I Got Caught Skinny Dipping
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I Got Caught Skinny Dipping Pt. 1 free porn video
“Have either of you ever been with a black guy?” my friend Jasmine asked.
“Well, we all know Hailey hasn’t, but I have,” Courtney said.
I rolled my eyes. “Thanks, Courtney.” She was always bagging on me for not being as ‘free-spirited’ as her.
“Was he big?” Jasmine asked.
“Yeah. He was like six-two and played football. So, y’know, fit.”
“No, I mean was he big,” Jasmine insisted.
Courtney smiled. “Ohhhh… No he was pretty average.”
“Have you ever been with someone super big?” Jasmine asked.
“No, not really. I’m pretty sure all guys are around the same size and they just pretend to be larger than average to tickle their egos.”
“You know all about tickling egos,” I said, taking a bite of popcorn from the bowl between us. The three of us sat in our PJ’s on the floor of my bedroom. I still lived with my parents to save money while I was in college and often invited my friends over on weekends so we could help each other with homework, eat non-cafeteria food, and have girl talk.
We jokingly referred to ourselves as Charlie’s Angels because we were attached at the hip and thought we were badass. Courtney was a tall, skinny blonde, Jasmine was a petite Filipino, and I was a curvy redhead. We all found each other on orientation day of freshman year and had been partners in crime ever since.
“Should we get started on our chem homework?” Jasmine asked. We looked back and forth at each other. No one wanted to. Without speaking, we all agreed that homework would wait.
“Wanna play truth or dare or something?” Courtney asked.
“So you have an excuse to feel my boobs again?” I asked, a playful jab at the last time we did it.
“Not my fault you have nice boobs. I genuinely thought you had them done,” Courtney said.
“An E cup isn’t even an outrageous size,” I said. Both of them looked down at their own, much more modest chests.
“A perky one on a waist like yours is. You’ve got a pornstar body and don’t seem to realize it,” Jasmine said.
“Yeah, I would kill for your rack,” Courtney added.
“You would die with my rack. Do you have any idea how much my back hurts every day?”
“You don’t even use them to their full potential!” Courtney said.
“Full potential? What do you mean full potential?” I asked, not offended but sassy.
“You’re still a virgin, right?” she asked me.
“I’ve masturbated and stuff,” I said.
“That doesn’t count.”
“What’s wrong with being a virgin?” Jasmine asked, defending me.
“There’s nothing wrong with it. I’m not saying it’s bad, but with a rack like that you could get a lot of action is all I’m saying.”
“You get a lot of action and you’re what, a B cup?” I said.
“Exactly! I bet you have guys drooling over you all the time and don’t even realize it,” Courtney said.
“Maybe she’s just not interested in guys right now,” Jasmine said, coming to my defense again.
“Fine, whatever. You guys are so prude that truth or dare is never fun anyway,” Courtney said, grabbing a handful of popcorn and tossing it at us. A kernel fell between my cleavage. I dug it out and ate it.
“You’re the one that always wants to play that stupid game. How old are we, thirteen?” Jasmine said, tossing a handful of popcorn back at her.
Courtney blocked the incoming volley with both hands. “It’s supposed to be fun! Boundary pushing, a little risque, but you two never go there. The most fun I ever had was when we got to touch Hailey’s boobs, and that was pretty tame compared to some games I’ve played.”
“What if we just play dare then?” I suggested. The both looked at me in unison.
“There’s no way you guys would be any fun,” Courtney said.
“Let’s just do one round, with reasonable dares. Then when we’re done we knock out our homework,” I said.
“You would chicken out immediately,” Courtney said.
Honestly, I wasn’t super thrilled with the idea because I knew they would cook up something excruciatingly embarrassing for me, but I was also kinda tired of them making fun of me for not being adventurous. I didn’t drink, didn’t smoke, didn’t have sex. I didn’t cheat on my homework, I didn’t use my generous figure to my advantage, and they both reminded me of these things constantly. Courtney more so than Jasmine, but still.
“Fine, I’ll go first,” I said, folding my arms confidently.
“You? You’re gonna take the first dare?” Courtney asked.
I nodded. Both Courtney and Jasmine looked at each other. I kept my arms folded and looked them both in the eye, letting them know I was serious. They leaned in close, whispering for a while. One would suggest an idea, then the other would shake their head and suggest something else. They went back and forth a few times before Jasmine stood up and walked over to my window. She pulled the curtain back and looked outside. She squinted into the darkness, then turned and gave Courtney a thumbs up. What exactly were they planning for me?
“We dare you to skinny dip in your neighbor’s pool,” Courtney said with a smug grin.
I swallowed hard and my heart fluttered. Butterflies flapped in my stomach. I was anxious, but I didn’t want to back down and give them one more reason to make fun of me. “Is he home?” I asked.
“No, we just checked. We knew you’d chicken out if he was home,” Jasmine said. I stood up and looked out the window anyway. His driveway was empty. The lights were off. It certainly looked like he was gone, which wasn’t unusual. I didn’t know him very well, but I gathered that he was a young entrepreneur of some kind because he was gone for days at a time.
“Well?” Courtney asked.
As far as dares went, this one wasn’t so bad. It wasn’t like I’d have to text nudes to someone or do anything else that would leave evidence. I heard that Courtney was dared into a blowjob contest before with some random guys, so this wasn’t nearly as bad as that. I just had to put on my birthday suit and take a dip. It was dark, he was gone, I live in a quiet neighborhood. What could go wrong?
“Fine, I’ll do it,” I said. “Get naked, jump in, jump out?”
“Get naked, jump in, do a lap, then jump out,” Jasmine said.
“Fine,” I agreed, standing up and grabbing a towel from out of my closet. It was white with pink and red hearts, a Valentine’s day beach towel. Why they sold Valentine-themed beach towels was a mystery, but I had one, and I planned to use it. I shut my closet door, got out of my PJ’s, and wrapped myself in the towel before going back out into my room. Courtney and Jasmine looked giddy in anticipation and disbelief. Their goody-two-shoes prude of a friend was about to go skinny dipping on a dare. “Are you two coming too?” I asked as I made my way to the door.
“Are you kidding? I wouldn’t miss this for the world,” Courtney said as she stood up.
“Yeah, I kinda think you’re gonna chicken out still,” Jasmine said.
“You guys better fricken’ do whatever dares I come up with,” I said, leading the way downstairs and outside. They quickly followed behind me, voicing their disbelief. Luckily, my parents weren’t home, so I didn’t have to worry about any uncomfortable questions.
We plodded our way through the kitchen and out onto the back patio.
My dog, Rufus, wagged his tail at us as we walked by, then went back to sleeping on the couch. There was a tall wooden fence along the perimeter of our property, separating it from the neighbors, but one board was loose because Rufus enjoyed sneaking into the neighbor’s pool much like I was about to do. We pushed the board to the side and ducked our way through, entering my neighbor’s yard amongst some of his tall bushes.
He had a great house. It was basically brand new, heavily remodeled after he bought it from the previous owner. It was large and had lots of windows with a very boxy, geometric feel to it. It was the type of house you see in every modern home catalog. His pool was completely redone too, with an attached hot tub that poured into the actual pool like a waterfall. It was well lit and well-tended to. We crept along the fence, using his tall bushes to hide until we were closer to the pool. I turned around and looked at Jasmine and Courtney. They both looked more nervous than I was.
“You ready?” Courtney asked. In response, I unraveled my towel and handed it to her. The air was cool on my naked body, exhilaratingly so. Both of my friends covered their mouths in surprise and did their best to stay quiet. They were shocked I was about to go through with it.
“If you two don’t do my dares, I’ll kill you both,” I said with a stern finger. Then they watched in awe as I stepped out from the cover of the bushes and made my way over to the pool. I jogged to move faster, and was reminded of my exceptional bust as my breasts bounced, unsupported by any bra. I reached up and grabbed them, one in each hand, to steady the bouncing.
A motion-sensing light switched on as I crossed the yard and put my feet at the edge of the pool. I looked over, startled that the light came on, but realized I wasn’t in any danger of being caught. I looked down the length of the pool and thought the fastest, most discrete way to swim the length of it and get back was to dive and spend as much time underwater as I could. I let go of my breasts, put my hands together, and did the best dive I could to minimize splash.
Just as I was about to hit the water, I thought I heard my name, but it was too late. My dive was clean, and I felt like it made barely any noise, which I was proud of. Thankfully, the water was warm. Heavenly, in fact. I held my breath and kicked with my legs, using my arms to help propel myself to the other side of the pool while staying under water so I could stay as hidden as possible for as long as possible. It was surprising how good it felt. Obviously I’d swam in pools before, but never naked. Feeling the water flow passed my body with no fabric felt different somehow, in a way I can’t describe. Maybe it was just the satisfaction of going through with the dare or the excitement of doing something naughty for once in my life.
My hands touched the opposite side of the pool. I was almost out of air, but I turned around underwater anyway and pushed myself off the wall with my legs. I got a few more strokes in before I came up to the surface. Smiling big, triumphant, I surfaced and took in some air. My hair clumped over my face so I used both hands to collect it and push it behind my ears before clearing the water from my eyes. I looked over at the bushes, expecting to see Courtney and Jasmine shaking their heads in disbelief at me.
They were gone.
I looked around and noticed a light was on in the house. Through the big windows, I saw my neighbor putting down his keys on the kitchen table as he unbuttoned his shirt. “Oh, shit!” I whispered, quickly swimming to the edge of the pool closest to the house so I could hopefully hide behind the raised hot tub area. As I reached the edge of the hot tub, I saw my neighbor glance out toward me. I ducked my head under the little waterfall created by the hot tub and lowered myself so that just the top of my head and to my nose was sticking out of the water. A moment later, I heard one of his massive sliding glass doors open.
“Hello?” he said. I looked around, trying to think of an escape plan. “Is anybody out here?”
A series of ripples displacing the water from when I dove no doubt looked suspicious. I glanced over to where I had dove into the pool and saw that though my dive was pretty good, I splashed water onto the pool deck that he easily could have seen.
“Rufus, did you sneak in again?” he asked in good humor. I heard his dress shoes clicking on the concrete toward me. If he walked over and looked in the pool he would no doubt see me naked and I’d have a bunch of questions to answer. I had to think fast.
“It’s just me Mr. Chapman,” I said, poking my head above the edge of the pool and sticking my arms out so that my elbows rested on the pool deck. I pressed the rest of my body against the wall of the pool, keeping it hidden from view even if he were to come closer. My plan was to try and convince him to leave so I could sneak out before he knew I was naked, and then never speak of this again. He stopped maybe fifteen feet away. His eyes bulged in surprise as he saw me. “You’re that girl next door. Hailey, right?” he asked.
“That’s me!” I said, trying to act as normal as possible. I looked him up and down. He was tall, over six feet, and very dark-skinned. He had a tight fade and a well-kept goatee. His dress shirt was unbuttoned and showed the white tee shirt underneath, the fabric of which was strained around his torso. That was because of his brawny chest and shoulders from lifting weights regularly, a habit I knew he had because I watched him do it from my window occasionally. Like many black men, he had features chiseled from marble. High cheekbones, a strong jaw, and piercing blue eyes that made him look like a darker-skinned version of the guy on Almost Human.
“Uhh, what are you doing here?” he asked.
“Just taking a dip,” I said, still trying to sound normal.
“Are you aware that’s trespassing?” he said. He didn’t sound upset, but rather confused.
“I, uh… wanted to see what Rufus was so crazy about. Your pool is lovely,” I said.
“Thanks, but I kinda want to go to bed. I had a long day. Let me help you out so you can go home,” he said, taking a few steps toward me.
“No!” I said, pushing my hands out to make him stop. “I, uh… I can let myself out, why don’t you go to bed?” I said.
He continued forward. “It’s no trouble, I’m just tired.” He held out his hand to help me out of the pool and stepped up to the edge, looking down at me. “Oh my,” he said as he stared down at my pale, naked body in the water. All he could see was my back and probably my booty, but he certainly could tell I had no suit on. “Ah shit,” he laughed, covering his face in embarrassment and turning away from me.
“Sorry,” I said, turning bright red. I didn’t know what else to say.
“Why are you naked in my pool?” he asked, his back facing me.
“I sorta did it on a dare because I didn’t think you were home,” I admitted. I was deeply embarrassed, but he was being polite about the situation, which somehow helped.
“I just got home,” he said, still shaking his head.
“Yup. I see that,” I replied.
We both started laughing.
“Well, this is a first for me,” he said.
“Me too!” I laughed.
He took off his blue button-up shirt and tossed it to the edge of the pool, averting his eyes. “Put that on and let’s get you inside,” he said.
I looked at his shirt, which would easily be big enough to cover all the important parts, but it would be soaking wet after.
“If you wanna run inside and get me a towel that’s fine, I can wait,” I said.
“Nah, don’t worry about the shirt, just cover yourself up,” he said. I looked back toward the bushes to see if my friends were there.
They weren’t. I moved over a few feet so that the water running off my body when I got out wouldn’t immediately soak his shirt, then climbed out of the pool. He still had his back to me, so I took the opportunity to try and wipe some of the water off with my hands and wring out my hair before I bent over and picked up his shirt. I slipped my arm into one side and wrapped it around my body to slip my other arm in, then looked forward.
“You all good?” he asked.
“Yeah, thanks. Listen, I don’t want to take up any more of your time, I can just leave and return your shirt in the morning,” I said.
“Nah, don’t be silly. Let me make you a cup of coffee or something,” he said.
“I couldn’t.”
“I insist. If you and Rufus are gonna be using my pool, I should at least get to know you a bit.”
I was surprised at how cool he was being about all of this. It was a ridiculous situation, to be sure. Maybe he was extremely amused by the whole ordeal. Maybe he liked the fact that I was so vulnerable. I had never really talked to him before, just watched him work out and admired his body like a creeper. Getting to know him, even under such strange circumstances, might be fun.
“All right, if you insist,” I said, following him inside. As we walked toward his house I realized that the large glass doors reflected the pool area with astounding clarity. I wondered if he had gotten an eyeful while I was wiping water off myself. If he had, oh well, there was nothing I could do about it now. The inside of his house was as beautiful as the outside.
Because of the large glass windows, I had a good idea of what his kitchen looked like since I could see some of it from my bedroom window, but his living room was just as large and opulent. He had a large black leather couch and a glass coffee table. Interesting cityscape photography adorned his walls, lit up by a crystal chandelier above the foyer area, and recessed lighting along the ceiling. Music played from hidden speakers and a giant TV dominated one wall. Total bachelor pad.
I stood in the kitchen, drip drying and soaking his blue shirt as he pulled one of those single-serve coffee containers out of a drawer and put it into his Keurig machine. “How do you take it?” he asked.
“Black,” I said. He paused for a moment, then continued making my coffee.
“What about you?” I asked, more to make conversation than anything.
“Extra cream, extra sugar,” he said. “You can go sit down if you want.”
I considered protesting. I didn’t want to get his nice furniture wet, but he obviously didn’t care. I walked into his living room and sat down on the big leather couch. It squeaked as I got comfy. By now, water had soaked through his shirt pretty thoroughly and it clung to my curvy frame. While standing, his shirt was long enough to cover passed my booty, but as I sat down it didn’t quite make it. Sitting down and crossing my legs covered my bits, but my bare, milky thighs were exposed. I’d make due.
“Bit of a thrill-seeker, huh?” he asked from the kitchen.
“I’m really not. This is very out of character for me.”
He came out into the living room a few minutes later with two mugs of coffee. He handed me mine, and I took it, blowing on the top to cool it off. He sat in a black leather lazy boy across from me.
“So do you skinny-dip at night because otherwise, you’ll burn?” he asked, a coy smirk on his face.
As a natural redhead, my skin was beyond fair. I was white as snow except for the few freckles dusting my cheeks and shoulders. I let out a snort as he said it. “I swear I’ve never skinny-dipped before. Tonight was a fluke and has obviously gone horribly wrong,” I said.
“How come?” he asked.
“Because my neighbor caught me naked in his pool?” I said with an awkward chuckle, taking a sip of my coffee. It was the darkest, richest coffee I’d ever tasted. Delectable.
“No, I mean how come you’ve never been skinny-dipping before?”
He looked me in the eyes as if nothing were out of the ordinary. I looked away, still embarrassed by the situation. “I dunno, I’ve just never been that adventurous. My friends always make fun of me and I kinda just wanted to shut them up, so I decided I’d try it. The fear of getting caught is the exact reason I never do stuff like this, and now look where I am. Why? How many times have you been skinny-dipping?” I asked, trying to put him in the hot seat a little.
“Plenty of times,” he said, sitting back in his chair.
“Plenty of times? Really?” I asked.
“Yeah. Where I grew up we had a lake. A bunch of us would go out there in the middle of the night sometimes. I loved it,” he said.
“How come you don’t skinny-dip any more?” I asked, sipping my coffee.
“How do you know I don’t?” he said with a smirk. For some reason that flustered me. My heart was thumping fast, and those butterflies were back. How could he be so cool and collected in a situation like this? Maybe because he wasn’t mostly naked. “Do you mind if I change into my PJs? I’m sick of this suit,” he said, putting his coffee on the glass table between us and getting up from his chair.
“It’s your house, get comfy.”
I watched as he walked away, and I’m not ashamed to admit I stared at his butt until it was out of sight. The way the fabric of his slacks tugged around it was mesmerizing. Not because his slacks were too small, but because his butt was so muscular.
Get a hold of yourself! I thought. He caught you trespassing in his backyard, and you just told him you’re not very adventurous. He’s not going to be interested in you. He’s probably dating two or three different supermodels right now, he doesn’t want a petite, curvy white girl like you. Besides, you have basically no experience. You would only embarrass yourself. I heard his footsteps come down the stairs a few minutes later.
“I’ve seen you watching me work out you know,” he said. My heartbeat quickened again.
“I mean, I’ve seen you out there from time to time but I don’t watch you,” I said.
“It’s OK, I don’t mind. I’m flattered actually, I’m not calling you out. If you ever wanna work out sometime you just have to ask,” he said. For some reason, thinking of his brawny body working out, lifting those weights out in the sun, I considered some other workouts we might have together. Then when he rounded the corner of the couch, I had another mini heart attack. He was naked except for a pair of tight gray boxer briefs that outlined what looked like three pairs of socks smooshed down his thigh.
“I’ll keep that in mind,” I said, sipping my coffee again to keep myself busy, trying not to look at his crotch.
“What’s the matter?” he asked, sensing my tension.
“Nothing.”
“C’mon, tell me,” he insisted.
“Nothing, I’m just surprised how… comfy you are,” I said. He laughed.
“I hate wearing pants, so this is usually what I wear around the house. I figured given the circumstances it might make you more comfortable if we were, y’know, even,” he said.
“And stuffing your briefs was supposed to make me laugh? Be an ice breaker?” I asked. I must have looked like a strawberry to him with my red hair and my blushing cheeks.
“What do you mean?” he asked, taking his coffee from the table between us.
“Don’t play coy, it’s not like you didn’t want me to notice,” I said, still averting my eyes. He looked down between his legs and let out a loud belly laugh.
“No, that’s just me. I forget about it sometimes, sorry,” he said.
I rolled my eyes. “Don’t think I’m that naïve.”
“I assure you, I don’t.”
I looked him straight in the eyes. “You’re trying to tell me that that is 100% natural?” I asked, pointing to the anaconda hiding under his boxer briefs.
“Sure am,” he said. I still wasn’t buying it.
“You must have girls lined up around the block waiting for it then.”
“Nope. A lot want to see it when they find out, but few will let it go anywhere near them. Too intimidated,” he said, sipping his coffee. I kept looking him in the eye, trying to find a crack in his armor.
“So someone finds out, they want to see it, you show it to them, and then what? They tell you to put it away?” I asked.
“Pretty much,” he said.
“And you’re totally fine with it?”
“Hell no, I’ve been left blue so many times. It’s more of a curse than a blessing.”
I let out a little laugh at the thought of an Adonis-like him being left with blue balls. “So you just let them go?” I asked.
“Well, I’m not gonna force anyone. And if I don’t show it off to any woman brave enough to see it, there’s no chance I’ll have it tended to, so… I take my chances and hope it all works out.”
I thought about this for a moment, still staring him in the eyes to try to make him break. Were women really intimidated by his size, or was this a line he fed to make them want it more? I had to admit it intimidated me. My experience with dicks was pretty limited, but that was easily the largest I had ever seen. If it was even real.
He seemed to be shooting straight though, and his honesty was only making more curious. Curious to see if he was bluffing, and curious if I could handle such a monster. I took a deep breath and another sip of coffee. There wasn’t much left in the mug, so I downed the rest of it like a shot. Then I put the mug down on the table between us and looked him in the eyes again, gathering up my courage.
“Can I see it?” I asked feeling both brave and foolish at the same time. He smiled.
“Are you sure?” he asked.
I nodded.
He paused for a moment, as if giving me a chance to back out. Then he used one hand to lift the band of his boxer briefs and the other to manhandle himself out into fresh air, where he rested the whole kit and caboodle over his waistband for me to see. I let out a breath and covered my mouth in surprise. It was real. 100% black Angus, USDA choice. My eyes widened, and I stared at it for what felt like a long time.
“Told you,” he said after a while. My eyes traced over the thick veins from base to tip. I looked at his large balls pushed to either side and acting like a pillow for his shaft. I felt my face and chest flush with warmth and thought I probably looked mortified and embarrassed, because I was, but also desperately curious.
“Wanna touch it?” he asked. He seemed much more calm than I was. He was probably used to reactions like this, maybe even amused by it. I’m sure it added to his confidence. Or maybe his confidence was his way of making his dick less scary to potential suitors. I had never seen anything like it before. I had given precisely two hand jobs in my life and one failed blowjob. Failed because his brother walked in, not because I was bad at it.
My nerves always got the best of me in situations like this, and I often became so self-conscious it was hard for me to enjoy things. Looking at his monster of a cock I wondered what it was capable of, if that was its full size or if it could somehow grow larger. As far as I knew, a man like this was extremely rare and kind of a freak of nature. I probably wouldn’t have an opportunity like this again.
“Yes,” I nodded.
He stood up and walked over to me, his heavy cock swinging like a pendulum over his waistband. He stopped a little less than an arm's length away from me and waited. He was so tall that his hips were almost perfectly at my head level when I sat up. I looked at his cock in greater detail now that it was up close. It had fabric creases on it like when you’ve been sitting on a seam in your pants for too long. I thought how uncomfortable it must be for him to have to contain that thing in dress slacks every day. Then I thought about how uncomfortable it must have been for any woman he’d been with to try to take his length. And girth.
I looked up into his eyes from my seated position, as if asking for permission once more. He nodded down at me. I looked down to his cock again and lifted my hand to touch it. First, I cradled his large, heavy balls. They were each about the size of a kiwi and my milky white hands contrasted sharply against them. I squeezed them a little, pulling softly and lifting to get a sense of their weight.
They were heavy.
While holding his balls, the tip of his penis could almost rest in the crook of my elbow, meaning, even soft, he was about the length of my forearm. His shaft was about the width of my wrist. I prayed for all his prior girlfriends that he was a shower instead of a grower.
Even then, he was insanely hung.
“What do you think?” he asked as my other hand lifted his cock from the tip, watching his shaft dip down from the weight.
“I think you’ve got quite the dick here, Mr. Chapman,” I said, still holding it and examining the monstrous thing curiously, like it were some detailed relic in a museum. This time he paused as if weighing something in his head. I realized he was gathering courage, much like I had recently. I gently pulled his tip toward me, measuring its true length.
“Think you could handle it, miss Hailey?” he asked.
I looked up at him, his dick in both my hands. The short answer was no. I didn’t have a cherry to pop, but I was still basically a virgin. A cock like his would leave me walking funny for days. I didn’t know the first thing about pleasuring a man apart from what I’d seen in porn, and I was smart enough to know not everything you see in porn works or is fun in real life. To have a cock like this as my first time was like vagina suicide.
Then I thought about how much Jasmine and Courtney would make fun of me if I chickened out on an opportunity like this. I thought about all the women he’d met over the years who got one look at the thing I held in my hands and went running for the hills, leaving poor Mr. Chapman with a hell of an arm workout to end the night satisfied. They say when life gives you lemons you make lemonade. Well, life had given me vanilla ice cream and chocolate sauce and I was going to make the best damn chocolate shake the world had ever seen.
“Only one way to find out,” I said.
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