Notes:
It has been a while since we pushed anything.
This story is from the beginning of our relationship, and does not have many elements of the light BDSM we have since discovered.
Sometimes truth is stranger than fiction. Please accept the apologies for our names. I almost put in fictional names so that they sounded more plausible.
~~*~~
Lacey and I had been going out for a couple of Months. Neither of us had an inkling of what our intimate relationship would turnout like. We were young lovers... Not exactly young, but our love was young. We were both from relationships where we were incompatible with our partners. We met and soon discovered that there was more to physical love then 10 minutes once a month.
With the excitement of a new relationship we decided to go on Holiday. We woke up one morning and were discussing it.
"It's February and we don't have passports, so south is out of the question." Said Lacey.
"That's ok. We'll choose a cottage that has winter activities; skiing, snowshoeing, skating."
With that Lacey scooched over to me wrapped her arms around me and kissed me with the passion of a thousand hot suns.
"It doesn't have to have all that outdoorsy stuff. We'll find lots to do inside."
"uhhhhhh..." was all I could manage.
"What's a matter cat got your tongue?" Lacey said as she giggled.
With that she rolled on top of me and was straddling me. My cock was hard, more because of Lacey than because of morning. With the head of my cock touching the opening of her vagina, I felt every little hip movement as she slid up and down with her wetness starting to coat me.
She moved her hips in such a way that rather than rubbing up and down on the shaft, the head of my cock was pushing into her opening. She slid down and I plunged into her. For the second time this morning I displayed my eloquent verbal skills.
"uhhhhhh..."
As she was slowly luxuriously making love to me, I quickly recovered my senses and was going to play with this new adventurous side. We had just begun to discover our nascent D/s relationship. Just started playing with it. There was no real D/s yet, but I decided to put it to the test.
"Lacey, you said you would do anything for me. Did you mean it?"
"Yes Casey, I meant it."
"I'll find us a cottage with some outdoorsy things to do. When we drive there, I want you to wear a skirt or a dress. At some point in time, Iwhen we stop to pee, or to grab a coffee I am going to whisper in your ear to go and take off your panties. Still game to do anything I ask?"
I had challenged her way out of her comfort zone. I expected a reply about how she couldn't. How that was just too far. I learned later that the challenge was just what was necessary at that moment. With a naughty glint in her eye, I got an big smile and an OK.
I could barely contain myself. This was the stuff of my fantasies, a beautiful woman who would do this because I asked. Lacey was an amazing woman. I had fallen in love with her deeply. This playfulness that we had found was like the cherry on top of our love.
With kids, and lunches, and work pressing, the morning ended when Lacey slipped off of me. We were both frustrated, but we felt close to each other for having shared our bodies this morning.
~~*~~
A couple of days later I had booked a chalet. In talking to Lacey after booking I had decided to let her off the hook. I would never have really expected her to remove her panties in some unknown strange restaurant:
"You know when I asked about you wearing a skirt?" I began.
She kissed me, deeply again and said:
"I haven't been able to think of much else. This is something that feels so right to me. I want to please you."
I found myself with no words and an immediate erection that was so hard it hurt; she continued:
"What about me wearing a skirt?" She asked.
"The blue panties; the pair with the flowers. Wear those underneath. I want you to tuck them into my pocket when you come out of the restaurant." I was able to recover. It was a different tack. It was going to be an exciting weekend.
"Yes Casey." She said, as we were kissing the kids came tearing in. We put our passion on hold for life outside of our relationship.
~~*~~
Finally the day for us to leave came. Kids were off to their grand-parents, Lacey and I jumped into the car and stated to drive out. When we got out of town, we stopped at an adult store where no one would recognize us. Lacey was reluctant. Her ex-husband had purchased toys for her, but nothing she ever liked. What he tended to purchase were toys that would make him happy; all lifelike, extremely large and scary looking.
My only experience with sex toys and my ex, was the time I found her masturbating with the back of an electric toothbrush.
"This is different. We are buying this together. We'll find something we can play with." I reasoned.
With that we went in and we looked around. We were like a couple of nervous teenagers. The woman behind the counter was incredibly helpful. She steered us away from the crap and to some of the higher end toys. It would be some of the best advice we ever got.
It is still Lacey's favorite to this day.
With our nondescript bag we headed out. The drive was beautiful, and true to her word, Lacey wore a skirt. It was about a 6 hour drive. We were in young love, and found it cute that even our bladders were compatible in timing.
At our second rest stop, I leaned in to Lacey, kissed her before we got out of the car and said, " I want your panties when we come out of the rest stop."
She blushed but smiled at me.
In we went. We each went our separate ways towards the restrooms. I finished first and was standing in line for coffee. Lacey came and joined me. Then she went to take my hand in hers. My hand came away with a pair of damp panties. I immediately grew hard, and gazed at lovingly at my sweetheart. I tucked my hand nonchalantly into my pocket and ditched the panties there. We gathered our coffees and headed to the car.
When we got into the car, I checked. They were indeed the pair I had requested earlier and they were wet. We started on the drive, and my hand wandered over to Lacey's skirt. It started to creep it's way up. When I got to the top of her thigh, I could feel the mound of hair there. I couldn't contain the slight gyrations in my hips as she tilted her pelvis and spread her legs so I could feel her wetness. I played with her opening for a short while, until I realized how distracted I was. (dear driver of the oncoming Taurus, if you're reading this I apologize.)