Ashley’s Diary — Saturday March 28, 2009 (archives)

Saturday March 28, 2009

It’s been about a week since our teacher brought up the idea of stripping one of us girls for the enjoyment of everyone else in the class. I’ll admit I found the idea exciting, but I was worried that poor girl might be me someday, and the last thing I want for myself is to be stripped naked and forced to parade around the school. Even worse would be coming home from school naked and facing my little brother and my parents, and having to explain having lost all my clothes!

In the last week, I’ve had a chance to let the idea settle in. And I’ve had a chance to talk about it with some of my classmates. About half the girls think the whole idea stinks. “Why would I want to see another girl get naked?” they want to know. But to me, the fun is not so much in seeing her get naked, but in watching her squirm under the scrutiny of the whole class, and in fact the whole school, while she is forced to get naked. Some of the girls agree with me, too.

I spend all evening yesterday reading and rereading the rules of this game we’re being asked to play. Honestly, I haven’t made a thorough study of the panty-wearing habits of my classmates, but I have the feeling most of us wear panties most of the time. I mean the only reason not to wear panties is under very thin clothes where the lines might show. Or, I suppose, under low-rise pants, to avoid a “whale tail”. As far as going topless is concerned, the thought never once crossed my mind until I read the rules. I wondered what I would do if it looked like I was in the doghouse in the last week. Would I go to school topless just to avoid a mere chance of being stripped? Somehow, I don’t think I could bring myself to do it, but I’m not so sure about my classmates.

I woke up this morning with a start, and jumped out of bed thinking I had overslept, and then I remembered it was Saturday. Whew! I went downstairs, where my mom, dad, and little brother were already eating breakfast. “Shouldn’t you wear a bra?” asked my mom. I was about to answer that the t-shirt I use as a nightie doesn’t really need a bra under it when my little brother added, “Or some panties?” I tugged on my shirt and just glared at him.

“Your classmates Laurie and Mike are here to see you,” said my mom.

“They’re here?!” I whispered. “I’m not even dressed!”

“You look just fine, dear. They’re waiting for you in the living room.”

I was in a total panic. I had just woken up. My hair was a mess, and I had no makeup on. Why didn’t they call first?

I went into the living room with wearing my best “delighted to see you” expression. I was glad to see Laurie was dressed casually, wearing a t-shirt like me, but with panties underneath.. I hugged her, rubbed her back, and patted her round cheeks. Then I hugged Mike, and rubbed his back. When he patted my butt I slapped his hand and giggled. It was fun to flirt with Mike. When we were done hugging, he gave me a little kiss on the lips. I knew he was friends with Laurie, but that kiss gave me the idea that he likes me in a different way.

“Would you like some breakfast?”

“No thanks, Ash. Your mom already offered.” Mike and Laurie sat back down on the couch.

“OK,” I said, sitting in the comfy chair opposite them, trying my best to keep my legs together. I did my best to keep up my end of the conversation, but there was a lot of awkward silence. I really wanted to talk with Laurie about the stripping game we were playing in school, but I didn’t want to say anything with Mike sitting there.

Finally, Laurie brought it up. “What do you think of that game?” she asked.

I caught Mike smirking. “I’m not sure what to make of it,” I said.

“Well, I’ll be damned if I’m gonna be stripped on the 24th of April.”

I cringed at the mention of the date of the Final Friday.

She rubbed her hands together with apparent glee, and leaned forward. “I want to plan our strategy.”

“OK,” I said, glancing uneasily at Mike.

Laurie sensed my anxiety. “Mike will help us plan,” she said, rubbing his shoulders. “Can I try on your shirt?”

Without waiting for me to respond, Laurie took off her own shirt, and handed it to Mike, who took it with barely a glance at Laurie’s firm round breasts with long, upturned nipples.

I liked the idea of trying on each others’ clothes, and Mike was being cool about it, but the living room was a little too public. My little brother could walk in at any moment. On the other hand, my room was a mess. If I knew I would be having friends over, I would have cleaned it up.

I guess Laurie sensed my reluctance to part with my shirt. “Here, I’ll give you my shirt to wear,” she said. She grabbed it out of Mike’s hands, and threw it to me. I shrugged my shoulders like it was no big deal, but my heart was racing. Without getting out of my chair, I took off my shirt and threw it at Laurie, and then I put her shirt on as fast as I could, hoping Mike didn’t see much of me. It’s nice that Laurie and I are both about 5’10″, and both medium build, with medium-size breasts, because her shirt fit me perfectly, and mine fit her nicely as well.

“See?” Mike said to Laurie.

“See what?” I asked.

“Nothing,” Laurie said to me while glaring at Mike.

“It’s nothing to be ashamed of, Laurie,” he said, stroking her sleek black hair. Then he turned to me, and said, “Laurie is scared to go without panties…”

Laurie threw a cushion at Mike, and giggled, but I could tell Laurie was upset. Mike kept talking anyway. “…but I keep telling her not to be such a scaredy cat”

“OK, fine,” said Laurie. “I’ll take them off, just to please you.” She lifted her pretty butt off the couch, and hooked her thumbs through the waistband of her panties, and brought her knees to her chest as she slid her panties up her sleek thighs to her knees. Laurie has a pretty pussy, with smooth, pink lips, as clean shaven as my own.

“Don’t do it to please me,” said Mike. “It doesn’t matter to me whether you wear panties or not. I just hate to see you being so timid all the time, that’s all.”

Just then my little brother walked into the living room. “What’s going on?” he asked, innocently.

Laurie brought her legs down, and threw her panties against the wall behind the couch. Very smooth, I thought to myself.

To my little brother, I said, “Nothing,” and threw a cushion at him. I regretted throwing it, because Laurie’s shirt was a bit shorter than mine, and my brother had already commented on my lack of panties, which was now more evident than ever. With nothing to put on my lap as cover, I said, “Let’s go to my room.” A messy room is embarrassing, but not as bad as being bottomless in the living room with my little brother. I bounded up the stairs, followed closely by my friends.

Mike closed the door. “I think Laurie’s shirt looks really good on you, Ash. Let’s see what shoes you have.”

I like the way this boy thinks! I slipped on a pair of sexy shoes, and he did up the straps for me. When he was done, he looked up at me, and adjusted the hem of my “dress” (Laurie’s shirt), and said “Perfect!”

Next, we rummaged through my closet for something Laurie could wear. We found a nice halter top, that I sometimes wear over jeans, but never by itself because it’s too short. But Laurie wanted to try it on, and it fit her perfectly, just barely covering her where it counts. We found her some sexy shoes, and she really did look terrific.

“Now that we’re all dressed up, let’s go to the mall and hang out, maybe see a movie,” suggested Mike.

“Like this?” Laurie and I said almost in unison, and then we laughed. Although her pussy was covered, her butt was only half-covered, and I think I was in about the same state of undress.

“Sure, you both look great!” Mike tried to be encouraging, but we weren’t buying it. It was one thing to play dress-up in the privacy of my bedroom, but quite another to go out in public dressed this way.

Then Laurie thought of a great way to explain things to Mike: “Why don’t you take off your bottoms, and just wear a shirt, and see whether you’d like to go to the mall with us.”

Mike was ready for the challenge. “You mean if I take off my shorts, then you’ll go with me to the mall?”


“OK then!” Mike surprised us with his willingness to go bottomless.

“Wait!” I said. “Put your hands up, and let us take off your pants.”

He did as he was ordered. Laurie watched me to see what I had in mind for our willing victim. I cupped the sides of his face, and kissed him, then slowly worked my fingers down his manly chest, rubbing his back and his belly before checking him for hardness. Meanwhile Laurie started on him, undoing his pants, then stroking his back, sides, and belly. Before long, we took turns working our fingers into the waistband of his underpants, slowly working them down his firm buns, and onto the floor next to his pants.

By this point, both Laurie and I were on our knees, and Mike was still standing, with his arms high in the air. I cupped his balls in my hand while Laurie stroked and kissed his hairless cheeks. I licked Mike’s shaft, and put the end of it in my mouth, and ran my tongue all over the smooth, pink end of it. When it looked like Mike was going to cum, I stood up, and said, “OK, let’s go to the mall, now,” fully expecting Mike to make some kind of excuse.

But he surprised us both by agreeing to it, and although we would have never gone by ourselves dressed the way we were, we had made a bargain, and decided to follow through – or call Mike’s bluff, which I really thought was more likely.

In the car, I glanced at Mike’s crotch, and noticed his dick was hanging down below the edge of his shirt. I sang, “I can see your di-ick, I can see your di-ick.” Mike said he wasn’t surprised by that development. He explained that a boy who wears a short dress has more of a need for underwear than a girl, just to hold his dick. But if the boy should get aroused, he explained, then his dick will naturally move up out of view.

We both laughed, and since I was in the front seat, it fell to me to take care of Mike’s little problem. I stroked his thighs, moving up to his balls, and then I stroked his shaft. It was the most amazing thing, growing in my hands as I stroked it. When it was pointing north, I gently arranged his shirt to cover it. “Am I going to have to keep doing that?” I asked.

“I’m afraid so,” Mike said. “Or you can take turns keeping me pointed in the right direction.”

After we parked, and started walking, we took our positions on either side of Mike. Whenever I saw him start to droop, one of us would massage his butt, or his inner thighs, and we watched things return to normal. It was a lot of fun. I was amazed by how quickly he responded to certain stimuli. For example, when I gently stroked his asshole, he got hard in a hurry. By holding onto one of his cheeks, and letting my fingers slip into his butt crack, I was able to keep him pretty hard.

After we walked around a while, we decided to go to the movies. Laurie picked a movie, some kind of chick flick, I didn’t even pay attention, I was so busy keeping Mike’s dick out of view. When we sat down, Mike was so busy kissing Laurie that he didn’t notice I lifted his shirt, fully exposing his hard dick. I buried my face in his lap, kissing and licking his balls, then his shaft, especially the tender pink part of it, all the while rubbing my hands between his legs, up his sides, and around his chest. With one of his hands around each of our heads, he grunted and then exploded in my mouth. I swallowed his cream, and licked his shaft, and swallowed some more. When he was done cumming, I covered him up with his shirt, and snuggled against his chest with Laurie.

I must have fallen asleep, because the next thing I know, I’m being awakened. It was my dad. “Wake up, Ashy,” he was saying. He was shaking my shoulders.

“What are you doing here, Daddy?” I covered my pussy with a start!

“I live here, sweety.”

I rubbed my eyes, and looked for Mike and Laurie. They were nowhere to be found. I slowly realized I was in my own bed, and that I was wearing my own nightie, with panties under it. “Where are my friends, Mike and Laurie?” I asked.

“They’re downstairs, honey. They came over to see you.”

I could still taste Mike’s cum in my mouth, but it was slowly dawning on me that I had been dreaming. “You mean… ?”

“Get dressed, darling.” He helped me out of bed, and onto my feet.

I gave him a big hug. “Good morning, Daddy.”

“Good morning, Ashy.”

The end…


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