I woke up and glanced the clock. It was almost 5:30. I slipped out of bed, feeling a bit stiff but remarkably good. I could hear the TV down the hall, the afternoon game was on, and I went into the bathroom and cleaned myself up a bit.
I put on a blue satin babydoll, nothing too exotic but the bust was a lacy fabric allowing a little skin to show. I was going to need to do some shopping if I wanted to keep up the facade of only wearing sexy underwear though. Feeling deliciously naughty I decided to forgo any other clothing and went to find out what my young lover was up to.
He was not on the couch watching football as I had predicted, instead I discovered him in the kitchen. He had his back to me, standing by the island, knife in hand dicing something I couldn't see. He was wearing a pair of loose gym shorts and nothing else. I admired the way his muscles moved as he worked. He swept the contents off the cutting board into a bowl, it was chicken I realized, and stirred it for a minute before pouring it into a pan on the stove.
He already had a large pot on the stove, and he turned to get something from the fridge and finally noticed me.
"Hey good lookin, whatcha got cookin'?" I asked trying not to laugh at my own joke.
He smiled a bit nervously. God, how did he manage that I wondered? Being so confident and in control in my bed then this almost bashful shyness now. All I was sure of was I didn't want it to end, feeling my arousal growing.
"Just some chicken and pasta, I kind of raided your pantry, I hope that's ok. I didn't want to wake you up, and I thought you might be hungry."
"I don't mind one bit, it was thoughtful of you."
I stepped into the kitchen and gave him a kiss on the cheek.
"Then I'm going to pour myself a drink and go watch some football while you make me dinner."
I gave him a playful smack on the butt and did just that.
The late game was wrapping up, it had turned into a blowout, and I wasn't particularly invested, so when Oliver called out that dinner was ready I immediately turned the TV off and went to the dining room.
He had set the table quite nicely and he pulled out my chair for me as I approached.
It wasn't a Michelin star restaurant meal, but it wasn't bad, and the thought certainly counted quite a bit. I finished the last of my pasta, buttered a roll and was nibbling on it as I watched Oliver finish.
"Dinner was excellent, thank you very much," I began, "I'd like to ask you a question though."
"You're welcome, and sure, of course, anything."
He took a sip of his drink.
"You mentioned the other day, wanting to sneak in and look in my underwear drawer, what did you want to find?"
He blushed, looking down, and I hurried on," I'm sorry, that didn't come out right, what I'm trying to ask is what kind of things do you like? What were you imagining was under my dress?"
He looked up, a thoughtful expression had replaced the embarrassment.
"I'm not exactly sure, I mean when I was fantasizing about you," that word brought a flood of excitement to me, images of him furiously masturbating while thinking of me dancing through my mind, "I guess I didn't really know enough about that kind of stuff yet."
"What about now?"
"Well, definitely something like today. The way it sort of lifted your breasts, but didn't really cover them. That was really hot."
The blush was coming back, but he soldiered on, "and Friday, with how almost transparent that bra was...I really liked that too."
It was a start I thought, "Well, if you ever think of something you really like, or see it somewhere, I'm open to suggestions."
He smiled, "I'll remember that."
I smiled back, "thank you again for making dinner."
I stood up starting to clear the table, Oliver was on his feet, taking my plate from me then taking it to the kitchen.
I was picking up the basket of rolls when I felt him behind me again. Not like last time, not pressing me into the table, but firmly in place nonetheless. His lips were on my neck, gently kissing me, and his hands found my breasts, a strong hand cupping each one squeezing them gently through the satin. Then his hands were sliding down my sides, past the hem of the babydoll, then coming back up, underneath it, his warm hands on my skin.
His kisses seemed to increase in intensity as his hands discovered my bottom was bare.
My body was tingling, waiting, anticipating his next move, memories of our encounter in the kitchen running through my mind.
Instead, I felt him slowly lowering himself behind me. One hand held the babydoll above my waist, the other was on the small of my back, pressing forward. I shoved the remaining dishes out of the way as he bent me over.
Then I felt his lips kissing my bottom, alternating between cheeks. A sudden nip at my bottom brought a moan to my lips. I spread my legs further, opening myself to him and he rewarded me by running his tongue along my opening. His tongue just inside me, tasting me, exploring how wet he had made me.
His hands were on my bottom again, squeezing, and caressing. His grip tightened, and he spread my cheeks apart, his tongue was moving up now, closer...between my cheeks now. Oh, God I moaned as his tongue found my rosebud. I clung to the table for support, not trusting my legs, such an indescribable wave of pleasure as he licked and probed my bottom.
Just when I couldn't take it anymore, he stood up. One hand rested on my back, firmly, but gently. He wasn't holding me there, just letting me know he wanted me like that. I had no intention of disappointing him in that. I was expecting the feel of his hard cock any second, instead I watched as his freehand reached across the table, two fingers scooping up butter out of the butter dish.
What the heck was he doing? Then I felt his fingers, sliding between my cheeks, pressing a butter coated finger against my sphincter. Pushing slowly working the butter in, I felt myself slowly opening for him. Then his finger was inside me, I moaned as he worked it in deeper, then gasped as he removed it. He took another scoop of butter, that butter dish was going straight into the dishwasher part of my brain thought, as I waited for his finger to return.
Then it was back, only it wasn't his finger I quickly realized. It was that glorious hard cock of his. Pressing against me, a shiver ran through my body, not of pleasure this time, but fear. I'd never done anything like this, his finger had been the first time anything had been inside me like that, and that had barely fit.
No, no, I told myself, he wanted this, and I wanted to give it to him. I'd taken his masturbatory virginity, and he was going to take my anal virginity in some weird, perverse symmetry.
I felt the pressure building, I willed myself to relax, breathing deeply, slowly. It was the exquisite slowness he had shown before, and I was thankful for it as I felt myself stretching to accommodate him.
The tip was almost in and despite my efforts as gasp escaped my lips, the hand on my back was instantly gentle, caressing me.
"Are you ok?"
"Yes, yes," I said through clenched teeth, "please, don't stop."
He renewed his advance, the head was inside me, I was sure of it, the pain was still there, no, not really pain now, discomfort maybe I thought? But the pride I was feeling helped push it aside, I was doing it.