Sarah was heading out in an outfit that consisted of her plaid, prep school skirt and a white blouse knotted just under her 36C tits. She had stay ups hose that ended under her skirt and 3 inch black heels This would not do. It was not how I raised my my daughter. The white blouse was good as in even the least light you could see her dark aureolas, but her bra was only hiding her stiff nipples. I reached inside her bra and pinched her nipples hard and the bra totally disguised her hard pencil eraser nipples.
I sent her back upstairs to ditch the bra and roll the plaid skirt twice so that there was at least an inch of pale, sexy leg showing between the bottom of the skirt and the top of the stay offs. When she came back down a couple of rubs on her nubile tits and they definitely stood out against the thin cotton shirt that all the private school girls had to wear.
There were lots of wealthy families at her prep school, just like mine, but just like mine their mother came from a wide variety of backgrounds, some were the cheerleaders captains that were smart enough to marry the "smart" boys in class, some were strippers, like my wife, that doted on the money that the social losers made in their tech start-ups and some were daughters of the failing WASP families that had been taught how to get their MRS degree in prep school.
It was a highly competitive school and as a single parent, I didn't want my daughter at a competitive disadvantage. She needed to make her fellow male students hard and keep them that way. With her big tits and long, stripper legs, she could do that, she just had to dress the right way.
Unfortunately, I had to send her back upstairs again to get rid of her bikini underwear. I popped in a small butt plug and fingered her pussy, which wasn't nearly wet enough. She complained, that other girls were calling her a slut and a cunt, and I told her she should be proud of that as those girls were losers. In 10 years, they would come begging her for a job for themselves or their loser football team husbands.

 

Sarah got home at 1:30 am, which was disappointing. I had expected that she could keep a boy excited for longer than that. I had explained that she could use our pool house until it got light, but she didn't like all the cameras that were around. (I really needed her to loosen up. You would have thought that at teenager would have been hornier than that.)
When she came in, she came to see me as she had been taught. I was jerking off to porn on our 85" TV in the media room. I embraced my darling Sarah and we exchanged some deep tongue as we kissed. My hand drifted down and lifted her skirt. Her pussy was wet and my fingers slipped easily into her pussy. It was wet, but not sopping. As I ran my hand up her legs they were dry; very disappointing. Cum should have been running down her legs to her knees, but this wasn't happening.
I turned on the lights and had her lie down on the couch and spread her legs and her pussy. I asked her how many boys she had let fuck her. She said only one, but when she saw my face, she said, he had fucked her twice and then eaten some of his own cum. I told her that wasn't going to work and she needed to be a lot more aggressive. As young woman, it was unlikely she was going to get funding in Silicon Valley and if she did, there was a good chance she would go to jail or file bankruptcy in that frat environment of all male funders, bankers, suppliers, landlords, attorneys and regulators The smart move was to fuck her way to the top.
She pouted and climbed up on me and said, but Daddy, I'm smart. I agreed and hugged her as I slid her pussy down on to my porn-hard cock. I comforted as she cried and humped her very slowly, so as not to spoil this father-daughter moment with an overly intense orgasm.

 

As I looked over Sarah's shoulder to the stripper shoving her high heel into the submissive's rock hard cock, I shuddered and came quietly into to Sarah's sloppy pussy. Her "boyfriend" may have only come twice, but he left a big load. I don't know if Sarah came, like a lot of the Silicon Valley females she never jerked about like the SFO hookers that I hired for my Sunday afternoon golf buddies. Then again, I think most of them were faking it, especially the ones that I had to give coke to get wet enough to fuck.

I kissed my darling Sarah goodnight as I switched to crackwhore street porn on the big screen. I was happy to see that as she walked up the basement stairs the cumming dripping down her legs was clearly visible from the street videos on my 85" screen. The last thing I saw was Sarah 4" heels that she handled at her age as well as some turned out street hooker.

Sarah came down for brunch at noon later that morning with a smile on her face. I had already made scrambled eggs and quickly microwaved some for her. Despite the smile she looked like a little tired so I used the salt shaker that was half cocaine. By the time she was half way through her eggs, the rosy glow had returned to her face. Of course the fact that Boscoe our boxer/shephard mixed breed kept trying to lick her freshly showered pussy didn't hurt.

We both retired to the pool afterward, while I waited for my Sunday golf buddies to arrive. As it was a weekend, I had put out the 7-11 Big Gulp classes with pina colados for us both. Given the amount of coke she had ingested, but for the 4 shots of rum, she would have been all over the pool and deck. As it was she wanted to invite her step-brother over, which was a clear no go with thong she had on and top with the nipple cut outs.

 

Sarah had that hot teen body, and by the time she finished the second Big Gulp of pina colada, which meant you could see the slight bulge in her stomach from a half a bottle of run. She fell sound asleep in the sun on the lounge. I flipped her over a couple of times so she wouldn't get sun burned and took off what little there was of her swimsuit. I went in her nightstand and found her favorite butt plug. When I greased it up with Coppertone and slid it in her ass, I would have sworn it was two sizes bigger than the one I had given her for her last birthday. Even though she was passed out she still pushed back against this big boy, which would make my Wednesdays happier.

My golf buddies showed up with their $700 shorts and their $500 T-shirts that looked an awful lot like what you could buy at Old Navy for a fraction of the price. Bobbie as usual had a hard on tenting his linen slacks, while Rich and Barry looked like they were going to crypto start up pitch. They all parked their clubs in my garage and we headed to the deck for lunch. Several years ago, I had learned that it was cheaper to get one trans maid, than to try to cater to my friends' individual kinks. Manuelito arrived with the food. He had golf shirt, shorts and spikes for Bobbie who found the hole in Manuelita's golf short. Bobbie dropped his shorts and fucked Manuelito deeply. Bobbie's cock always went in so easily, I always wondered what Manuelito had been doing before he got to my house.

As we were chowing down on some great burritos, Manuelito retired to the bathroom ditched the shirts, shorts and spikes and came out in a Victoria Secets, bra, thong and spike heels. Manuelita immediately proceeded over to Rich and Barry where he got spit roasted. Barry loved his ass and his 8" cock went much deeper than Bobbie's normal 5" cock. The rule was that Bobbie had to clean Barry's big boy after he was done. Rich uswas a sucker for a tranny blow job and everyone generally ended up coming at the same time. Once again I got sloppy second or thirds which I loved. I knew that Bobbie didn't want Manuelita to full clean out with enemas, but you didn't talk about shit in Silicon Valley, so Bobbie was usually disappointed, though there was that one time.

 

Spelling, flow, and grammar. Other than that, not bad.