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Hill’s the Boss 4: With Grace

09/11/2024

I was in bed with the Senator at the Hotel Z after our partner (and her chauffeur) Tyrone went home. As you may know, I am Senator Hillary Rodham Clinton’s lover.

We were enjoying our post-coital glow when the Senator got that girlish, mischievous look she only allows special friends to see.

“You know, Joe,” she said, “I got really aroused seeing Tyrone take your ass cherry tonight.”

I could feel my ears getting hot. I’m afraid I might have been blushing.

“You remind me of another sweet, young thing I knew,” she said. “Her name was Grace Winthrop. I knew her at Wellesley.

“It was my junior year. I was in my dorm room studying on a Saturday night — which was a rare occurrence for me, I’ll have you know. Most of the time, I was with a different lover every weekend.

“There was a knock on the door. It was Grace; she wanted help with her freshman comp. Because she was pretty, and because I had a feeling about her, I obliged. When we were finished, however, she was in no hurry to go.

” ‘Miss Rodham,’ she said shyly, ‘some of the other girls in the freshman dorm said you could help me with another problem.’

“Turns out, she wanted me to initiate her. She was a virgin.”

“You mean she’d never had a lesbian encounter before,” I said.

“No, I mean she was a virgin in every way.”

“So her very first lover was Hillary ‘Hot Rod’ Rodham?!” I exclaimed. “Hoo-boy, she didn’t know what she was in for.”

“You said it, sweets,” the Senator agreed.

“I nibbled up and down her young neck. I french kissed her so hard I was almost fucking her mouth with my tongue.

“I opened my blouse and presented my breasts to her.

” ‘Suck my boobs, Grace.’

” ‘Yes, Miss Rodham.’

“She kissed and licked and sucked every part of both breasts. All of my favorite lovers have been very generous with their mouths on my body.”

I thought of how she demanded that I lick her cunt until she came over and over again — not that I minded! Then, I thought of a man who was famously more interested in getting head than giving it. I didn’t say anything, though.

” ‘Move down to my pussy, Grace.’

” ‘Yes, Miss Rodham,’ she said, but she looked a little nervous about it.

“When Grace got down there, she just shoved her tongue into me. Young girls in those days!” she sighed. “They thought a woman’s sexual pleasure had to come from a man’s penis — or something like it — roaming around a woman’s vagina.

” ‘If I wanted a dick in my pussy,’ I said, ‘I could call any guy in the Ivy League. Do you know what a clitoris is, Grace?’

” ‘I think so, Miss Rodham.’

” ‘Do you know *where* it is?’

“She looked at me abashedly and shook her head no.

“I slowly unbuttoned her dress. I unhooked her pink bra and gazed upon her lovely 18-year-old breasts; it took all my will power not to touch them yet.

“What I saw next was even more arousing. Now, as you know from intimate examination, Joe, I’m not a natural blonde. Grace, on the other hand, was. When I pulled down her panties, I could see that she had the sweetest yellow pubic hair.

“I lay down next to her, took her hand in mine and guided it through that flaxen patch right to her clit.

” ‘Now rub it, honey,’ I told her.

“She started out slowly, but soon decided she liked what she was feeling. I held her as she experienced her first orgasms, wave after wave of them.

“I loved to watch that sweet young thing make herself cum for the first time, but I had other things I wanted her to experience. I reached for my special toy box, which I kept in the bedside chest. I had it even then, Joe.”

I knew the one she meant. It was an ornately decorated wooden box with her initials carved on top. She’d used some of those toys on me, too.

“I pulled out my double-headed dildo. Grace’s eyes widened at that, I can tell you. I inserted one end in her pussy, the other end in mine. I moved it back and forth, first deep into her, then deep into me.

” ‘Touch yourself if you want, sweetie,’ I told her.

“I didn’t have to ask twice. Soon she was frigging herself like mad and moaning loudly enough for all of her freshmen friends to hear from the other dorm.

“I didn’t need any more encouragement either. I indulged my own clit many times right along with her.

“Reluctantly I pulled the dildo out of our pussies and reached into my toy box again. This time I retrieved a strap-on model and pulled the straps over my hips and ass.”

Ah, I thought, I knew she was an experienced cockswoman from the time she fucked me with the strap-on. What was it she’d said? Bill refused to take it up his ass, but her strap-on had had a quite a workout at Wellesley.

” ‘Lie down, girl,’ I told her.

“I pushed the dildo into her pussy and fucked the daylights out of her. This time she didn’t need to be told to touch herself. I was touching every other part of her body, from her perky breasts to her perfectly round ass.

“We fucked as long as we could, until I was exhausted from thrusting into her and she was exhausted from cumming so much. We fell into bed together, my dildo still inside of her, and went to sleep.”

“Do you know where Grace is now?” I asked.

“You know Mr. and Mrs. F—-?”

“The big party donors?”

“Yes. That’s her. I still see her at functions and we exchange little smiles.”