"Jason, come down and help me take out the trash!" Mom called upstairs.
I helped Mom get all of the trash out to the cans outside. In retrospect I figured out when I was caught. When I bent over my shirt must have rode up and it must have exposed the waistline of panties I was wearing. My mothers white designer panties. I heard and audible gasp from behind me which made me stand up quickly, she hand her hand over her mouth.
"What?" I asked.
"Nothing... I thought I saw something," she said.
We finished up and went back into the house and I retreated back to my room. I had to help Mom around the house with most chores. I am an only child and my parents divorced years ago. So it was just Mom and I in the house. Later that evening she knocked on my door, came into my room and sat down on my bed, a glass of wine in her hand.
"I... have something I need to ask you," she said. With some hesitation she said, "When you bent over to take out the trash... it looked liked you were wearing my panties... were you?"
My heart felt like it stopped and I looked down in complete embarrassment, "I'm sorry Mom" I mumbled and hung my head in shame. My heart was pounding and I could feel my face flush, I must have been beet red.
"It's okay sweetie, its okay. I was just a little surprised, that's all. I'm not upset and I'm not mad, it just caught me off guard. I know some men, like wearing women's panties, it's not that unusual. Let me tell you, that you aren't the first man I've known that likes to wear women's underwear. "
I looked up at her, "really?" I asked.
"Your uncle liked borrowing my panties to wear when we were much younger." My mouth fell open. "It's okay if you like to wear panties, I don't see much wrong with it. I spent many hours discussing it with your uncle after I caught him in my panties. So I understand it a little bit. It's just that those are my good panties and are really expensive. You will stretch them out with your, male parts shall we say. I actually think it's kind of cute in an odd way. I'm really curious though, can I see, would you mind?"
I gave her a concerned look.
"Oh, just pull your shorts down a bit, I've seen your penis plenty of times, so don't be shy. Its been a while since I've seen... panties on a male"
I was already mortified, but crazy as it is, the thought of doing that, turned me on like no tomorrow. So I decided why not. I slowly slid my shorts down exposing my soft cock, encased in her beautiful white panties.
"Oh honey... those panties look great on you," she said. "I can see the outline of your... head in the panties," smiling broadly as looked at me. She bit her lip and said, "You look sexy in my panties!" she immediately covered her mouth with her free hand.
My cock started getting hard immediately, growing to make a tent in the panties.
"Oh, "she said "Do you like me seeing you in panties?"
"Yes," I uttered. Fucking hell! this turned me on!
"It's so cute... seeing your penis grow and straining against my panties" "Do you... wear them while you do it?" she asked.
I gave her a confused look, not sure what she meant.
"Do you jerk off while wearing panties?" she asked with smirk.
Oh..my...god... This question made me even more embarrassed, if that was even possible My embarrassment was how complete. I just nodded my head yes.
"You must really like masturbating while you're wearing panties?" she asked.
Again I nodded yes.
"Show me," she whispered. Her hand sliding down to press at the crotch of her shorts.
My head swam with all kinds of emotions, it was a huge turn on to do this, but masturbating in front of my Mom while wearing panties was not something I ever thought of doing in a million years. As humiliating and embarrassing as it was, at the same time it was such a huge turn on. I don't think I have ever been so torn between so many emotions.
"Go ahead baby, it looks like you really need it."
Those words helped me relax a great deal. So I reached down and started rubbing my shaft through the panties. I focused on Mom's expressions and I rubbed my panty covered cock. I could hear her breathing now, complete silence in the room. I could see her nipples were hard and showing through her shirt. My mind raced at what to do next. So I just closed my eyes and kept stroking my cock.
"Wait," Mom said and jumped up and ran out of the room. Breaking me out of my trance. She quickly came back holding two pairs of VS cotton brief panties in her hands one pink and one white. "I really would like to see you... finish... but not in my good panties please. Can we trade? Which ones would you like? She asked. I just pointed to the pink pair. "Good choice she said, I love these pink panties." And she sat back down and tossed them to me.