Carla was the all-time kinkiest woman I've ever dated. She seemed to have no shame at all. We became emotionally and sexually involved on our first date. I spent the night on Friday, and we fucked our way well into Saturday. After showering, I was going to run home, get some fresh clothes and return. I thought I'd test her a little by pointing out that I didn't have any clean underwear.
This is a little game I've played with girlfriends to see if they'd offer something of theirs. It had never worked in the past.
"Well, just don't wear
any," she said with a wicked smile.
"That always feels so yucky," I whined. I'd hoped she'd come up with a helpful suggestion. She did.
She smiled coyly. "Would you like to borrow some of mine?"
I blushed and stammered. I'm such a good actor. I let her talk me into it. As she pulled opened her panty drawer, I gasped at all the sexy and silky panties she had. "You have some naughty little things here..."
She pulled out one of the more daring pairs and held them up. I protested in feigned embarrassment that I couldn't wear something like that. But I had to be careful; I didn't want her to pull out some boring cotton ones.
"Well," I said with a smile, "since you're lending me your panties, I should let you choose the ones you'd like me to wear."
Carla was like a kid in a candy store considering so many different styles to find the right one that she was going to have my wear home. As she would hold up the smaller bikinis, I would remind her that I needed some room to accommodate my equipment.
After considering at least a dozen pairs and being taken on a very nice tour of her lingerie drawer, she finally displayed a pair of silky white bikini panties with a sheer lace front inset. She held them open near the floor so I could step into them, and my dick started throbbing. As she started to bring the panties up my legs, Carla took notice of my condition which was now right in her face. She smiled approvingly, and said, "Well, are we getting a little turned on here?"
She was teasing the shit of me and loving it. Once she had pulled the panties up to the top of my thighs, she acted as if she didn't know how she would get them over my dick sticking straight out. She looked quizzically at the situation and said in a dumb voice, "Hmmm.... well maybe they won't fit after all."
"You might have to make things fit!" I suggested.
"O-o-o-o-hhhhh," she said, and then giggled.
Then she softly handled my dick in such a way as to be stroking it as she made various attempts and re-attempts to put it in the panties. The moving and stroking caused me noticeable frustration which I voiced.
"Well I'm sorry," she said in a mock apologetic tone, "I'm just trying to get everything to fit right."
"You're only making matters worse!" I countered.
"Yes, I can see that," she gleamed.
After all this fussing, she finally had me turn around so she could admire the fit. She was enjoying the view. "I love it!"
I thought I was in heaven. Here was this incredibly sexy woman who had just put me in her panties, and she was enjoying this! Could I tell her that I have my own collection at home?
I drove home with a raging hardon wearing these lacy underthings, debating all the while if I should wear them on my return. I decided I should act "normal" and return wearing men's underwear and politely thank her for the loan but also let her know that I really did have fun wearing them.
On my return, she was actually disappointed that I wasn't wearing her panties. I told her I'd be glad to wear them again. Before the weekend was over, we did have another experimentation session with some other pairs of Carla's panties. I knew this was going to be a fun ride.
I brought up the subject of panties a couple times again when we talked on the phone. This was still almost too much for me to believe. She really liked seeing me in panties! It was the subject of some coy conversation, and I hinted at the idea of wearing something "for her" upon my return.
When I returned, I was in fact wearing a pair of my own lace trimmed panties. I was really nervous about it. This would be a revealing moment as she would know that I had my own. Then again, I figured if things went terribly wrong, I could also make a joke of it and tell her that I bought a single pair as a joke just to play with her head.
After I had been there for awhile, I told her I had a surprise for her and hinted where the surprise might be. Once she took the clue, she put her hand down my pants, she smiled and said, "Well, we know what they are, but we need to find out what color they are."
Before long, she was giving me more of her panties on permanent loan and buying me frilly, lacy, bikini panties with the expectation that I would wear them for her on dates and, more importantly, in bed. She knew how much they turned me on, and she reaped the benefits thereof.
Carla seemed to have no inhibitions whatsoever about most anything concerning sex. It was only my inhibitions and fears that kept me from fully revealing myself to her.
Now you're probably thinking this was too good to be true. It only lasted less than a year for reasons that I will soon reveal to you, but in that year, Carla taught me a lot about self-acceptance.