his dress. He explained that he and the others had been to the hotel a few times whilst we'd been at school for fashion shows until he'd finally chosen one he was sure was right; it was perfect I agreed with him.
The band were playing a faster, rockier number and a few of the Dads and sons were getting up to dance. I saw my own Dad glance at the floor and I wondered if he was going to ask me up. He didn't turning back to me instead and briefly talking about how he'd been practising in heels. I guessed that as he was playing the woman's role tonight he didn't think it was appropriate to suggest we got up; personally I thought that was old-fashioned and thought that a women she'd be at perfect liberty to make a first move. But my Dad was in his late forties and had been brought up in a different time, no matter how much he wanted to he wasn't going to ask.
That left it to me. I stood up, pushing my chair back and turned to my Dad as I did, "Do you want to dance?"
He smiled in delight, "Yes."
I waited until he stood, before placing my hand on his back and escorting him to the floor. It was a fast moving free for all where Dads and sons were rocking and twisting to a beat, rather than a close-dance. It was lucky as I wasn't yet sure on the rules for touching, a normal dance partner I'd slide down to their ass, but did you do that with your Dad even if he was dressed as a sexy woman? I didn't need to worry for a few minutes as we began to dance, me with skill and grace, Dad like he hadn't hit the floor for twenty years (which was probably true). He wasn't the worse dancer, but he wouldn't have been in the top ten anyway.
The dance floor began to get busier as more Dads and sons worked up the courage to get up there and the band continued with their rocky hits. Suddenly without warning the next number was slower, a close dance. I could see some sons quickly leaving the floor, their Dads in tow, not yet ready to plunge. I was tempted to join them until I saw the yearning in my Dad's eyes and knew he wanted to do this. I grinned and made myself look as confident as I didn't feel, "You said you'd been practising your dancing?" Dad nodded and I quickly continued before my nerve went out, "So let's see how good you are."
We came together, my hands on his mid-waist. He placed his hands on my shoulders and then pushed them down a little further. We began to dance. I have to say he'd learnt well, his feet moved in time with mine, even as I led and his body relaxed and went with the flow. I could see him looking up at me as we danced and I looked back down at him, our eyes connecting like magnets as smiles of contentment drifted onto our faces. Around us a few others were dancing the same way, Dads and sons coming together.
We went round in a circle and then another, gradually become more confident in each other's movements. Dad's head lowered forward, until he was relaxing it just below my shoulder, letting it rub against me as we danced. His hands came lower, down from my shoulder and along my waist until they reached my lower back. They felt good there and I wondered whether I should move mine. After a few seconds pondering I did so. They moved round the back, briefly going over the skin where his dress was cut and then lower until I found the material just above his rear. I kept them there for the next song, as Dad rested against me uncomplainingly. Then as the music started after a five second pause I lowered them again. I hadn't realised what a round and plump rear he'd got until I left my hands on them, it wasn't too fat or big, just a perfect size for my palms to roll over and my fingers to spread around. Dad gave a small sigh, nestling into me and continued to dance. His own hands went a little lower and I could feel them against my rear, just resting on it without exerting any pressure.
I nestled against him, smelling a sweet aroma as I did. "Is that perfume?" I murmured into his ear.
"Dior poison," he replied, "Do you like it?"
"Very feminine," I said and could feel him squirming with pleasure at my response.
We continued to dance through several slow songs until the band once again upped the pace, perhaps to entice some of the shyer sons and their Dads onto the dance floor. Dad and I broke, smiling at each other as I turned to escort him back to our table. Dave and Mr Willis were going the same way, evidentially having both enjoyed a small dance themselves. As we got to the table Dave interrupted me before I sat down, "You want to get some fruit punch?" he asked.
I nodded, though it was obvious that it wasn't fruit punch he was interested. We left our Dads together, they both already knew each other, if not well. Over at the table Dave turned to me, "So we didn't guess a Daddy-Son dance."
"No," I agreed.
"With them all dressed up," he added. He paused and then added as if he wanted to make sure I'd noticed, "As women. Hot women."
"I'm not going to argue," I said
He moved closer to me, conspiratorially saying, "Look, this is probably stupid, but is a Daddy-Son dance all that's going on?"
"Like what?" I asked, wondering if he was going to put my own suspicions into words.
"My Dad knows I'm gay and single, yours?" I nodded that he did and he continued, "So he's dressing as sexy as I've seen and encouraging me into slow dances, I don't think he wants to stop there, I think he's wanting to seduce me or me seduce him, I'm not sure which."
I turned, looking at my Dad sitting sexily at his seat, he saw me looking and gave me a coy smile and wave. I grinned back before looking back at Dave, "You could be right."
"Thank God, I was worried I was going mad."
"I'm not saying you are, I'm just saying its possible," I clarified.
"And if we are right," he said and I noticed he took my words as a more definite agreement that they'd be meant as, "Would you do it?"
"It's not something I've considered before," I admitted, "You?"
"Me neither. I'm not sure."
"Could be nothing, you're reading too much into it," I said.
He nodded, "Perhaps. We'll see how it goes, let's get the punch."
We filled four glasses and returned where Dave properly introduced me to his Dad, "Todd, this is my Dad, Chris Willis."
"Pleased to meet you Mr Willis," I said.
"Ms Willis or Chris," he giggled, holding out his hand in a way which I wasn't sure whether to kiss or shake, so I did neither before sitting down next to my Dad.
I had been suspicious before my conversation with Dave, but our talk had made me more so. It wasn't just how my Dad was dressed or even the close dance, but how he giggled at my jokes and made light brushes of my hand, everything a guy did when he fancied me. The question was, what did I want from it -- certainly it had always been a fantasy of mine to go with a sissy, none of my ex's had been willing to dress as a girl, and my Dad looked so sexy and feminine in his dress and with his hair done and make-up on. But whilst I'd have gone for it without a thought if he'd been someone else's Dilf, he was my Dad and that was a strange leap from son to lover.
I decided I didn't need to make any decision, not least because I still wondered if I was wrong and that it was just a dance. I relaxed and talked to my Dad, enjoying his company and letting him continue to touch and stroke my hand as we spoke, every now and then widening the conversation to include Dave and Chris, as they too sat and `flirted'.
After a while the band switched back to a slower, more smooch song. Dave stood up and put out his hand to his Dad, "You want to dance sexy?" he grinned as his Dad nodded and took it.
I looked at my own Dad, "You want to dance again as well," I smiled but didn't add the descriptor, even though it was true.
"Yes, I'd love to," said my Dad.
I led him to the floor. It was much busier than before, with plenty of Dads and sons, dancing cheek to cheek. Dad and I moved together, not wasting any time in placing our hands on each other's rears and him lowering his head down against me, so I could smell his perfume and feel the brush of the top of his head against me as we danced. It felt so good, that I was swept away in the moment, not caring what it meant, just enjoying his smell and touch, the warmth of his body and the lightness of his hands. We went round and round in the dance, co-joined and bonded in a way we had never been before, ever so close.
All around us others were the same, Dads leaning into their sons and relaxing against them. My hands gently squeezed at this butt and he gave a small, but happy sounding sigh, and rubbed his fingers over mine. I was sure Dave was right and briefly looked around, but couldn't see him. I laid my head back down, resting my cheek on my Dad's head, feeling the sprayed hair scratch at my face. He gave another happy moan and nestled closer to me as we continued to go round and round. The song finished and another began as we danced together and then another and another. I could feel myself heating up from the bodies around us and especially the one close to mine, prickles of sweat on my head. I was half disappointed and half glad when the band switched tempo again and I led Dad from the floor.
There was no sign of Dave or his Dad at our table and I wondered where they'd gone as I could no longer see them on the dance floor either. Not that it mattered, Dave was a big boy. I turned to my Dad, "It's stuffy, you want to get some air?"
He nodded. I slipped my hand into his, the fact he didn't take it out was another sign, and led him through the hotel to a balcony overlooking the rear gardens. Night had fallen, but there was a clear moon and the lights from the hotel shone brightly as we walked onto the patio. I let go off Dad's hand and looked at him. With his new hairstyle and make-up he looked so beautiful and hot in the moonlight, a feminine man in a sexy dress. He smiled at me coyly biting his lip as if he guessed what I was thinking and was going to do next.
I had made up my mind as we were dancing close. Dave might be wrong. If he was, my relationship with my Dad, the closest person to me, was fucked forever. But I was sure he wasn't and my Dad was so sexy, so desirable, so beautiful that it was worth the small risk.
I leaned in for the kiss.
There was no resistance, no startled cry, no pushing me back. Instead his mouth opened on mine and let me in, his lips moving in time with my own, his hands moving to hold my waist as I held his. Our tongues touched and flickered at each other, making it clear this was no innocent peck, but still he didn't break away or retreat, he stood his ground as he pulled me gradually in. I opened my mouth wider, slowly engulfing his, my tongue probing forward and exploring a mouth I'd never expected to explore. My large cock was rock hard in my pants, bulging outwards and as I pushed at Dad it was against his thigh. Yet again he didn't stop me or move away from the hard organ, but carried on mouthing at me, his tongue dashing over mine. My hands were on his waist and then his ass, squeezing and holding it through the dress, making sure he couldn't escape, though he showed no sign off doing so.
We carried on, our breaks long enough to draw breath, short enough for no words to enter them, slurping at each other with a passion. His hands clung to me tightly as mine explored, round his ass and waist and then down his thighs and up. It took me a while to find his panties, little more than a strip of elastic on his thigh and I rubbed the naked flesh. My Dad kissed me even harder as I did this, before I took control back, my mouth owning his. A few other couples were also in the garden, making out with the same intensity as us.
I slowly broke the kiss, knowing Dave had been right and being glad he had been. I didn't need to ask my Dad or say a thing as he looked up into my eyes, smiling happily. "You're so beautiful," I said, "So sexy and womanly." He was perfect, a man with the posture and pose of the most sexual and lovely woman imaginable.
"Thank you, I'm so happy you think so," he smiled at me.
"Do you want to go inside and dance again, or we can stay out here," I asked him.
"We could go to my room instead," he said softly looking at me hopefully.
It was obvious he wasn't inviting me up for a heart to heart about what we'd just done, but to continue on an even more intimate level. I kissed him again, long and slow, my hands wrapping round him before confirming my answer, "Yes."
Taking his hand in mine we walked back up the steps to the balcony and into the hotel. The dance floor was quieter than it had been, but many of the dancers locked together in the dance were kissing and canoodling as they moved to a slow smooch. Other sons and dads were kissing at tables or standing against walls and letting their tongues do the talking. Nor were we the only couple leaving the hall and headed to the stairs or elevators; a lot of them would be bonding in an extra special way tonight.
We came to Dad's room and he fished inside his dress before pulling out his key card and opening the door. It was bigger than mine and just as luxurious. But I didn't waste time exploring it, closing the door behind me and pulling Dad closer, my mouth opening as we kissed. He opened in return and I pressed my lips harder against his. In the light I kept my eyes open, so I could look at him, as we kissed. He closed his, falling into the moment. But it allowed me to gaze at his sexiness as I kissed, the eyelids were fake I decided, but it also didn't matter. My hand was on his ass, squeezing and kneading it, pushing my fingers into the plump cheeks. For a few moments his hands were on my sides, massaging them and pulling my shirt out. Then he was reaching around my front, undoing my belt and unbuttoning my pants, pulling the zip down.
His mouth came away from mine as he got down onto his knees. He looked up at me with a loving smile as I grinned back down at him, my eyes locking on my Dad's beautiful face. He reached for my pants and boxers, pulling them down and fishing out my large dick. I could see him staring at it, his mouth agape, "Wow," he said, "It's much bigger than I remember it."
That wasn't a surprise, we weren't a household which wandered around naked or walked in on each other in bath or shower, so I couldn't think when he'd last seen my cock, but I was probably six or seven and it had definitely grown since then. Not that he was wrong though in exclaiming its size; the last time I'd measured it my cock had been just a little short of ten inches and I wasn't sure it hadn't hit that milestone since then. My Dad continued to stare at it, as I waited for something to happen, his hand moved out and he stroked it gently under two fingers, making it jiggle like a flagpole. He looked at me again and smiled happily, "I've been wanting this."
I hadn't until tonight, but with him sitting there beneath me I wanted it now. I nodded, "Me too."
His tongue came out and slowly licked round the tip of my cock, before sliding down the side of it. He looked up again, "I never licked another guy's penis before," he said with a blush.
I gave him an encouraging smile, "You're doing fine, just relax."
He nodded and undid the straps on his dress, pulling it down to his waist and then stuck his tongue out again to lick the underside of my shaft. The sight of my Dad, topless in a dress, on his knees in front of me licking my cock was one I'd never imagined I'd see, but now I was it making me as hard as iron and I gave a growl of appreciation as his tongue moved round. He stopped and smiled, pushing the hair out of his eyes, before licking me again. This time his tongue concentrated on my engorged mushroom top, teasing the tip and sliding at the exposed gland. It felt good, making my legs shiver with pleasure. "Go on," I said.
"Am I doing okay?" he asked with a nervous smile.
"More than okay," I responded. He bit his lip coyly and blushed before returning to his work. His tongue went up and down my hard cock, rolling over the top and the bottom, round the sides, twirling and slipping over the huge erection. He came to my heavy ball sack, which I keep smooth, and his tongue continued at it, licking and tickling the at the bag and the testicles within, before pulling back in a long slow lick which ended with his tongue swivelling round my tip as he smiled up at me. "Very good," I groaned.
"I'm so happy you're enjoying," Dad smiled, his lipstick lips kissing my large cock. "Can I suck it now?"
"That's a question you never need to ask," I replied.
He giggled, then looked serious, "It's so big I probably won't be able to get much of it in."
"You take as much as you feel comfortable with," as much as I like a deep-throat, you don't want to choke on your first date, especially with a virgin like Dad who'd never sucked cock before.
He opened his mouth, looking nervous and slid it down over my cock. I have to say I don't know why he was worried as soon as he felt his lips rolling over me and the warm, moistness of the mouth I was in heaven, groaning softly as he pleasured me. He didn't take me far in, at first, his head bobbing as he went back and forth. Slowly he took more, his tongue pressing at the underside as my cock went into his mouth. I looked down, smiling at him as I saw his cheek extend as my dick pushed it outwards. His eyes smiled back at me and he pressed his head further forward so I could see and feel my prick rubbing against the inside of his cheek. I laid my hands on his shoulders, massaging them, "Yes, Dad, you're doing well. Take it as deep as you want, you don't need to swallow it."
He soon found his comfort zone, not taking the dick any deeper, but bobbing quickly and sucking enthusiastically. It did feel good and he looked so pretty on his knees, every few moments reaching up to push a lock of dyed hair from his eye as his lipsticked lips left a light red stain on my wet dick. I ran my thumbs at his shoulder blades, hoping that was encouragement and it seemed to work as he continued to happily suck my dick, slurping loudly as he took it into his mouth. I groaned again as the tip of my cock pressed at the soft insides of his cheek. "Oh yes, yes, you're sucking me so well. You're doing so good for your first time."
I wasn't lying. If he hadn't told me he hadn't sucked cock I would have been sure he'd been keeping it secret and practising with his dancing and walking on high heels. But I wasn't complaining, it felt so good to have his lips up and down my dick, slathering it with his saliva as he sucked me off.
He pulled his head back again and looked at me nervously, "Are you sure I'm doing okay."
"Honestly Dad, you're doing great, I've not had such a great blow job forever," I said to him encouragingly and he smiled, before kissing and licking my dick, smearing the saliva covering my cock with his red lips. Then he was taking me in his mouth again, more quickly reaching the right spot and bobbing up and down. It was heavenly and I grinned my appreciation.
He continued for a short while, before pulling his head back. "You sure that was okay."
"I'm sure it was much better than okay," I replied.
He got to his feet, looking even more nervously at me. Wordlessly he reached out and undid my tie, dropping it to the floor, before undoing the top few buttons of my shirt and running his hands inside over my muscular pecs. "You're so hard and firm," he said softly.
"Yeah," I grinned, pressing my hard and firm organ at him.
He smiled and continued undoing my shirt, taking it off as I stepped out of the pants which were around my ankle. For the first time in an age I stood naked before my Dad and let him see me. He smiled and he got onto his knees again, kissing and licking my dick, before yet again taking it in his mouth. His head bobbed back and forth as he sucked my member, his dress around his waist. I groaned and let him have it, enjoying every second of it. He pulled his head back again, a small trail of saliva remained between his lips and my dick, before it snapped and fell away. He bit his lip nervously and coyly as he looked up me again, so pretty and sexy. "I've never been had in the ass, by another man's dick," he paused and looked at me beseechingly, "I want you to take my anal virginity, be my first. Will you?"
How could I refuse? I couldn't. "Yes," I breathed softly, "I will."
He stood again and looked at my dick, "You're so big, much larger than I imagined."
"It may hurt a little," I said, not wanting him to be surprised and to be sure this was what he wanted.
"I don't mind," he said in a brave little soldier voice, "It'll be worth it to be as close to you as we can be."
"I'll go gentle," I said.
He smiled and his hand brushed my cheek as he kissed me, "Go like I'm your woman and you want me bad."
"Damn Dad, I do want you bad," I replied, starting to guide him to the bed.
"Wait, I've come prepared," he slid from my hands and opened the drawer of the dresser, coming out with a tube of anal lube.
He smiled gingerly as he passed it me and I opened it, "Hold your hands out," I said.
He did so and I squirted a generous portion on to his palms, "Rub it into my dick, make it as slippery as you can." He sat on the edge of the bed and worked my dick, massaging the oily lubricant into my stiff shaft until it was shining.
I stood him up again, "Let's get this off," I said about the dress, turning it round and finding the zip. It felt to his ankles and he stepped out of it, leaving him wearing only a very small thong, a thin strip of material straining as his five inch cock hardened against it. "These as well," I said and we pulled them together. His dick was much smaller than mine, one area where it wasn't like father, like son, but it was erect with excitement. "How would you like us to do it?"
"Any position, you chose," he said and then shook his head as he changed his mind, "No, I'd like to be able to look at you the first time."
"Me as well," I agreed as I positioned on his back on the bed. I got up behind him, between his legs, my cock like concrete. I lifted his ass and bent him slightly backwards so that his hole was exposed, resting him on my thighs as I picked up the lube. I squirted a jet onto his hole and Dad gave a small shiver as the cool liquid landed on his virgin sphincter. Then I squirted another shot onto my fingers and rubbed at the hole, easing in just a little. He bit his lip and looked at me, but said nothing. I smiled encouragingly, "Just relax Dad."
"I am," he lied a little, but it was a white one, so I didn't mind. I continued to ease my finger in, just up to the knuckle to open it and rub some lube around the walls, before giving it another squirt, inside him this time. He started as the gel entered, but as it soaked down he started to relax more.
I let him off my knee and reached for the inside of his thighs, pulling them apart and placing his legs against my shoulders. "I'm going to enter you now, with my cock, tell me if you want me to stop or slow down or anything."
He nodded nervously, "Okay." His hands gripped the sheets to either side of him as I guided my hard dick to his waiting hole. My tip touched his sphincter and he shivered and then realising what he'd done gave me a smile of encouragement, "Go on Todd, I want you in me."
I pushed harder, breaking past the anal seal and going in. He was tighter than any other guy I'd ever fucked, even with the lube it was a strain to get the cock in, his walls glasping together and squeezing my cock between them. "Relax," I repeated again and reached for the lube to give another squirt.
I could tell he was finding it sore the way his face was twisting and his mouth contorting. But he just said, "Yes, carry on Todd, enter me." With that encouragement I continued, pushing my cock inwards and beating back his anal resistance. His small cock was as hard as mine, standing straight up and mine slowly went in below. I kept changing my view, looking down at them and then raising my head to look at my Dads pained, but beautiful face. Despite what he had said about looking at me his eyes were shut so tight that the eyelids were hidden. But he was starting to push himself towards me, trying to do the work with me.
And slowly, in partnership, we were winning. The cock was going in, a series of shoves and retreats, heaves and hos, thrusts and pushes was opening up Dad's passage way and letting my dick enter deeper and deeper. Even better as the ass began to open, Dad began to relax and in turn that helped me enter in a win-win. Soon I was going at in hard rhythm, slamming my dong down the deep and taboo passageway, as my Dad's heels drummed on my shoulder and his small cock pressed upwards. His ass was still gripping my cock, but in a way that was enjoyable and not so tightly that it felt like I was tearing him.
He opened his eyes again, looking at me and smiling. "Oh yes, Todd, that's it. I knew we could do it."
"Remember, tell me if I'm going to fast or vigorously," I said. He just smiled and nodded so I took it that meant he was fine if I took it up a notch and went even quicker, pounding as hard as I could. Soon I was deep as I could go, my balls battering at him as I shoved my ten inches all the way in. Dad groaned and gasped as his prostate was pleasured by my huge member, he reached for his own cock and stroked and jerked it as I fucked him.
It was a great sight to see, but not nearly as great as the look on his face, happiness, pleasure, ecstasy -- all at once, as fulfilled as I'd ever seen him. He opened his mouth and groaned, "Yes, Todd, yes, fuck me with that cock of yours, fill my butt with your big dick. Yes, yes, yesss!"
I drove in and out, my eyes locked on his face, loving the way his lips moved in time with my passion and that his new messy hair style flopped over his face and bed as I drove at him and the way his fake eyelashes fluttered as I slammed him to orgasm. "Yesss, yesss, yesss!" he cried, his hand working at his cock until it exploded with cum, seeds shooting up in the air to land back on his stomach.
I was near as well, going at it so hard that I was incapable of any speech but grunts until I the pressure built up and released. I blew my load into my Dad's ass, filling it with so much cum that it came bubbling out as I withdrew, soaking from his gaping open hole and oozing down his crack and onto the bed.
Panting I collapsed on top of him, trying to get my breath back. "Was I okay?" he asked nervously in a meek voice.
It took me a moment or two to get my breathing under control and when I did I kissed him heard on his lips, "Amazing," I said.
He blushed. "I loved it as well, you were so strong and manly, and it didn't hurt as much as I feared it might."
"Good," I replied, pulling back the covers so that both me and Dad could get under them. We lay opposite each other, kissing and stroking each other, not saying anything more than little whispers of sexual attractiveness, me telling Dad how pretty and beautiful he was and he telling me how handsome and manly I was. It didn't take long for me to become stiff and aroused again, and not much longer for Dad's hand to touch and stroke my huge erection.
He gave a small gasp of surprise, "You're hard again," he murmured.
"I'm eighteen," I said as way of explanation.
"You're horny," he smiled at me, "Could you go again?"
"I could," I said and rolled Dad over onto his front. I got on top of him, prying apart his round cheeks and aiming my dick towards his hole. He was easier to enter this time, the rosebud giving way to my manhood immediately and whilst he was still tight he wasn't as resistant as before allowing my cock to get in deep. I was soon pounding away at him, making the bed shake as my naked body was on top of his, my thick member slamming open his butt.
"Yes, yes, yes," moaned Dad in ecstasy. His hands gripped the pillows in front of him and he dragged one towards his face to gasp and squeal into it. "Yes, yes, yes... give it me Todd, yes, yes, I want that dick."
It was so sexy to be fucking him, driving my dick down his back hole and feeling my muscular body landing on his back. He didn't seem to mind how fast or hard I went, even encouraging me by wiggling his hips and raising himself up to meet me as I thrust. Soon we were in a rhythm, working together to give ourselves the maximum pleasure. I could feel his ass gripping me, squeezing me delightfully, the friction on my gland making it warm and fuzzy. In turn I was repeatedly stimulating the G-spot in his prostate, making Dad cum with pleasure.
I continued to pump and ram vigorously, panting with the effort. I could still only half believe what was going on, from not thinking about my Dad sexually at all to ramming his now non-virgin ass had taken no more than an four or five hours. I didn't regret it though, he was so hot and sexy, so beautiful and womanly. I could still smell his perfume and see the style of his hair as I came down. Looking out at his hands I could see the varnish on the nails, so carefully and delicately applied. His body was so soft and warm, the ass so welcoming, I could have done it forever.
He was loving it as well and that was what mattered. "Yes, Todd," he cried out again and again, "Yes, yes, yes."
I kissed the back of his neck, lovingly, still raising and bringing down my hips. "You're so hot and sexy, Dad, this is so wonderful, you're the best."
"Oh, Todd, fuck me and make me yours completely, this is the greatest night ever," he gasped in reply, "Yes, yes, yessss!"
I went at him as hard as I could, my body slapping at his, the sound of it loud and passionate above the creak of the bed and our passionate gasps and pants. I knew I was close to cumming for a second time and didn't slow, loving the sound of him cumming again as he cried out and squealed like a woman in pleasure.
"Fuck," I grunted as I came, my jism exploding down my Dad's bowels for the second time that night. There was plenty of it as well, my goo flooding his hole and leaking out over his cheeks.
I got off him and rolled onto my back, as he moved to snuggle into me.