Taking a Chance While Painting

When Amy and I started dating, we lived on opposite ends of a very large city and had demanding jobs. It sounds so simple, but most of my previous relationships ended because one or both of us weren’t honest about love and friendship.  We had so little time  together, mostly dates for a quick dinner before one of us had to rush home, that we both wanted to be completely open and honest to really see if things might work out. Within a month, I decided to sell my house. It was something that I had w considered before we met, to be closer the office where I worked, but now it would also bring Amy and I closer.

Amy offered to help do some painting to get the house ready. It was a huge step for me to accept her offer to help in that it made all that was happening more immediate and real. We had only known each other for two months and in that time only had three dates. We were really taking it slow. She had avoided dating for almost three years and it had only been four months since I had a break up. I knew that I wanted to be with her and I hoped she felt the same, but I had this habit of settling for friendship instead of taking a chance.

She came to my house on Saturday morning for the first time. Even in her painting clothes, jeans and a sweatshirt, she was stunning. I had breakfast ready for her. We chatted over coffee and bagels. I was under her spell to the point of barely being able to carry on a conversation. We talked about everything except sex, which was crowding out other thoughts for me. How could I possibly spend hours painting without telling her?

When we finished breakfast , she followed me to the stairs. The bedrooms were all on the second floor and two of them, including mine, needed painting. I had a wild, spontaneous idea as we went up the stairs. 

“Hey, Amy,” I started, nervous but excited, “let’s paint in nothing but our undies.”

“Wow! If you want, you can, but won’t somebody see in?”

It didn’t occur to me that she might be uncomfortable doing this, but I slid out of my jeans anyway. I noticed her watching and wiggled my hips, then took off my top.

“I’m always half dressed and nobody can see in. Too many trees. I love doing things like this. It makes ever day a little more fun.”

“You know, You’re kind of cute.” I loved the flirty tone of her voice.

“We have some painting to do.” 

Actually, that was far from what I wanted to do at the moment. I fought the urge to go to Amy and kiss her, then hold her and kiss her some more. I totally lost any self-consciousness about her seeing my nearly naked for the first time. I’m above average height and lean, so nothing much to look at up top, except that I think my nipples are ok and I knew that they were getting hard. My bra kept all of that from being a distraction for the moment. 

“Ok, how about I do the edging and you can do the walls. I’m pretty good with a paint brush.”

I had to resist saying the first things that came to mind…edging? Yes, I’m good at that, too. She’s pretty good with what? Well, show me, I’ve never tried it with a paint brush.

Instead, I let the moment pass as we started painting and chattered away the whole time. What I couldn’t get out of my mind though was hearing her say “edging”. I was already mildly aroused and that just made me want to touch myself. I started using my free hand to softly rub through my panties while I painted with a roller.  At first I was careful to only do it when I knew she couldn’t see or was too focused on her work. My panties we getting in the way. I could feel my own delicious warmth and the moisture starting to soak through. 

When I needed more paint, I went over to the paint can and with my back to Amy bent forward with my legs slightly spread apart, fully exposing the wet crotch of my panties to her. I hoped she was watching and I took my time, carefully pouring the paint and then using a brush to clean up the lip of the can. I stood and turned to look and she kept painting, stopping for a moment to look my way.

“You’re really good with the edging! And fast. I can barely keep up.” 

“Looks like you’re coming along nicely, too.” 

And I was. I wasn’t edging, but occasionally getting to a point where my breathing was slightly erratic and my pulse was definitely elevated. In fact, I was so warm after an hour of soft stimulation together with the painting I needed to either turn the thermostat down a couple of degrees or…the thought that crossed mind, get completely naked. 

My level of excitement made me bolder than normal. Instead of talking about it with Amy, who was on a ladder now working on the walls near the ceiling, I silently watched her and took off my bra and let it drop to the floor. My light brown nipples were fully erect and I couldn’t resist touching them. Amy looked my way and stopped. 

“I think it’s time for a break.” 

She didn’t wait for my answer, got down from the ladder and walked my way, our eyes never breaking contact. 

I was mesmerized. My fingers were still on my nipples when I felt Amy’s hands on mine. She gently moved my hands aside and started to caress my breasts and nipples. 

“I hope you’re ok with this,” she said, more of a statement than a question.

My response was to close my eyes and kiss her. First, a soft kiss, then another that was more passionate, and then a long hungry kiss. 

When we stopped to catch a breath our eyes met again. I stood still, watching her take off her clothes, then I took off my now thoroughly soaked panties. Seeing her completely nude for the first time will always be one of the best experiences of my life, almost as powerful as our first kiss a few weeks before. We settled on a spot on the carpeted floor free of drop cloths and paint and made love for the first time there in my old, empty bedroom. 

Afterwards, she put on her clothes while I continued to paint in the nude until we were done. This is one thing that has never changed in our relationship. For all her beauty, there is always this sense of modesty for her. But for me, there is no modesty for someone I truly love. I want to show her everything and she knew it from the start. She loves that in me like only a friend could.