This story will reveal what transpires between Don and Sarah even though their ages differ by 19 YEARS! Enjoy the story and the happy ending.
Sarah and I did quite a bit of talking over the next week, on the phone, at her apartment and at my home. Sharing your thoughts is one of the best ways to get to know someone. We also spent quite a bit of "physical time" exploring each other, learning what we each liked. I had told Sarah that I was too old for her... But I really liked her! We were having a wonderful and sometimes wild time together.
I knew that what I really wanted to see happen was to be GREAT FRIENDS... and help Sarah get more comfortable with herself and find true happiness.
We had another date night on the up-coming Friday night... and I was going to 'challenge' Sarah.
It was Wednesday evening and I had invited Sarah to a "nude dinner" at my home. She had accepted... but was unsure where I was going with this?
Sarah parked her car in my carport and walked to the front door.
She was dressed casually. She knocked... And was surprised when I opened the door and invited her in. I was NUDE!
I said. "Please come in. Welcome to my nudist home. I'm happy that you are here... But you ARE over-dressed." I gave her a tight hug and a passionate kiss.
She spoke. "I wasn't sure you were serious about dinner in the nude. I guess I better undress."
She didn't bother to go to the bathroom or the bedroom to undress. She simply did a sexy little strip-tease in the living room.
She asked? "Is this better?"
I answered. "Perfect!"
I had dinner all ready to put on the table and a bottle of chilled wine to serve.
Sarah and I sat down for a tasty meal, good wine, and better conversation.
I teased. "I'm going to 'challenge' you to be extra sexy for Friday evening."
She asked? "Is this Friday evening going to be different than the last couple of Friday evenings where we have enjoyed going out to dinner and then dancing?"
I smiled. "Oh, yes! We are going down to the big city. I'm going to show you off!"
She answered. "You know I'm pretty shy."
I smiled. "That's why this is going to be a challenge for you."
She replied. "I have enjoyed everything we've done so far... so issue your challenge... I accept!"
I went on. "First, I have a question. Why do you wear a padded bra?"
Sarah was puzzled. "Because society says a lady should look like everyone else to blend in."
I teased. "You are a very special lady. You say that when men ask you out and then find out you've had a double mastectomy they lose interest. You said you wear shiny dangle ear-rings to distract men's eyes, and that works. I want to try a different kind of distraction on Friday evening."
Sarah was again puzzled. "What do you have in mind?"
I went on. "I want to 'dress you' for Friday evening. I want to take you to one of the finest restaurants in the city. I want all the men to be jealous of my sexy dinner date! And I want other men to want to ask you to dance. Do you trust me?"
Sarah was getting nervous. "Of course I trust you... But just how sexy do you want to dress me?"
I smiled. "I want to buy you a sexy outfit, so you will definitely be 'eye candy' on my arm. And I want to send you to a salon to have your hair styled in a curly do. My treat. Your blouse will be very feminine and your skirt will be very short. I will want you in dark, lacy thigh-hi stockings and tan high-heels. May I measure you so everything will fit you to perfection?"
Sarah was trying to imagine what I had in mind. "Why do you want to do this?"
I answered. "I want you to understand that you can be anyone you want to be. I want to be the envy of all the men who will admire your beauty and not even notice that you aren't busty."
Sarah was deep in thought... then answered. "If you're sure... I can take Friday afternoon off to get my hair done... and find some lacy thigh-highs. I have tan heels."
I answered. "Then it's settled. Let me get my cloth tape measure and get your measurements that I need."
I measured Sarah for all the typical female measurements and made notes of them. When I finished I said. "Now that your 'challenge' is all planned... The next thing I want to do is take you to my bedroom... and see how many orgasms you can experience in the next couple of hours!"
Sarah was now smiling. "I'm all yours for the next two hours... and I'm all yours for Friday evening."
We walked to the bedroom where I lit a couple of candles, turned the lights way down, and picked Sarah up and laid her on the bed. The next couple of hours was spent caressing, kissing, rubbing each other to get in the mood for some serious love making... resulting in my experience showing Sarah more ways to enjoy sex than she had ever imagined. We were enjoying each other in many ways.
It got late and Sarah needed to get home. We shared an intense good-bye. Agreeing that Sarah would buy some fancy thigh-hi stockings, get her hair done on Friday afternoon, and come to my home by 5:00PM so I could surprise her by dressing her sexier than she could imagine. She got dressed and headed home.
Sarah worried all day Thursday and Friday about how I might dress her to go to the city. I went shopping armed with the measurements I had taken and what I had in my naughty mind.
It was finally Friday. I was ready, wearing dark brown western pants, a striped tan western shirt, a nice belt and buckle, and my brown boots.
At 5:00PM sharp Sarah knocked on the door carrying a couple of bags. She was dressed very casually as she knew those clothes were staying here... still nervous about what I would dress her in.
I opened the door. "I love your new curls! My complements to the stylist. Please come in."
Sarah stepped in, set her couple of bags down on a chair, and turned to me. "You know I have never done anything like this before. I've never let a man 'dress me' to be his 'eye candy' for the evening." She put her arms around my neck and shared the most sensual kiss with me, which told me that she trusted me... and wanted to experience whatever I had in mind.
I said. "Please go in the bathroom and completely undress. Then meet me in the bedroom."
Sarah walked down the hall and turned in to the bathroom. I went to the bedroom where I had everything laid out on the bed. She was in fact totally nude when she walked in to the bedroom. I of course was fully dressed and ready to go out.
She spoke. "Don, you look very handsome and distinguished with your full beard. I assume my attire will be color coordinated to match your pants and shirt."
I answered. "Let's start with you putting on your new, dark brown lacy thigh-hi stockings."
Sarah felt strange as she started to get dressed with me admiring her beauty. She put the stockings on which looked very sexy on her shapely legs.
I spoke. "This lacy pair of bikini cut dark brown panties will show teasingly thru your skirt as it is pretty thin, very short and soft tan in color."
Sarah blushed as she put them on. I had picked the proper size. They fit her perfectly. I handed her the skirt which she slipped on. Again, a perfect fit. It was short enough to show a bit of pale thigh between the hem of the skirt and the top of her thigh-hi stockings.
Next I handed her a small bag. She reached in and pulled out a lacy, deep-V-necked halter top that matched the dark brown panties. She slipped it on. The deep-V-neck gave the impression of a plunging neckline. It would show suggestively under her blouse.
I handed her the blouse I had chosen. It was short sleeved, semi-sheer, clingy silk material in a soft tan color which was perfect for her pale skin. The dark, lacy halter top showed thru the blouse... but didn't actually show anything.
She stepped into her tan high heels and buckled the thin straps. She was now blushing... but also had a smile she could not contain.
I had her strike a pose in front of the closet door and took a couple of pictures. I asked her to step over in front of the full length mirror, facing it so she could see herself. I took a couple of pictures of her in the mirror.
Sarah was in dis-belief... The lady she saw in the mirror was oozing sex appeal... but it was really all an illusion. She had never dressed like this... but was pleased with how she looked.
I was admiring this fine young lady who was going out dining and dancing with me. I spoke softly. "Sarah, you will be the center of attention all evening... but remember... you ARE going home with me!"