“Damn!” I said grinning from ear to ear as I gave myself a tour of the place, even more surprised to see mom and dad had even left a couple of bottles of wine for me with my name on them on the side board.
“Like we said, have fun…enjoy yourself, love…mom and dad.”
I was anxious, a little nervous, but obviously excited too. I still had no idea what to expect, or even when to expect it, but I’d already surmised all that had been put into motion. I hurriedly slipped into my swim trunks and headed outside to the pool. I quickly found a nearby lounge chair and settled in. Across the way a couple of good looking women were already laying out sunning themselves. I was briefly startled when a young female approached me carrying a tray. To my surprise, it already had a drink on it.
“Mr. Williams?” she asked.
Even with sunglasses on, I still had to shield my eyes when looking up at her. She was young, gorgeous and friendly. Even so, I wasn’t used to being addressed quite so formally.
“Yes?”
She handed me my drink. “Compliments of the resort,” she told me. “I’m to inform you that everything has been taken care of in advance, all you have to do is sign for it,” she said, still smiling. “If there’s anything else that you need while you’re here…don’t be afraid to ask. And by the way, my name is Janet,” she told me. Though I had already noted that when I’d glanced up at her breasts, her name badge was hanging just above one of them. I wondered briefly if she meant anything more than that, but then decided she didn’t and that it was just my own overactive imagination and horniness playing tricks on me.
“Thank you,” I told her, signing the check.
“Room 112 yes?” She smiled back once again…and I wondered.
“Yes,” I said grinning back as I watched her cute tight little ass walking away.
I sat outside by the pool for the better part of an hour, accepting a second drink from Janet, along with another somewhat flirtatious smile, and then decided to head in for a shower and get cleaned up a little. I still had no idea what to expect, or when to expect it either, but I wanted to be ready for it whenever it did.
I soon stood in this giant sized shower, enjoying the feel of the deliciously hot almost scalding spray on my flesh as I washed up. Preening myself in front of the mirror a few minutes later, I walked naked back into the bedroom, and froze. For a moment, I was dazed, confused, and shocked beyond belief. Sitting on my equally enormous bed were three women, all of them naked, grinning at me as I came in.
“Hi sweetie! Surprise!”
I could only stand there trying to find my voice. “Mila? Laurel? Doreen?” All three of my mother’s friends sat there, naked as they were when they were born…”Mom, Dad? Actually put you up to this?” I asked incredulously.
“Well of course silly. Disappointed? Would you rather there be someone else? A call girl perhaps?” Mila giggled. “Which initially was your father’s suggestion by the way, until your mom and the three of us convinced him this would be a lot better for everyone all the way around, unless of course…you’re not interested.”
I didn’t know what to say, I was still a bit speechless, though my cock soon gave way to any shyness I might have entertained as I stood there looking at the three of them.
“And beside’s Kevin, what young man hasn’t entertained the thought of fucking an older woman, a MILF? As you refer to them these days?” she asked. “And here…with us, you have three of them!” She added grinning.
I had to ask.
“Does ah…Jacob? Tom and Mike know about this?”
“Of course they do. In fact, they’re all coming up tomorrow to spend the weekend too, along with your mom and dad. We’ve all taken our own rooms, so yes…to alleviate any fears you might have about that, they do. In fact, they even said how they wished they’d been given this opportunity when they’d grown up, and thought it was a great idea, especially when it was your own mother who suggested it!”
I couldn’t believe my ears, let alone what I was actually seeing.
“Now, the only question that remains, and which will be entirely up to you of course, is which one of us do you want to pick to have your first time with?” Mila asked. “And don’t worry about feeling obligated to me either,” she then added. “You won’t hurt my feelings, I’ll be happy with second, or third spot…either way.”
“Second…third?”