Caught! - Sex Stories

Caught!

... to grab my cock and start stroking as the thought of taking Nathan’s virgin ass had me practically trembling with excitement. I could only imagine how Nathan was feeling at that moment. My first time had been spontaneous, there had been no planning or preparation and it hadn’t been the greatest experience. It wasn’t horrible, but it could have been so much better if either of us had known what we were doing. I was happy that Nathan would benefit from my experience. I wanted this to be a memorable event for him.

On my way to the spare room, I popped in to see how Nathan was coming with his preparations. He had finished cleaning himself out and was shaving his legs.

“Doing okay in here, hun?” I smiled at the concentration on his face.

“Yeah, clean as a whistle, inside and out,” he answered, blushing.

“That’s good, I’m going to get dressed while you finish up in here, take your time,” I said with a horny smile.

Nathan’s special night called for a special outfit. Searching through my wardrobe, I decided there could really only be one choice, my blue satin trimmed leather corset and matching satin panties and, of course, black high-heeled boots and stockings. I was just pulling my boots on when Nathan walked in, preceded by his magnificently hard cock.

“Wow, you look amazing,” he blurted upon seeing me.

“Well, thank you hun, but I’m sure you’ll look even more amazing when we get you dressed,” I smiled back.

“I hope so. What should I wear?” he asked, picking ...

... up his pink and white teddy.

“That will be very pretty on you but first, there’s one more thing we need to do,” I said, taking a small butt plug from my toy box.

“What’s that?” he asked, reaching for the plug.

“It’s a butt plug, it’s to help loosen you up first,” I smiled, popping the cap on the lube.

I walked behind Nathan, gently caressing his firm ass and kissing his neck. Nathan moaned quietly and pushed back against me. My cock threatened to tear through my panties as I pushed him to lean over the bed. Placing his hands on the bed, Nathan pushed his ass out, displaying his puckered pink hole for me.

“Just relax, baby, you’re going to enjoy this,” I said, squirting some lube on my finger and gently rubbing around his waiting hole.

Nathan shivered at my touch and bent lower. He began arching his back and wiggling his ass as my finger made circles over his slick hole. When I could feel his virgin hole beginning to open up, I added more lube to his pucker and the butt plug.

“You ready, baby?” I asked, pressing the small tip of the plug to his glistening entrance.

“Yes,” Nathan breathed.

I slowly slid the plug halfway into his puckered hole then retreated and slid it back in, repeating the process over and over until the toy was seated firmly in his rectum.

“How does that feel, hun?” I asked, wiggling the plug inside him.

“Mmmmm it feels weird but good. I like when you wiggle it like that,” he answered, clenching his ass on the toy.

“Good, ...