Seven Nights A'Dippin'

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

We kissed -- quick, slow, hard, soft, passionate, playful. It was fantastic. And, with her being topless, I eventually couldn't resist running my hands up her sides, incrementally closer to her breasts. Eventually, I was brushing the sides and underside of them, fully prepared for her to shut me down.

"Oh, just touch them already," Eve chided, taking my hands in hers and placing them fully over her breasts. She sighed and let go once I started massaging them.

I don't know what it is, but there's just something special about touching a woman's breasts. I'm sure it has something to do with knowing she trusts you enough to allow it. There's a certain intimacy. Judging by the way her breathing changed when I changed my focus to circling and lightly pinching her hard nipples, she was certainly getting pleasure.

Just as I was about to break off our resumed kissing to see if she'd let me use my mouth, Eve sat bolt upright, banging her head on the ceiling of the car.

"Ow," she said, rubbing her head. "What time is it?"

I shrugged. "My phone's on top of the car."

"We have to send in the picture!"

Yeah, I'd been a bit too distracted to remember that detail. It would have been impossible to do it out in the driving rain. But she was right, we had to have it sent to Max by quarter after twelve.

Eve got off my lap and poked her head out of the car until she found my phone. "Four minutes left," she said, thrusting the phone into my hands.

I fumbled through the process of pulling up the image. The phone's lens had been wet, despite my best efforts, and the image of us was blurry without any selectively blurred spots. So, even with it being a full frontal shot of both of us, the photo didn't really need any special editing.

"Looks good enough to me," Eve said, confirming my assessment.

I sent it off to Max with a quick note of apology due to the weather-induced quality issues. He replied within thirty seconds, saying it was cool and we'd still get full credit...and that he was impressed we braved the storm.

Eve, sitting beside me now, leaned in for a quick kiss. "Much as I'd love to pick up where we left off, I need to be home in ten. Mind driving me?"

It was only three blocks, but between the dark and still tapering rain, I was happy to drive her. I had walked her most nights but, again, rain and my lack of clothing changed the circumstances. I glanced down at the towel and she chuckled.

"Drive me just in that," she said. "Dare ya."

I sighed but said, "Fine."

Eve hopped out of the car and pulled on my t-shirt. It was baggy but looked good on her, especially since she had skipped her bra and her nipples were still quite hard. She pulled on her shorts as well, then wrapped her bikini and bra in her soaked tank top.

The worst of the storm had passed and we drove in companionable silence. When I was about a block from her house, Eve subtly reached over toward my lap and began tugging at the towel where it was wrapped about my waist.

"What'cha doing?" I asked without bothering to try and stop her.

"Nothing," she said with an innocent tone. "Why?"

"No reason."

She kept tugging until the tuck job came undone. As the towel loosened, she pulled it back until my cock was revealed. Understand, it was pretty damn dark in the car, so she probably couldn't see all that much, but what she could see had bounced back from nearly soft to fully erect in the short span of time it took her to undo the towel.

Eve didn't say anything. When I pulled into her driveway, she unbuckled and then leaned over to give me another long, heated kiss. Her fingers ran up my thigh and then, ever so lightly, traced the length of my cock, causing it to twitch in response. I could feel her smile through our kiss.

"Walk me to the door?"

My heart was already thudding from her intimate attention. The nervous excitement of her request, though? I thought my hands would begin shaking at any moment.

"Uh, sure." I reached for the towel, but she held my hand and gave me a subtle shake of her head. No towel.

I studied the windows of her house. All were closed, though there was light seeping out from around the curtains by the front door. A porch light was on by the kitchen side door near the end of the driveway -- better than the front porch, yet still very exposed.

I opened my door and Eve, curiously, just sat in her own seat, watching and smiling. As I closed my door, I had a brief moment of fear that she'd lock me out as some sort of practical joke to see how I responded. Fortunately, she wasn't that type of girl. Rather, she was simply giving me the opportunity to walk around the car and help her out. She even took my hand, exiting like some movie star from a limo for a red carpet walk.

"Thank you, sir," she said, hooking her hand in the crook of my elbow as I walked her to the back door. I felt horribly exposed, terrified her parents were waiting and would meet us at the door, finding me not only naked but still partially erect. I'll admit, though, it was also a huge thrill to know she liked seeing me naked.

"Thanks again for a lovely evening," she said when we reached our destination. "Do it again tomorrow?"

"Can't wait." I couldn't.

We kissed again, and she gave my cock a quick squeeze. I waited for her to go inside, wave back at me, and then turn the light off before I finally returned to my car. I didn't bother to cover up for the short drive.

#

Night 5 (Vs. the Open Window)

The next day dragged on in the worst way. My mind was abuzz with fond memories of the previous night and the absolute craziness of how it ended. Eve and I were finally a couple and she'd made it perfectly clear that she was looking forward to pushing things along quickly. Our mutual desire for one another, now that it was out in the open, had broken the dam between us. Unfortunately, we both had long days at work keeping us apart until our planned rendezvous that night.

We texted back and forth when we could, reassuring one another that we couldn't wait to get back together. In between those texts, Chuck and I had a bit of a back and forth. I was eager to tell him about me and Eve, yet I didn't want to face his probing questions just yet. He and Becky would find out soon enough. Instead, I pressed for how they were doing in the challenge and he said their record was still perfect. He didn't say it outright, but I got the impression their "fund-raiser" scheme might be running out of steam. Chuck hit me up for details as well, but I only said we were keeping up.

Eve came over to my place around nine and we hung out in my room until it was quieter out in the neighborhood. We made out for a bit between catching up on our respective days, but didn't go too far since my parents were home. For perhaps the first time since the challenge started, I was more eager than nervous to get on with our skinny dipping. Could we possibly get lucky enough to have a quiet, private pool like we'd had on the first night?

We changed to our swimsuits in the garage, leaving everything else behind except my phone and our towels. Eve suggested we check Becky's house yet again, even though we were resigned to finding her friend out there, staking the place out with all the lights on. Our only hope was to catch Becky on a night when she simply couldn't be there.

"Well, so much for that," Eve said as we walked past her best friend's house. Even from the sidewalk, we could tell the backyard lights were all on. We were rapidly running out of nights. "Next best option?"

I pointed down the block, at a house on the other side of the street. "Let's check that one. It's a younger couple. Don't know too much about them, but I don't think they have a dog. If it's dark, we're probably good to go."

Eve nodded and we slipped around the side of the house in question. There were lights on in the house's first floor, but the upstairs was dark. As a younger couple, the odds of them still being awake as the clock approached eleven-thirty were higher than with many of the other places we'd snuck into. That just meant we'd have to be quick and quiet.

The gate through their backyard fence was cooperative, smooth and almost silent. I took that as a good omen, but found our luck didn't hold once we peered around the corner. The pool, a nice rectangular affair with several lounge chairs dotting the pavement around it, had its underwater lights on. They were dim and the outdoor lights were off. Where the problem arose was in the wide swath of bright lights spilling from the large picture windows in the back of the house.

"That's not good," I said in a whisper. Carefully, I crept further out into the yard, hugging the shadows, in hopes of getting a look inside to see if anyone was there. Eve followed, hand in hand.

Before long, we spotted a large dining room table situated beside the window. Sitting at the table, side-on to the windows, was a young woman working on a laptop. From there, she clearly would have a good view of the entire pool should she look up.

"Next house?" I asked.

Eve shook her head no. "It might be worse, then we'd be out of time. With it being that bright in there, she probably can't see out very well. I think if we're quick and quiet, we can do this."

I admired her audacity, even as my stomach clenched with nerves. I wasn't about to chicken out on her, though. Hopefully, she was right about the difference in lights giving us cover.

We shed our swimwear back by the gate and left it slightly propped, just in case we had to make a quick getaway. From there, we planned our approach and debated where to place my phone to get a picture without using the flash. The lighting sucked beyond the spotlight from the dining room and we weren't going to stand right there and invite discovery.

"How about on the steps around the side of the pool?" Eve said, pointing out the spot. "We can lay on the steps and maybe use the pool light. We'll be mostly underwater, but I think it'll be clear enough."

Sounded good enough to me, despite it being on the opposite side of the pool. We crept through the yard and then ducked behind what chairs we could as we got closer to the water's edge. Both of us had eyes glued on the woman, who thankfully seemed to be completely oblivious to us. At the edge, heart pounding, I sat down and did my best to slip in quickly, quietly, and without making so much as a ripple. Eve was right beside me. With only our heads above the waterline, it appeared we'd made it undetected.

"So far, so good," Eve said. Her hands brushed across my bare ass as she nudged me to start making my way around the edge of the pool toward the stairs. We kept low and moved carefully. My eyes were glued on the woman, yet behind her I could make out the flickering of different colored lighting on the ceiling. Seemed the dining area was part of a living room that included a television.

We used the recliners between the house and the pool to good effect, pausing behind each. At the last one before we would reach the pool's steps, we paused to watch the owner and see if there was any reason to fear she might look up abruptly. I had to admit, the woman was easy on the eyes -- seemingly fit and curvy in her tight tank-top -- even if it felt wrong to have such thoughts while hand in hand and naked with my new girlfriend.

The woman's husband abruptly entered the picture, prompting Eve and I to crouch even lower, eyes barely above the edge of the pool. The guy, probably in his late twenties, was only wearing boxers. He was fit in a men's magazine cover sort of way that made me jealous and insecure. I couldn't help but feel like Eve would judge me against that and come to her senses.

Thankfully, the guy never seemed to glance outside. His attention was solely on his wife, who looked up from her laptop and exchanged some words. Would luck favor us with them deciding it was time to go to bed?

Luck, as it turned out, had a quirky sense of humor. Eve and I watched on in stunned silence as the man leaned down and kissed his wife while cupping one of her breasts. The wife appeared to be rather receptive to the attention and their kissing was clearly involving a lot of tongue. I felt Eve squeeze my hand, but she otherwise was frozen.

After the opening round, the couple's make-out session didn't move away from the picture window. I was of a mixed feeling about that -- fascinated in the voyeuristic sense, yet a little dirty for my role in trespassing and witnessing a private moment. Regardless how I felt, I couldn't look away. The guy continued to fondle his wife's breasts, eventually pulling her shirt up and off, revealing the lack of anything underneath. She, meanwhile, felt up the obvious tent in his boxers.

Eve's grip on my hand tightened, then she began to pull it up until it brushed the side of her breast. I might not be the most experienced guy, but I got the hint. Our fingers extracted from one another and I ran my hand over her bare breast, her hard nipple pressing into my palm. The angle was awkward with that hand, though, so I set my phone on the edge of the pool and took half a step back, positioning myself behind her so I could easily reach around both sides. As my hands encompassed her breasts, Eve sighed and melted back into my body. Her butt pressed into my erection, pinning it between us.

I don't recall having ever been so torn between sources demanding my attention simultaneously. Clearly, Eve was every bit as enraptured with the show through the window as I. I could feel her breathing become deeper and she eventually reached back and seized my cock.

The couple of our inspiration didn't disappoint. Before long, the wife had stripped her husband of his boxers. The guy's cock pointed straight at her and she gave it a few playful tugs before leaning forward to take it into her mouth. I'd seen plenty of blowjobs on porn before, but this was the first in person. Judging by the way Eve was responding to the sight, I had a pretty good feeling about being on the receiving end of the next one I saw.

I nibbled Eve's ear, causing her to squirm. I could feel her smile through her jaw, though, and her hand gave my cock a few playful tugs.

Eve whispered, "I know we shouldn't be watching..."

"Hard to stop."

"Exactly."

"Maybe they wouldn't mind if they knew how much we appreciated it. How much it was affecting us."

Eve squeezed me again. "Yeah, hard to miss how it's affecting you. Bet you wish that was you in there."

I didn't get the sense she was implying anything. Teasing, rather. I ran one hand down her tummy and through the thin strip of hair over her crotch. Eve didn't resist my approach.

"I'm exactly where I want to be," I said.

Eve turned her head just enough to kiss me. We shared a brief, intense bout of tongue jockeying before returning our attention back to the show. The blowjob clearly hadn't been done to completion as they'd already disengaged. The husband relieved his wife of her bottoms, then hoisted her onto the table after shoving aside the laptop. After a bit of kissing, he knelt on the floor and his lips and tongue went to work on her pussy. I took that opportunity to mirror their actions in a sense by tracing my finger along Eve's slit for the first time. Even under the water, I could feel her heat and slickness. She clearly enjoyed the contact as she pressed back into my body and shifted from squeezing to lightly rubbing my cock.

We might have been like that for five or ten minutes. Time stood still, me and Eve and our inspiration. Eventually, the woman must have reached a climax as her back arched high off the table and her hands clutched the edges. The friction and angle underwater wasn't terribly conducive to me reaching an orgasm (though I enjoyed the hell out of Eve's attention) and she similarly seemed to be more in a state of elevated bliss rather than out-of-body orgasm. Something to aspire to later.

I half expected the couple through the window to transition straight to sex. Instead, they embraced and kissed for a bit before getting up and retreating further back into the house and out of sight. Probably looking for somewhere a bit more comfortable. Regardless, it was probably for the best -- we still needed to take a picture and we really didn't need to be spying on anyone's intimate moments.

"Show's over, I guess," Eve said, sounding a little disappointed.

"Pretty hot, huh?"

We kissed, then she agree. "Yeah. Definitely some things for our to-do list."

"We have a list?"

She smiled and gave me a quick kiss again, along with another squeeze of my cock. "Uh huh. It's a long one, too."

I grinned. "Can't wait to get started."

"Down, boy. The first item on the list is to get tonight's picture."

She was right. Our hands relinquished one another's genitals, but didn't stray far. We quietly made our way down to the end of the pool where we'd intended to take our picture. I couldn't help but notice how our world had shifted entirely just in the span of time it'd taken to cross the small pool.

I set up the camera on its tripod just outside the pool while Eve waited on one of the steps, still half submerged.

"How do you want to do this one?" I said.

She gave me a grin. "How about you sit up on the edge, kinda turned toward the house."

I nodded and followed her instructions. That put my back and side to the camera. Eve then climbed out of the pool and straddled my lap, her legs wrapping around me. My hardon poked into the fuzz of her pubic mound, eliciting a not-so-innocent shrug from her. She wrapped her arms around me and I did the same to her.

"Smile," she said out loud, triggering the 3 second delay on my phone's camera. Eve then drove her tongue down my throat. My only recourse was to fend off the assault with my own tongue. If we hadn't been on a schedule and trespassing naked in the yard of a couple we knew were still awake, I think we'd have just gone for it right there. Alas, we did eventually come to our senses.

Eve's posing of us was masterfully erotic without showing anything but a little of my butt. Far less than some of our previous pictures. Max would certainly know our relationship had taken a huge step forward. Thankfully, he wasn't the sort to make a big deal of it. Frankly, I think this was part of his plan all along. Eve and I would owe him more than he could imagine.

By the time we made it back around the side of the house and started dressing, Max sent his reply. "Nicely done, you two!"

I showed Eve the reply, to which she gave me another smoldering kiss. "C'mon, let's go."

We walked back through the dark and quiet neighborhood, hand in hand. It was the most intimate conversation of my life and not a word was spoken. Our touch and looks said it all.

When we finally reached my garage, I was ready to burst. Eve's phone, tucked away in her purse in the back seat of the car, took that moment to chime several times in quick succession. Unusual for midnight, unless it was Becky. Eve groaned.

"Ugh, not now!" Complain as she might, though, the siren call of her phone drew her to check it. Her expression darkened instantly and I knew anything I thought might be happening tonight between us was off.

"What?" I asked softly.

"My parents are taking my grandma to the hospital," she said, already beginning to shed her suit so she could get dressed. For once, her nakedness didn't draw me in.

"Shit, not cool. Did they say what happened?"

"Chest pains. Apparently, they tried contacting me over half an hour ago but I didn't reply. They're at the hospital now."

"Want me to take you there?"

She struggled into her shorts and tossed her suit into the back seat. She looked both worried and apologetic. "If you could."

I hastily dressed as well and we made the quick ten minute drive to the hospital. Eve was busy exchanging texts with her mom and gave me what little updates there were. Apparently her grandma had been taken back and was being seen now.