Tom sat down in front of his computer and loaded his e-mail. His wife Michelle had left on a solo vacation and he was left to his own devices, which is never good and why Michelle always made sure he had emptied himself into her before she left. Then she would send him notes or videos throughout the trip, just to keep him on edge. A year ago, she sent him a picture of her deepthroating one of the guys in the hotel.
Seeing his gorgeous, busty wife sucking a massive cock with a look of pure bliss across her face got him so fucking hard that he nearly burst right there, with no stimulation. He did restrain himself until he could get home.
But this time, it looks like she was doing something else, he read her e-mail titled "My First Older Man" with his cock in hand.
Dear Tom,
I know that you're a horny little man right now and that's ok. Don't worry! I'll be fine. I really appreciate the new swim suits and lingerie that you packed for me. You'll see the pictures when I get home, unless one of my "conquests" really wants to keep them!
But I know you want something from me, so this is what I'm doing. I want to tell you a story about the first time I fucked an older guy.
I was 23, and just out of college. I was working in some small investment company and no, he wasn't one of the owners. It was women owned and kinda shitty, but that's a different story.
After I had been there for a month, I really, really, really wanted some sexy new underwear. So one day after work, I went to the mall and walked into whatever lingerie store there was. I found a few items that I really liked. Thongs, gstrings, one pair of boyshorts that were very lacy and oddly sexy in the weirdest way possible. I also found matching bras for all of them.
When I took them to the counter, my card was declined. Apparently I had forgotten to pay the bill and I was so embarrassed. But as I was sheepishly putting my card away, a voice behind me said "I'll pay for that Miss."
I turned around to find the source of the voice and saw a really handsome man. In my mind's eye I see him as giant, but he was probably of slightly taller than average height. I will never forget his icy blue eyes and salt and pepper hair, curly, but slicked back and tamed with something. He smiled a wonderful smile as he told me he'd pay for my items.
I graciously thanked him outside the store and he smiled rather wolfishly and said the way I could repay him was to show up at his home in two days, wearing my sexiest dress and the gstring with its matching bra underneath.
I clearly agreed as two days later I arrived at his house overlooking the lake. You know the one, it's not too far from where we live. It was one of those glass and steel modern homes that were popular.
I was wearing the underwear he told me to wear and I had on the only dress I owned that I looked the best in. It was dark purple, asymmetrically cut near my calves, with spaghetti straps and low cut, which showed of my ample cleavage. I had whatever heels looked the best, I honestly don't remember.
I entered and he greeted me at the door and complimented me how I looked. He escorted me down the hallway to the dining room and his private chef was waiting. He had prepared a five course meal for us, with wine pairings and I was too much in a daze to really remember it all.
After dinner, I remember we were laughing and he suggested we move to the patio outside. As I got to the door frame, he said over his shoulder "Drop the dress" in a very commanding voice.
