There was very little traffic on the roads that Sunday morning, which was okay by me. I, my sister and her friend Melissa were on our way into the city proper.
They often invited me to their outings, though perhaps the fact that I had a car was partly responsible for that. I really did enjoy their company though. Melissa was a fun, not to mention attractive, girl and my sister and I had always gotten along well.
“Aren’t we there yet?” Melissa called out from the backseat.
“What are you, a kid?” said my sister, looking back at her with a teasing smile.
“Just saying your brother could speed up a little bit. We won’t have any time to look around.”
“You can drive however fast you want to when it’s your car and license, Melissa. Besides, the stores don’t close in, like, four hours,” I told her.
“Well, I need time to find the perfect outfit,” she objected. “And so does Anna.”
The purpose of the trip was to buy clothes for the annual April Fools party. A tradition among our friends.
“I don’t care. You’re the one who always takes the longest,” my sister said absently, looking at her phone.
Melissa scoffed indignantly. “Sure, take your brother’s side. I’m only your best friend.”
Anna sighed at her friend’s behavior and rolled her eyes at me.
“Fine,” Melissa said, grabbing my shoulders from the seat behind me. “Maybe Sam and I can shop on our own. I was thinking of getting some new sexy lingerie…”
That got my sister’s attention.
“Ugh, cut it out. Please? I’m sorry.”
She ignored her plea. “Actually, you are a pretty good driver, Sam. Maybe I can sit in your lap on the way home, so you can teach me? I’ve always wanted to learn how to drive a stick,” she teased, giggling at her own joke.
“Oh my god. Just stop,” Anna begged, sounding annoyed.
Melissa giggled, reaching around to stroke my upper chest quickly before pulling away her hands. She always teased me like that. Or perhaps it was my sister she was teasing. It always seemed to get on Anna’s nerves when she did that, and she always made sure to shut it down. Which was unfortunate.
“Just kidding,” she promised, my sister still staring her down.
I just sighed at their behavior, and tried to focus on the road.
Melissa was shorter than me, though still an inch or two taller than my sister. She had brown hair and pretty decently sized breasts, which she showed off as often as she could. She had a bit of a wild streak too, though she wasn’t that crazy once you got to know her. Many of my late night fantasies had revolved around her.
Anna wasn’t bad looking either, I had to confess. My younger sister was blonde, blue eyed and lean. She had less than Melissa in the chest region, but an even better looking ass. Not that I looked. Cute, many still called her at the age of 20. She thankfully didn’t show off her body as much as her friend. If she had been anyone but my sister she would most certainly have been my type.
Two hot girls who spent almost every other day with me, yet I was still single. I was probably doing something wrong.
**
We arrived at our destination. A few busy streets in the middle of the city, which held most of what it had to offer when it came to shopping.
I payed for parking, then walked over to where the two girls were waiting for me.
“I think I’ll head out on my own. I’ve got a pretty good idea of what I need,” I told them. “Meet up with you later?”
“Oh. Okay,” my sister said. “Call us when you’re done. We might need a third vote on a few things.”
Anna smiled and waved at me before they left. Melissa blew me a kiss instead, causing them to get into a playful wrestling match, giggling as they fought.
I walked around by myself for a while. I didn’t really have anything I needed to buy. I picked up a nice shirt either way, then spent most of my time walking around and looking at shoes, electronics and anything that piqued my interest.
I liked hanging out with the girls. However, experience told me it was better to let them finish the majority of their shopping on their own before getting involved. I sat down for a cup of coffee and relaxed for a while before deciding it was time to call them.
We met up at the store they were at. Women’s clothes only, it seemed.
“Hey, Sam,” Melissa greeted me, waving me over.
I circled and zigzagged through the blouses, bras and panties on display.
“Hey,” I answered when I reached her. “You guys about done?”
“Mmm, pretty much,” she said, cocking her head as if to consider whether that was actually true. “Your sister is still trying out some stuff here though.”
She paused, and looked at me with a mischievous smile on her lips.
“What?” I asked.
“I was just thinking, maybe you could help? She was having trouble deciding.”
“I guess,” I conceded, willing to do anything to speed the process up.
“This way,” she said, taking my hand and pulling me toward the dressing rooms.
We passed a few other shoppers on our way there. Mainly women, and the occasional bored husband. The dressing rooms were mostly unoccupied.
“Hey, you ready for me in there?” Melissa said, talking to one of the closed drapes.
“Uh, yeah. Come in,” my sister called back from inside.
Before I could say anything she pulled back the side of the drape. I was pushed inside ahead of her and she followed behind me.
The room got pretty crowded with the three of us in there, but there was still enough space between us for me to get a good look at my sister. My mostly naked sister. No one had told me she was trying on underwear. Or lingerie, I should say. Sexy lingerie.
She looked… beautiful. Way better than I would have thought. Her blonde hair was pulled back in a knot, with a few curling locks still hanging down to her shoulders. The dark, lacy fabric of the panties left little to the imagination and the bra put her breasts delightfully on display. When had my little sister gotten so hot?
The shriek pulled me out of my stunned admiration of her.
“Aaah! What the hell?!” she shouted, covering up herself with her arms. It didn’t work very well.
Melissa giggled behind me, obviously amused.
“I, uh…” I tried, failing to explain myself.
“Get out!” she yelled.
Oh, right, I thought, as if it hadn’t been the most obvious solution in the world.
I stepped outside, with Melissa laughing behind me. A middle aged lady gave me a funny look as I stood there, unsure what I should do.
“I’m sorry…” I said, carefully not looking back. “I didn’t know, Sis.”
Anna sighed from inside, loud enough to be heard over Melissa’s lingering laughter. “Yeah. I figured.”
A muffled thud was heard from inside, followed by Melissa’s voice. “Ow! Oh, come on. That was funny. You said you needed advice, didn’t you? Well… I got you a guy’s perspective.”
“Ugh, you’re such an asshole sometimes…” Anna responded.
“But you still love me,” she stated.
Anna grunted in frustration, but didn’t disagree with her.
“So? Aren’t you going to ask him what he thought? The damage is already done, after all,” Melissa urged her. “I know you care what he thinks.”
“Oh, shut up already…” Anna responded. She paused, seeming to consider it, which surprised me.
“Hey, Sam? What did you think? Be honest,” Melissa said to me.
“Uh… really?” I said.
“Well… you might as well,” my sister conceded.
“I didn’t get a very good look, honestly,” I lied. “I don’t know.”
“Then… I guess you could take another look,” she said, in a low voice.
“Wait, what?” I blurted out.
“I mean… you’ve already seen me, and I really do need a guy’s advice,” she said, her voice pleading.
“Come on, it’s only your sister,” Melissa urged, sounding way too happy about it.
I looked around, making sure there was no one nearby. I couldn’t help imagining someone listening in on our conversation though. Listening and judging.
I suppose I’ve seen her in bathing suits before. This won’t be much different. Not that much.
I sighed, steeled myself and ducked inside once again.
I suppose I could have just told them she looked good. I did have time to see that much at least. But for some reason I didn’t say that. Perhaps I did want a second look.
“Well?” she asked.
Anna looked amazing. Short and lean, but with curves in all the right places. Her round breasts and smooth, pale skin looked enticing in the black panties and bra she wore. I was coming to realize I would have to reevaluate my opinion of my little sister. She’d grown up to become one of the sexiest girls I’d ever laid eyes on. Why was she so shy, with a body like that?
She held her arms stiffly to the sides, looking more than a little embarrassed at being ogled by her older brother. Still, she had been the one to suggest it.
“You gonna stare all day, or do you have an opinion?” Melissa asked, a bit too smugly.
“You guys asked me to look. So I’m looking,” I countered.
I already knew all I needed to know. She could get any guy to start drooling if she came before him in that. For a moment I forgot she was my sister and saw only the sexy blonde girl in front of me.
“Maybe… turn around,” I suggested, milking the moment for all it was worth.
“Turn around?” Anna asked, sounding uncertain.
“Yeah.”
She looked like she was going to object at first, but then she obediently spun around for me. She did have a very nice ass. Too nice. I was beginning to realize I probably shouldn’t be looking at my little sister in that way.
“It’s great… I mean, you look great in it, Anna,” I assured, feeling a bit guilty.
“Looks like he means it,” Melissa teased, pushing up against my side playfully.
“Thanks,” Anna mumbled. “I appreciate it, Bro.”
I left again, before things could get more awkward, to let her change into some clothes.