When I was told by my boss, that the company was sponsoring an auction, where celebrities would donate items, to raise money for charity, I thought it would be an interesting day. The auctioneer was to be Jack Todd, (I've changed his name for the sake of privacy.) The one-time rock god, still worshiped by millions all over the world. My role in this was to bring the various items onto the stage, so he could try and get the best price. The two of us didn't meet until I wheeled a large painting of a lion onto the stage.
"How much do you reckon that's worth?" He asked.
I looked it up and down, as if I knew what I was talking about. "At least a couple of grand." I answered.
From then on, he called me the resident expert on everything that went on sale. He made joke after joke at my expense, making the audience of a couple of thousand howl with laughter. I joined in the fun and soon the pair of us became a double act. This caused the auction to overrun by an hour but also raised almost double what had been expected.
Later at a celebrity lunch, where people paid a thousand pounds to sit at some famous persons table, Jack insisted I sat next to him. As the night wore on, we became firm friends. So much so, that when I told him my wife, Ruth, loves horse riding, he invited us to his house for the weekend. And so, after a two-hour drive, that Saturday morning, Jack welcome us both at his huge estate and showed us the horses we were to ride.
Soon after we set off at a slow ramble through a meadow, towards a track that led us to the seashore. The tide was out so the sand was firm, ideal for the horses, so we began to go faster. Speeding along the beach was exhilarating, feeling the power of the horse beneath you makes you feel like a king. But after a while, Jack led us down a track which took us to the Black Boar, a good old traditional pub. A man ran out and took the horses away to be fed and watered, while we enjoyed a long lunch.
Jack was in fine form and had us both laughing. When it was time for us to leave, I offered to pay but was refused. The pub was owned by Jack, bought by him primarily so he could ride his horses there.
The way back to his mansion was leisurely, taking much longer than the ride out. The three of us chatted about all kind of things. Jack seemed genuinely interested in us, our family, what we had done in life, the places we had seen and seemed to avoid talking about himself.
At his mansion, after a quick shower, Jack took us to his man cave which was bigger than the ground floor of our house. One wall was covered in guitars and in the corner was a mannequin draped in a black mini dress that was slashed to the waist. It was a famous rock and roll dress, worn by a backing singer on a tour of Europe back in his heyday. The photo next to it showed the dress, which was almost exposing the singers' breasts, which is why it had gained fame.
"You can try it on if you want." Jack offered.
I don't remember what I said exactly but I made a kind of mocking cough, as if to say she wouldn't want to. I realised immediately what I had done, the fire in her eyes showed she was angry.
"I know I'm forty, but I still have some life left in me." She snapped. Then looked at Jack. "I would love to try it on."
She took the dress to our room to get changed.
"Fuck me. I have four ex-wives but have never been as stupid as that." Jack said, half laughing.
"I know. We've been married a long time; you get to see them more as a wife and mother after a while."
"You better sleep with one eye open tonight." Jack joked.
Ruth returned about twenty minutes later. She seemed more than a little nervous and looked at me shyly, as if asking permission. I smiled.
"Wow. You we're right." I stuttered.
She looked gorgeous; the dress fitted her perfectly. Her legs seemed somehow longer; her arse took your eye straight away. We were having a spring heatwave, so she had the tan to show so much skin off, but what really struck you were her breasts. She filled the dress out superbly; tits were full and firm and pointed outwards and upwards. The fabric of the dress just about showed her nipples were erect, but they were out of sight, just. Side boob is always a big turn-on, just a glance had my cock growing. Jack was almost drooling as he complimented her as well.
She looked a little embarrassed at all the attention and looked at her watch.
"Football results will be on." She said to deflect the attention.
On the main wall was a huge television, the largest I have ever seen. It burst into life, and we spent the next half hour watching results coming in. When it ended, we both looked over to Ruth. She was sat on a large leather sofa and had dozed off. The dress had ridden up, you could see black lace panties, they had slipped on one side exposing a part of her bush and the hint of a pussy lip. The way she was leant meant the dress gaped a little, showing a bit more of her right breast, a tiny part of her darker skin was visible. I heard Jack gasp a little. I grinned at him and moved to adjust he skirt and hide her modesty.
I don't know why but before I pulled it down, I lifted it higher, giving us both a better glimpse.
"What are you doing?" Ruth asked.
I felt like a kid caught with a hand in the cookie jar and froze, I was still holding the dress up.
"You fell asleep. I was saving your modesty." I stuttered.
Her legs were a little wider apart, showing more of her, it seemed to glisten in the light.
"You look wet." I said in my defence.
"Wearing a dress like this makes a woman wet." She answered. "I can see you are hard."
"I've not been as hard as this without Viagra for fifteen years." Jack said with a wide grin.
