How to Train Your Daughter Ch. 08

The moments we'd shared in her training were only the prelude to an endless line of young girls who would be in my arms and under my body over the coming years, doing things with me far more intimate than the things she'd done so far. I could see she was a little crushed, and I guessed she took small solace in the related realization that she would have to find her own special moments from now on in the arms of innumerable men, doing whatever intimate things they wanted.

I felt a little sorry for her, but I knew it was unavoidable. She wasn't a child anymore. She had many things to learn at the hands of grown men, and I had a civic duty—and right-to train as many girls as I could. I knew she would eventually be alright; she just had to get used to seeing her daddy fondle and stroke other naked girls, instead of her.

She recovered her composure however, as Harlan lifted her chin with his hand and looked her in the eyes.

'Now sweet thing, while your papa enjoys Bianca, let's have you hop down from there and suck my cock for a bit before the dinner bell. I'd love for you to show me what you've been practicing with him, and I might have some suggestions for you, too.'

Jennifer nodded soberly and got on her knees as Harlan undid his belt and slacks and freed his penis. He was not long, but quite thick, and Jennifer struggled momentarily to fit her mouth around him. He was patient but firm with his guidance as he stroked her cheek gently and encouraged her softly, all while slowly and firmly working more and more of his erection into her mouth.

Once she had managed to fit as much of his penis as possible into her throat, he held her there for a couple moments and instructed her to breath and calm herself; as she relaxed a little, he smiled and withdrew, a long strand of saliva following the head of his cock as it left her tongue. Patting her on the head, he told her she was doing a good job, and instructed her to lick and suck him as best as she could. As she focused on her task with determination and enthusiasm, he glanced over at me and laughed.

I'd taken Bianca's ponytail and was using it to position her where I wanted; I was alternating between pulling her toward me and kissing her deeply on her full lips, my tongue exploring every corner of her sweet mouth; and pulling her away, tilting her head back so I could graze down her throat, over her collar bone, and across her breast to suck and nibble on her nipple to my heart's content.

I loved how her breasts were so full and round, but seemed to taper to a point—they were extremely tantalizing, and I was enjoying watching her nipple become hard and sensitive as I savored its firmness in my mouth. I held her head firmly back, and my other hand never stopped rubbing and riffling through her soaking labia. She wasn't struggling much, though she couldn't have done much about it if she'd wanted to, but she arched and whimpered as I played with her body, and when it seemed like she couldn't take the stimulation any longer I went back to giving her deep kisses.

'How are things going over there, Robert? Satisfactory?'

I looked up with a silly grin on my face.

'I should say so. She is such a peach. How long has she been working for you and Julie?'

Harlan was holding Jennifer's head with both hands and slowly running his cock in and out of her mouth, a look of satisfied bliss on his face as he watched how hard she was working to accommodate him.

'Just about three months,' he answered.

I had assumed the Biancal and Tiffany were practically part of the family, so I was surprised at how new they were. Harlan released Jennifer's head and allowed her to resume her own game of exploration, sniffing and licking and nibbling her way around his penis and scrotum, and he explained.

'Well you may know I was raised in Millerton, up north about two hundred miles. It's a tiny town, only about fifteen hundred folk, and there's not a lot of opportunity. I grew up poor, and worked my tail off, and got a little lucky, and when my businesses began to take off I set up a scholarship fund as a way to give back and say thank you to my little town.

'That was about eight years ago now, and it's been a great success that has inspired quite a few other businessmen to copy it. It's one of my favorite things to work on these days, because it's truly heartwarming to be part of helping people get to the next level in their life.

'Each year the incoming high-school senior girls are eligible to apply for the endowment, which is a full expense-paid scholarship for their first semester at any state school they choose. Before that first semester, they undertake a three-month internship here with Julie and me, where they live without expense, have significant free time, and learn many valuable skills.

'Julie teaches them home economics-skills like cooking and cleaning and gardening and so on, as well as hospitality and other things important for an accomplished woman to know.

'I have the opportunity to truly invest some quality time over three months in training them to the highest level I can. It's an immersive sort of training; they live in the house, so they're available for lessons at any time of day or night, and I feel that the sheer volume of the sessions that we're able to accomplish really puts girls who take part in the program in a different category than their peers. I do my best to keep the curriculum challenging, and I really like having the chance to help them build some deeper knowledge over that course of time.

'We take on two girls at a time, so that's eight girls each year who get the scholarship. Shortly after the start of the school year I take a trip out to Millerton to review the applications and do the interviews. There are typically around twenty girls that have applied, and I try to be thorough in my process and open-minded in my selections. It's a shame that we can't help all the applicants, but it is a merit-based grant, and only the top eight can earn it.'

He paused for a moment and gently raised Jennifer's head with his hands, slowly pulling his cock free from her mouth and smiling kindly. I was happy to see how well-behaved she was being, and how attentive to her training; as good manners dictated, she widened her beautiful eyes and sought to maintain her gaze with our host as he spoke to her, and she kept her mouth opened, a strand of saliva strung between the head of his penis and her pink, slightly extended tongue. These gestures, of course, communicated to Harlan that she was paying attention and doing her best to follow his directions and provide for his desires, as well as showing that she knew it was her responsibility to welcome him back into her mouth, or anywhere else he wanted, whenever he chose.

'Dear girl, you are doing a VERY good job,' he said warmly. 'Now look, I want you to hold my cock with one hand—there you go-and just squeeze it and stroke it very slowly and gently—atta girl-and while you're doing that, I want you to suck on my balls, one at time, also slowly and gently. Oh my stars, that feels amazing, sweet thing. That's it, just keep doing it like that until I tell you to stop.'

Turning back to me, he continued.

'When I'm choosing the girls, I'm looking for intelligence, personality, maturity, and of course the highest possible marks on all physical aspects. I sit with every candidate for a short interview and conduct a thorough inspection of her body, leaving nothing unexamined. The girls obviously haven't celebrated their Festival yet, so I can't actually have sex with them as part of the selection process.

'That contributes a bit of risk to my part of the program; since I can't take them for a test drive, so to speak, I don't know for certain what I'll be dealing with sexually for the next three months when the girls arrive, but so far it hasn't really been an issue. It's just a matter of ensuring the girls to whom I award this money are attractive in every detail, healthy, responsive, and demonstrate a clear eagerness to engage in a vigorous sexual education once they've celebrated their Festival-and that becomes evident pretty quickly once you strip them down and make a thorough survey of every inch you can access.'

While Harlan had been talking I'd flipped Bianca onto her tummy and had her lay across my lap, and I'd been happily playing with her beautiful backside, periodically spreading her cheeks and dipping my fingers into her soaking little vagina.

She had practically no inner lips; just two fat, exquisitely curved outer labia that came together with a perfect seal. Each time I pried them gently apart, I was presented with a growing pool of shining, slick, crystal-clear lubrication, and it seemed like I could see all the way into her tiny hole. I'd drag my fingertips across the pool, gathering up her sweet juices, then delightedly massage her own lubrication all around her adorable asshole. She was not excited about my forays in that region, and groaned quietly and squirmed a bit, her tidy little star contracting and pulsing charmingly as I petted it with my fingertip.

It was evident this was an area in her studies where she was lagging; either Harlan wasn't much into backdoor work, or Bianca was simply recalcitrant. Either way, it was important for a girl to learn skills pertaining to butt play, so her reactions were unacceptable. Admonishing her not to struggle, I wrapped my arm around her hips and reached my hand back through her legs, enabling me to keep her from wiggling while also having access to her clit, which I stroked softly. My other hand resumed exploring her butt hole, and as I sensed her relax a bit, I periodically pressed gently against it with the tip of my middle finger, a little further each time, until eventually I was in up to my first knuckle.

I didn't feel the need to take things further, but since I was enjoying the pleasure of her tight anus as it squeezed and pulsed, I parked my hand on her bare butt cheek, leaving my finger inside her, while my other hand explored the rest of her beautiful body as she lay across my lap

Harlan watched with approval as I countered Bianca's momentary resistance and maintained control of her in my little project of familiarizing her with anal play, and he complimented me on my technique, noting that the firm manner in which I'd held her steady seemed to help in calming her and making her more pliant to the invasion of my touch on her very personal area.

'I must say, for a man who's only just this week had his first daughter celebrate her Festival, you have good instincts for what a girl needs.

'Bianca and I have been working regularly on helping her feel more comfortable with having her anus played with since she arrived. You can see she's a little strong-willed, yet teachable, and I'm quite proud of her progress. As you can imagine, she had little trouble earning her spot. She'd never had sex before, of course, but as soon as I peeled her panties down her thighs and saw how wet she was, and how receptive to my further explorations, it was obvious that she possessed the fine qualities expected of a recipient of our scholarship.

'In any case, it has been wonderful sharing the last three months with her and Tiffany, but I must admit I'm ready for them to move on to college—Bianca is attending Central when she finishes here, studying business, and Tiffany is going to be a Thornton biology major-and I'm looking forward to welcoming the next two recipients, Gina and Ali, next week.'

Just then we heard what turned out to be a literal dinner bell, and Harlan pulled his cock from Jennifer's mouth with a pop and patted her one the head.

'And there's dinner,' he said. 'Darling girl, pull your dress together, and let's go eat. Afterward, Robert, it seems to me a fine idea for the four of us to reconvene for dessert here.'

Jennifer sulked, and then brightened at Harlan's suggestion. She'd been getting warmed up on his cock, and she obviously wanted to finish her lesson properly. I pulled my finger out of Bianca's butt and gave it a couple light smacks before letting her get off my lap and get dressed.

She had evidently taken some offense at how I'd made myself at home with her anus, and didn't seem too enthused about Harlan's idea of meeting back here after dinner. She pouted and pulled her clothes on a little petulently, and I realized my dessert might be a bit extra tart. We all went upstairs to the dining room, Harlan with a patronly arm around Jennifer's shoulder, his hand cupping her breast as they climbed the stairs.

Dinner was lovely, and the conversation flowed easily. Julie was a wonderful hostess, and she and my wife seemed to get along splendidly. Harlan regaled us with stories of his political career, and we feasted on steak and fresh roasted vegetables from the garden.

As we finished, Harlan stood up and kissed Julie on the forehead, thanking her and Tiffany and Bianca for a lovely meal, to which we all voiced our agreement.

'Darling wife,' he said, 'I believe that Robert and Jennifer and Bianca and I will be taking our dessert in the den.'

Jennifer blushed slightly, and as she stood up her mother took her hand and kissed her cheek.

'Have fun, sweetheart, and listen to Mr. Caldwell, alright? Just be a good girl, and do whatever he says. This is his house, after all, and you're his guest. And Robert, remember she has her job interview in the morning—don't keep her down there too long.'

'Yes, mama,' my daughter answered, and I reassured her mother that she'd already been well-behaved and quite accommodating, and that we'd be not much more than half an hour.

Once we'd returned to the den, Harlan wasted no time instructing Jennifer and Bianca to disrobe. His eyes twinkled with anticipation as Jennifer slipped out of her sun dress and pulled her panties down, and he immediately knelt to get a closer look at her vulva.

'I'm telling you, Robert,' he said, 'this is a championship pussy-she could win nationals with this. So delicious,' he murmured, one hand softly stroking her inner lips and feeling her wetness while he ran his other hand up and down her naked body. Jennifer exclaimed quietly and shivered at the touch of his rough hands as he handled her, but shifted her feet to spread her legs and give him better access to her girl parts.

I'd simply bent the marginally cooperative Bianca over the back of one of the large leather chairs, and was already working myself deep inside her since she was still—and apparently always—slick and dripping. I didn't have any particular agenda; after the episode with her anus I was just planning on spending twenty minutes fucking her fairly hard to help her learn not to make it difficult for men to play with any part of her body. She yelped and jumped a bit, but she knew better than to resist, and eventually she had found a reasonably comfortable position on the chair and let me do what I wanted.

Harlan led Jennifer over to the coffee table and had her climb on it on all fours. Taking his time, he explored every inch of her body, pausing behind her to bend down and inhale deeply before giving the length of her slit several long licks with his tongue. Jennifer responded naturally by arching her back and presenting her vulva to him, trying to get her clitoris in contact with his warm, wet tongue.

'Robert, allow me to congratulate you again on such a prize. She is truly a fine specimen,' he said.

'Dear girl, I know you need to get home and to bed soon, so I'm going to keep this simple and just enjoy you from behind for a bit. Come on now, bring that beautiful little box over here and put it on my cock...that's a good girl...my stars you are tight...'

Jennifer let out a low wail as Harlan grabbed her hips and impaled her with his thick member; I could tell it was a very tight fit, but Harlan was experienced enough to keep her steady and prevent her from escaping as he pressed himself home, and then let her breathe and relax for a moment before beginning to fuck her.

I was proud of how quickly Jennifer found her rhythm and started to match Harlan's movement and intensity, letting him dictate the pace and depth, regardless of how much his size challenged her. He petted her and spoke calmly to her, and gradually increased the speed and power of his thrusts as he plumbed her depths and stretched her inexperienced vagina to its limit.

Both of the girls were moaning and thrashing now as we reamed them as deeply as we could, and we took immense pleasure in the sensations of their tight, young pussies clenching down on us as we used them. Harlan finally slowed, and spoke to Jennifer.

'Alright, cutie, it's about time for your dessert. How would you like it? Inside you? On you?'

Jennifer gasped with need and urgency.

'No, please...please-please-please...cum in my mouth! Please!'

I realized this would be her first experience of this; she was fascinated by semen and loved the taste, and I knew it would be a special moment for her. Tavio had cum inside her at the Festival, and at the Mornings with Monahan taping Kyle and Dale had both cum on her back. This was still just her first week since the Festival, and the only other man who had trained her so far was our neighbor, Brad, who'd elected to deposit his load on her breasts-so it looked like she was finally going to get her wish.

Harlan was only too happy to agree, and after a half-dozen extra hard thrusts, he pulled out and ordered Jennifer to turn around and open her mouth. She eagerly obeyed, her tongue extended, her eyes hungrily locked on the head of his cock. Harlan had her lick it gently a few times, then he grabbed her jaw to keep it open and with a low grunt unleashed a massive blast of semen straight into her waiting mouth. Jennifer blinked and her eyes went wide, and she half squealed in delight and half choked as shot after shot began filling her throat, millions of tiny swimmers swishing around her teeth and tongue.

I couldn't hold on any longer myself, and as I watched her maintain her composure like the good girl she was and patiently allow our host to empty his testicles into her, I was rocked by my own orgasm and began filling Bianca's little pussy with my own cum, driving her deep into the leather of the chair and holding her tightly in place with all my strength as my cock pulsed and pumped in the velvety confines of her young vagina. Her feet couldn't reach the floor from where I'd driven her up over the back of the chair, and as her legs scrabbled for support I felt her begin to shudder as my powerful, hot jets of semen drove against her cervix and triggered her own unwilling orgasm.

As I came back to earth, I looked up in time to see my daughter proudly show Harlan all the cum in her mouth and then swallow, a giant grin on her face.

'Oh, thank you, thank you so much, Mr. Caldwell,' she gushed, 'that was so amazing! It was better than I've dreamed. Daddy, did you see me? That was so fun! Mr. Caldwell shot his cum in my mouth-that felt so cool! Oh my gosh, I loved that so much! Oh, wow, I am SUPER wet after that...'

I smiled and chuckled as I let Bianca up, and she immediately shot me a dirty look before grabbing her clothing and scampering off upstairs, my cum running down her inner thighs with each step.

'I'm so glad you liked it, honey,' I said, a little unsteadily, still feeling the power of my orgasm. 'Sounds like we kind of found your first kink—or wait, I guess second,' I corrected myself, remembering how intense her orgasm had been when Ramer had stroked her clitoris while explaining how she'd need to be tied down securely in order to have her clit pierced (The Festival, Ch.3). I supposed that as kink combinations went, bondage, a little pain, and having men cum in your mouth was a pretty good one for a young girl to start life with.