This story takes place more-or-less simultaneously with Chapter 6.
GAIL
"Okay," I said, "so the Cathy-and-Howie-in-your-pool story you were teasing us with the other night?" Vicki and I were in her car, driving to a museum about 45 minutes upstate. My aunt and my parents were meeting us there, but five people in my aunt's small car would have been a bit tight.
"Okay, well, this was a few years ago, Howie was your cousin's first boyfriend, and the three of us were hanging out in the pool. They were getting a bit touchy-feely, nothing that bad. Then I had to go pee and while I was up there I looked down at them from the window and they were really going at it. Kissing, groping... I probably stood there and watched for longer than I should have. Then I figured I'd better get down there before things got really out of control and by the time I did her bikini top was pushed up to her neck, he had his hands on both of her breasts, and maybe I shouldn't tell you this part..."
"Tell me."
"She was all flushed, she was catching her breath. I couldn't tell whether she was really turned on or, you know," she lowered her voice a bit, "he made her cum. Her nipples were all hard, I'd never seem them like that before. Anyway... she fixed herself as soon as she saw me, tried to act all innocent, and all she told me the next day was this had been the first time she'd let a boy see or touch her breasts."
Of course
I had
seen Cathy cum."Oh, the stories your swimming pool could tell," I said.
"Speaking of which, tell me the truth, Gail... when the four of us were swimming the other night, and Cathy and I were topless, if Scotty hadn't been there, would you have taken off your bra?"
I thought about it for just a moment before saying "Sure, I'm sure I would have."
"And at the party last night, same thing, if Scotty hadn't been there?"
"Definitely. Do you want the truth?"
"Of course," she said.
"I was tempted to anyway," I said in a near-whisper, even though we were alone in the car.
"Oooh, naughty."
"Same question," I said. "Last night, if your brother hadn't been there."
She hesitated for a moment, and I didn't find out why until a lot later. "The same. I would have, and I was tempted to do it even with him there."
We were both silent for a minute or so, lost in thought. Then she said "Okay, your turn again."
"Okay."
"Have you ever let Scotty see you topless, or worse? On purpose?"
Now I was the one hesitating: what Scotty and I had done last night was certainly a game-changer. "You know, I think I'd better take the Fifth on that one."
"Oh,
now
I'm intrigued."
Bad move on my part: I should have just lied, but I'm really no good at it.
"Well," she went on, "you have to take of your t-shirt then."
"I
what
now?"
"You don't answer the question, you have to do a dare."
"Who said we were playing Truth of Dare?" I asked.
"Who said we weren't?"
"Okay, you know what, screw it," I said, pulling the shirt over my head and placing it in my lap. After all, I was wearing a dark blue bra, larger than many of my swim tops (let alone last night's).
"Whoo-hoo," Vicki said, though obviously this wasn't any big deal. "At least this one's opaque," she added.
"It's
what
now?"
"The bra you were wearing in the pool the other night was almost see-through, and when it was wet it wasn't hiding a thing."
"Um..."
"Shit, you didn't realize?"
"Ohmygod..."
She laughed. "I thought you knew."
So... Scotty was able to see my boobs all along. So... at that point I might as well have taken off my bra. I still wouldn't have rubbed myself against Scotty the way Vicki and Cathy did, obviously, but I would have been a lot more comfortable. Though I wonder whether the girls would have still jerked him off if I'd been in the pool with them.
Last night... God, I'd wanted to take off my top when some of the other girls had, and if I'd been topless the first night, there would have been no reason not to. I might have had half a dozen boys touching my naked breasts before the night was through. I shivered at the thought.
"Are you okay there, Gail?"
"Yeah, I was just... yeah, I'm okay."
She nodded, then switched on the radio. A few miles passed, then I realized she'd ended the "game" a bit abruptly. Suspiciously abruptly.
I reached over and turned off the radio. "Same question," I said. "Did you ever let your brother Barry see you topless, not by accident?"
She sighed, and without a word pulled off her own t-shirt, veering a bit but fortunately not driving us off the road. She was wearing a bra, but it was far less substantial than mine, barely coming up above her nipples, almost completely exposing the rose tattoo on her breast.
"You and Barry were going at it pretty good last night," she said, before I could comment on what she was wearing.
"Was that a question?" I asked.
"No," she said. "Just an observation. I had a feeling if his prissy little girlfriend hadn't shown up, he would have gotten you up to his bedroom. Okay, let's call that my question. Taking the Fifth again?"
"No, you're right," I admitted. "I totally would have fucked him if he'd asked. Especially if I'd already been topless in the pool."
"You slut," Vicki said with a grin.
"And I still might," I said. I wasn't sure whether that was true, but I was enjoying talking like a bad girl. "Were you really about to fuck Scotty in the pool that first night if your parents hadn't come back?" I asked.
"Oh, yeah. He already had my panties partway off, and from there he could have done anything he wanted. "
And with that, we drove most of the rest of the way in silence. I'm pretty sure Vicki was thinking impure thoughts about my brother, and I was certainly thinking impure thoughts about hers. I was definitely in the car with the wrong Conway sibling: if I'd been driving with Barry, my bra would have been on my lap along with my shirt; and if that didn't put a thought in his head to pull over to the side of the road, I'd have suggested it myself.
BARRY
Anna had her arms crossed tightly across her chest as I drove. I was driving my mother's car (because she decided to pay hooky from work today), headed for Anna's parents' lake house downstate. They'd gone ahead the previous day, but we didn't want to miss my sister Vicki's pool party last night.
Ah, that pool party... several girls had taken off their tops, which had never happened at any our pool parties before, there was a lot of groping going on, and I'm pretty sure one couple huddled in the far end of the pool was actually fucking.
Anna had barely spoken a word to me since I'd picked her up this morning. Clearly she was angry about last night.
She'd hinted that we might do some serious fooling around while we were at the lake house: she wasn't sure about actually having sex, but she knew a secluded spot where she'd always wanted to sunbathe topless, and she definitely wanted me to be with her. So at the very least, I'd finally see her breasts.
I'd been hoping to start the fun even earlier: when I picked her up, nobody else would be home, the first time we'd ever been completely alone in her house. We could go up to her room, make out on her bed, maybe I could get her out of her shirt, and from there...
Well, clearly that was not to be: she climbed right into the car, and her breasts were now covered by a bra, a shirt, and her crossed arms.
Once I saw she was angry, I was afraid to say anything: what if her BFF Penny had told her I'd had my hands on Cathy's cousin Gail's ass?
(For that matter, would it be awkward hanging out with Penny, after seeing her wearing nothing but tiny bikini panties?)
"Last night..." she finally said.
"Yes?"