My First Time in Panties Pt. 01

Note: All characters in this story are over the age of 18.

I was a senior in high school. My heart was pounding out of my chest as my mom closed the door to drop my older sister off at cheer practice. I knew I'd have at least two hours alone while the two were out of the house. I had been waiting for a chance to be alone for the last five days. Finally, I could execute the plan.

Once I saw the car pull away, I ran up the stairs to my mom's bedroom. I chose my mom's because I figured if my sister caught me snooping around her underwear, she'd probably kill me or worse, tell all the kids in school. I made my way to my mom's dresser and pulled open the tiniest drawer. As I saw the contents of bras and panties in a wide variety of colors, styles, and fabrics, I shook with delight. At the same time, I could feel my erection stretching the seam of my pants.

Getting a closer look, I was surprised to see some pretty risqué pieces. My father passed away over two years prior and my mom hadn't gone on any dates that I knew of. Since his passing, she had been focused on raising my sister and I while trying to put food on the table. Not surprisingly, there was a large amount of nude bras and brief style panties. However, my eyes were instantly drawn to a pair that were a black bikini style with a clear mesh back and an intricate lacy silk front. I held them up and admired them in my hands, noticing that the front even had a tiny silk bow.

I wondered what they would feel like to wear and pulled down my pants and boxers, revealing a full-blown erection. I slowly pulled the black panties up my legs and securely pressed my bulge to the left side. I couldn't believe how soft the panties felt against every piece of my body. I loved the way the mesh spread across my butt and how the silky lace pressed tightly against my throbbing erection. I couldn't help but rub the outline of it over the panties. The feeling was better than anything I had ever experienced. Before I could get myself under control, I was frantically rubbing myself through the silky lace. I felt a rush of pleasure through my legs and a moment of sheer bliss as I shot cum into the lacy confines of the panties.

After a brief additional moment of ecstasy, came a rush of panic as I realized the mess I made in my mother's underwear. I quickly shed the panties from my legs and ran into the bathroom to clean them. After a combination of hand soap and water, they looked fairly clean. I took out the blow-dryer to try and return them to the state I found them in. After I few minutes, I concluded that I got them close enough and returned them to the drawer.

I made my way downstairs, put on the TV, and waited in angst for my mother and sister to return home.

I couldn't focus on the TV as I waited for my mom and sister to come home. The thought of getting caught jerking off into my mom's underwear mortified me. As I sat on the couch, worrying about every possible scenario of getting caught, a commercial came across the screen for Victoria's Secret. My eyes were glued to the TV as the world's prettiest women modeled the sexiest lingerie. I was definitely attracted to them, but what excited me most was their sexy lingerie. As the commercial ended, I knew I'd be back in my mother's panty drawer the next time I was home alone.

After another hour or so, I heard the door open and my mom and sister enter. My mom had just turned fifty a few months ago and Rachel was eighteen. My mom was a petite 5'5 with highlighted blonde hair and a tight figure. She worked out regularly and maintained a healthy diet. She was wearing black yoga pants and a basic crew neck T-shirt. I couldn't help but wonder what panties she was wearing as she placed groceries on the kitchen counter.

My sister brought me out of my trance and scoffed, "Aren't you going to help?"

Rachel was around the same height as my mom with a similar build, but she had beach blonde hair. She was your typical "captain of the cheerleading team." However, she was a bit kinder than what you see on TV, especially after our dad had died. That being said, she wasn't afraid to put on a mean face if she was wronged. Lately, she had been frustrated about not having a car like all the other kids in her class because my mom just couldn't afford it. Rachel was wearing her cheerleading outfit complete with skirt and crop-top that just barely exposed her belly button.

After Rachel's prod, I jumped off the couch and began to help them unload the car. After we finished, my mom asked, "What'd you do while we were gone?" My mind flashed to the panties, but I answered, "Just watched some TV and did some homework."

She smiled and told me how proud she was of my grades since my dad had died. Since then, I felt an overwhelming drive to do well in school and earn a scholarship for college so that I didn't have to depend on my mother. I felt a pang of guilt for what I did earlier that day as she patted me on the back.

The rest of the night went fairly typically; we had dinner, went to our respective rooms, watched American Idol in the living room, and went to bed. While we watched TV, I was relieved to see my mom had changed into her pajamas, meaning she probably went through her drawers and didn't notice my transgression.

When I finally made it into bed, I reflected on the day's events. I couldn't get the thought of panties out of my head. My head was filled with the Victoria's Secret commercial and my mom's underwear drawer. I wanted to run my hands over them all and try each on. I fell asleep thinking about the next time I would be home alone.

My chance to get my hands on panties came sooner than I had imagined, but not in the manner I had anticipated. It was Thursday evening and I headed down to the laundry room to move my clothes into the dryer so that they would be dry in the morning. When I opened the dryer, I saw my sister's clothes piled high. This wasn't atypical. In our house, we usually move dry clothes to above the dryer and put the wet ones from the wash inside. As I grabbed a bundle of clothes from the dryer, I couldn't help but admire the panties I was handling. Unlike my mother, Rachel had an even wider variety of colors and styles with much less "coverage." I held up a neon pink cotton g-string that looked like less material than a tissue and was instantly aroused. As I moved the clothes, I came across a black lace thong with a tag on the back that read, "Hanky Panky." The material felt so good in my hands, and I admired the thin piece of fabric that ran up the back. In a split-second decision, I pulled my pants and boxers down in one swoop and stepped into the thong, pulling it up my legs.

The feeling was indescribable. Previously, I had thought thongs must be really uncomfortable. I kind of imagined a sort of permanent wedgie. Clearly, that wasn't the case. As I pulled the thong into place, I was in heaven. I loved the feeling of lace under my balls and around my waist. I ran my hands from the front along the waistband to the stitching in the back. I felt my bare asscheeks and a second of exposure. I loved the feeling of the thin fabric running between my cheeks. It made me feel sexy, but at the same time, somewhat protected. My only problem was what to do with my fully grown erection, which popped out the side of the front panel standing at attention. Unlike my mom's bikini, there wasn't much space for it to go. Assuming everyone was asleep, I did the only thing I knew to get it down...

I reached into the clothes on top of the dryer and pulled out some pale blue cheekie panties made of nylon-like material. I donned the panties over my ready shaft and slowly began to stroke away with my right hand. This felt even better than the time before because I could feel the softness over every inch of my shaft. The sensation made my cock tingle. Simultaneously, I ran my left hand along the waistband and my exposed buttcheek. I sped up my rhythm and softly pulled the back of the thong with my left hand. As I felt the lacy thong ride up my ass and softly squeeze my balls, I spurted cum into the other panties. I nearly fell down from the release, but caught myself on the dryer. It felt like I shot every ounce of cum from my body. Looking at the pale blue panties, it looked it too.

My mind switching to cleanup mode, I threw the thong and cheekies into the washer. My plan was to re-run the washing machine with the panties to clean them. I could always tell Rachel that she probably missed them switching them to the dryer if there were any allegations. I pressed start and made my way back to my room.

The next morning, I woke up early to get my clothes into the dryer before the rest of the house awoke. I tiptoed down the steps and made the switch, turning the dryer on. I noted that both of the panties looked clean and relaxed as I made my way back to my room to change for school.

The next few days went as normal, with the exception of me constantly trying to figure out the next time I might get some time alone again. My next chance came on Friday evening when my mom left to drop Rachel off at a party at one of her friends' houses.

Once I saw the car pull away, I dashed up the steps and entered my mother's bedroom. My mind flashed to which panties I was going to try on first. I wondered if she had any thongs like Rachel did. When I pulled open the drawer, my heart raced...and then it dropped.

On a tiny note, I saw my mom's handwriting. I picked it up with trembling fingers and read, "Please don't touch any of my lingerie. We can get you some of your own when I get home. Love, Mom."

My hands continued to shake after dropping the note back into the drawer. I ran back downstairs like I had just discovered a time bomb. I sat on our living room couch and thought about what my options were. I thought, "How long had that note been there?"

"Can I just pretend I never saw it?"

I got excited about the thought of getting my very own panties though. However, I decided that I couldn't handle the embarrassment of owning up to my mother and chose to plead ignorance. I went to my room and cracked open a textbook to begin knocking out my homework for the weekend.

About an hour later, I heard my mom enter the front door. I finished up the last few problems of my math homework and made my way downstairs to get a glass of water. When I walked through the living room, I saw my mom on the couch wearing a typical outfit of black Lulu Lemon pants and a pale purple tank top. We exchanged hellos and I got my water from the kitchen.

Making my way back, she remarked, "Did you get my note?"

I nearly dropped my glass on the ground in terror and I could feel the blood rushing to my cheeks. I tried to play it cool by looking to the kitchen then back to her saying, "No. Where did you leave it?"

She gave a small chuckle and said, "Really, James? You didn't think I would notice that you raided my panty drawer? I found one pair with cum stains on them, for goodness sake."

My eyes widened as the words left her mouth. I put the water to the side and began apologizing profusely. With me on the verge of tears, she got off the couch, gave me a hug, grabbed me by the shoulders and said, "Look, I understand that you have hormones and everyone gets excited about different things. That being said, I can't have you masturbating into my underwear every time I leave you alone at the house."

She took a step back and said, "Like my note said, I'm happy to get you your very own lingerie, if that's what will make you happy. I can even give you some of your sister's old clothes if you want to wear more than just panties."

I trembled to come up with what to say and muttered, "Thanks, mom."

She replied, "I'm going to go to the mall tomorrow. Before then, let's get your sizes and decide what you want."

I shrugged, not knowing how to start the impending awkward conversation. Fortunately, my mom took the lead and asked, "How did the panties you made a mess in fit?"

I shrugged and said, "Fine, I guess."

To which she replied, "Go put them on and wear them down here so I can figure out your size."

My feet felt like they were coated in cement. My mom noticed I wasn't moving and remarked, "Sweetie, please just do what I ask. If you want this to stay between the two of us, you'll start behaving."

My feet found their traction and I made my way upstairs. I entered, my mom's bedroom, pulled open the drawer, and revealed the note on top of the black bikini panties I came in about a week prior. When lifting them up, I noticed how poorly I cleaned them by the dry cum stains. With the panties in my hands, I felt my penis grow.

I heard a, "Hurry up!" from my mother below and quickly ran the panties up my legs, tucking my erection to the left again.

I made my way back to the living room with my pants in hand wearing the black panties and a t-shirt.

My mother gave a light chuckle, lifted the shirt, and remarked, "It looks like you sure do love those panties, James. Unfortunately, I think they're a bit too small. I think you'll be around a medium."

In my head, I was surprised my size was bigger than my mom's since we were of similar height and build. Of course, I completely forgot about the extra baggage I had between my legs.

After taking I step back, she instructed me to put my pants on and I obliged. It felt weird to have pants on over the panties for the first time. However, that paled in comparison to the realization that my mother just saw me with a full-blown erection in her lacy black underwear.

Sensing the awkwardness, she asked, "What kind of panties would you like, honey?"

I shrugged my shoulders and said, "I don't know."

In the back of my mind, of course, I knew! I wanted all the dainty and colorful panties Rachel had and all the sexy and elegant ones my mom did too.

Again, mom took the lead, patting the cushion next to her as a signal to come over and pulled open her laptop. As I sat beside her, I saw she had the Victoria's Secret website pulled up.

I saw the screen filled with bright pink, the beautiful women, and lots of sexy lingerie. I could feel the excitement in my groin.

"How do you like these pink bikini-style ones, sweetheart?" Asked my mom.

I glanced at the mouse hovering over the underwear and I felt my heart race. They were a cotton bikini style that were light pink and had "PINK" stamped across the front in black. I nodded my head in approval.

Next, she pulled up some that were black, made of lace, and a cheeky style. She remarked, "Every girl needs a set of black panties. They're the ones we wear when we know someone else is going to see us in them."

My eyes widened and I managed to nod my head. She made a few more clicks and asked, "Do you want to try some thongs too?"

The page was pulled up to a lacy thong similar to the one I wore a few nights prior. I nodded my head vigorously this time, unable to contain my excitement.

She responded, "Good idea. A girl always needs some thongs in order to avoid visible panty lines under tight clothing."

Shutting the laptop, she said, "I think I have a good idea what to get you tomorrow. How about you head upstairs and get some rest."

I made my way back to my room feeling the panties squeezing my cheeks with every step. When I made it back to my bed, I had to take care of my throbbing cock encased in my newly gifted panties. Again, I rubbed it through the silky lace, but this time I thought about how I wore them in front of my mother moments before. Before long, my cock was tingling from the silk rubbing along it. I felt my orgasm build from the mesh caressing my behind. Again, I burst into the silky lace, but this time into my very own panties. Hopefully, my first of many.

To be continued...