Designated Wench
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Designated Pool Boy free porn video
I liked my sister, Connie, even if I didn’t really know her. I was the “surprise” of the family, born twelve years after her. When I was starting elementary, she was off to college; as I was entering my teen years, she was married. I dare say I wouldn’t have known her at all if she and her husband had not decided to stay at the Beach. Of course, she married up, so they lived at the North End. But we still got together for the holidays and she came by to visit with Mom and Dad several times a month. If I happened to be around, she referred to me as “Baby Boy.” It irked me, but not now, not this summer. In April, for my birthday, I had gotten my first car. It was a $200 beater, but nothing, not even a teasing sister, would destroy the joy of freedom granted by that DMV plastic card and a set of wheels.
It was late June, school had been out a couple of weeks, and I was enjoying being able to pretty much come and go as I pleased. Oh, I had to be home by a certain time, and I had a few chores at home and jobs around the neighborhood to earn gas money; but beyond that, I was off all the time.
Connie was visiting with Mom when I came into the house. “Hey, Baby Boy,” she said. “How would you like to do your sis a favor?”
“Maybe,” I said. “What do you need?”
“Pete and I have decided to take the kids to visit his parents over the 4th and we need someone to take care of the house.”
I stopped in my tracks. A smile crossed my face as the wheels in my head turned. Party!
“I know what you’re thinking,” Mom chimed in, “and no, you won’t be staying there. You’ll still have the same curfew.”
“We just need someone to look in on things and clean the pool once or twice while we’re gone,” Connie added.
I never really understood why anyone needed a pool when they lived a couple of blocks off the ocean. How much fun could it be, floating in chlorine when you have salt, sand and surf just across Atlantic Avenue?
“Maybe,” I said.
“You can do it out of the goodness of your heart, Baby Boy, or we can give you $50.”
“He’ll do it for free,” Mom said. Her promise on my behalf brought a groan from me.
Connie looked at me and winked. “We’ll make sure everyone is happy.”
She handed me a couple of keys. “The big one,” she explained, “is to the house. We’re taking off tomorrow, so if you could just go by every morning, give the house a quick walkthrough, make sure everything’s okay. You never know about some of these tourists. The small key is to the shed; the pool supplies are in there. Maybe skim it on Wednesday and vacuum and everything on Saturday. It shouldn’t take long; just one of those chores to keep it from turning green and gunky. We’ll be back by Tuesday next week. Think you can handle being a designated pool boy, Baby Boy?”
“No sweat, Old Girl,” I shot back. Her mock frown quickly became a smile.
Connie was right; it didn’t take long. Each morning of the week, I drove to their house, walked through it, making sure there were no break-ins or broken pipes. Wednesday, I skimmed the surface of the pool. If this was what a pool boy does, I thought I might change vocations. And then off to the beach or a buddy’s house. It was a great summer.
Saturday morning was a bit breezy. The sun was bright and warm, but some front had settled in off the coast. I stopped to check the surf on my way to Connie’s place. The waves were coming in, in rapid succession, the crests white froth. The tourists could enjoy a day in the sun, but the lifeguards would probably keep them out of the water.
When I had completed my pool tasks, I was hot and sweaty, the humidity and sun combining to do their worst. I recalled the ocean conditions and the fact that I could not be cooling off in the sea-water. So, I thought, this is why you have a pool at the beach.
It was then that my hormone-laden thinking kicked in. Skinny dip. I looked around. The pool area was shielded from any neighbors’ view by a fence and trees. I wondered if Connie and Peter ever skinny dipped. Who knew; and who would know? I slipped out of my t-shirt and shorts and jumped into the water.
My skin reacted instantly to the cool water, erupting in goosebumps. Likewise, my penis and testicles responded, both seeming to pull back into my body to escape the cold. But it felt great to be naked outdoors, the sun and breeze and water the only things touching my body. I rolled over, floating on my back, my private parts fully exposed. Yep, I thought, I could be a nudist, no problem.
It was because I was on my back, water filling my ears, that I didn’t hear the gate to the backyard open and close. It was only at the last minute that I heard the laughing of strangers coming along the side of the house to the pool. When I did hear, it was too late for me to exit the water and grab my clothes. Instead, I rushed to the side, clutching the concrete edging, hiding my nudity below the water level.
Three girls turned the corner and stopped, staring at me. From my watery hideout, I stared back. They were my age or thereabouts, wearing shorts and tees, carrying towels. All three had long, straight brown hair of varying shades. Although none were “cheerleader quality,” they were all three attractive.
“Who are you?” the girl in the lead asked.
“Who are you?” I shot back. And for emphasis, added, “And what the hell are you doing here?”
Lead Girl answered, “I’m a friend of the Stillman’s. I babysit their kids and they said we could use their pool. So who are you and what the hell are you doing here?” She stressed “hell” and “you.”
“I’m Connie’s brother, and she asked me to come by and clean her pool.”
“Oh,” she replied, a sense of calm returning to her voice. She went on, “The beach is terrible for swimming today, so we thought we’d come by the pool. Is everything ready?”
“Yeah,” I said, “I just finished.”
“Great. Do you mind if we swam a bit?”
“Not at all. Just give me a minute. Could you please hand me my trunks?” With a jerk of my head, I motioned towards the clothes lying on the nearby lawn chair.
All three girls turned to the wad of fabric and started to laugh.
Lead Girl stepped to the chair and lifted up my shorts, holding them at arm’s length between thumb and forefinger. “And do you often clean a pool without any clothes on?”
“I just finished and was cooling off. I didn’t want to drive home with wet shorts,” I explained.
“Oh, okay, then. I guess you’re not a pervert. What’s your name?”
“Joe,” I said.
“What school do you go to?”
“First Colonial.”
“I’m Lisa. This is Linda and Debbie. We go to Bayside.”
“That’s great. Now would you please give me my trunks?”
“Let me think about this,” Lisa said, a smile coming to her lips. “If I don’t give you your shorts, you have to stay in the water or come and get them yourself. Either way, we could see your cock.” Linda and Debbie laughed.
My jaw dropped and for a moment I was left speechless. I had never heard a girl use the word “cock.” All I could say was “Umm!”
Lisa turned to her friends. “Would you like to see a boy's cock?”
“I’ve seen a … cock … before,” one of the other girls said.
“Really, Debbie?” Lisa said with a roll of her eyes. “You can’t even say the word; I doubt you’ve actually seen one!”
Turning to her other friend, she asked, “How about you, Linda; have you seen a cock before?”
Linda blushed and with lowered head said, “No, not really.”
“Well, this is your chance, ladies -- to see a real cock up close and personal. It’s not like we’ll be running into him every day in school.”
She turned to me and, in sing-song fashion, taunted me, “Here you go, Joe. If you want them, you’re going to have to come and get them. You’re going to have to show us your little pecker.”
The girls’ conversation had given me a chance to regain my composure. Knowing that two of them were virgins, and the other wasn’t, gave me a bit of courage.
“Look,” I said to Lisa. “I’ll come and get them, but you have to do something first. You’re going to see me naked, so you have to get naked too.”
“All of us?” asked Linda, panic in her voice.
“No,” I said. “Just you, Lisa.”
It was her turn to be flabbergasted.
“Come on,” I said. “You see me naked; I see you naked. It’s only fair.” Then I added, “And it’s not like we’ll be running into each other in the hallway.”
She turned back to her friends. Linda remained nonplussed while Debbie nodded and said, “Go ahead. We’ve seen you naked. It’s no big deal.”
“What do you say, Linda? Should I?” Lisa asked.
It was mumbled, but I heard her reply, “Sure. Go ahead.”
Lisa turned back to me. “Okay, come and get them, and I’ll strip.”
I shook my head. “No. You’ve got my shorts already. You have to get naked before I come out of the water. And I can stay here all day.”
She took a deep breath. “Okay. Here goes.”
Lisa dropped my shorts to the ground. She pulled off her tee-shirt, unbuttoned and dropped her shorts. Beneath her clothes, she was wearing a bright yellow two-piece.
“All the way,” I said, a bit of sing-song in my voice.
She hesitated and for a moment I thought she wouldn’t go any further. So I hit her with the clincher. In my most serious tone, I said, “Go ahead. I dare you!”
Lisa clenched her teeth and with her eyes fixed fiercely on me, reached behind her back and undid the clasp that held on her top. As it fell from her shoulders in one smooth motion, she grabbed the sides of her bikini bottom and pulled them down to her feet. She left all on the ground as she stood erect, completely nude before me.
I scanned her body, down from her defiant eyes and set jaw, across her breasts - firm and taut, capped by pink nipples - over her flat stomach, to the trimmed pubic hair between her legs. From my lower perspective, I could see the dark slit that evenly divided her bush.
Any effect that the cool water was having on my genitals was immediately dispelled. My cock hardened and stood out stiffly from my body.
“Okay,” she said, “now show us what you’ve got!”
The girls followed as I moved to the steps at the shallow end of the pool. The water line was just below my navel. As I rose on the first step, the top of my pubic hair showed, and on the second step, my stiff cock was visible. As I stepped out of the pool, freed from the dampening effect of the water, it bobbed up and down, pointing straight ahead.
Linda and Debbie gasped, their eyes widening. Ever defiant, Lisa commented, “Not bad.”
Somehow, I thought it would be different. I thought I’d be embarrassed by girls looking at my naked body, especially if two were still clothed. But there was a sense of exhilaration, a feeling of pride, knowing that these girls wanted to see me. And there was a sense of power, knowing that one had been willing to strip off her clothes to see my erection.
The two girls came closer, to within a yard of me, never taking their eyes off my member. “Can I touch it?” asked Debbie.
“Sure,” I said, “if…”
“If?”
“If you take off your clothes?”
There was only a moment’s hesitation. “Okay,” she said. Stepping back, she quickly removed her shirt and shorts and the flowered two-piece she was wearing. Her tits were about the same size as Lisa’s, but her nipples were flatter and darker. The darkened areola stood out on the white skin of her breasts. Likewise, the whiteness of the skin below her navel seemed to make her pussy darker than the hair on her head.
“Now?” she asked. I nodded.
She reached out her hand and laid it on my cock. It gave way to her gentle touch. “It’s so hot!” she said. “And smooth.” She pulled her hand back, and then ran her index finger over its length, rising at the ridge of the glans. “This is different,” she said.
“I’m not circumcised,” I said.
Her “Oh” response did not reveal understanding.
“Do you want to see a rose?” I asked with a chuckle.
Again, she seemed confused,
“Here,” I said as I wrapped my hand around my cock and pulled the skin forward. The foreskin bunched together at the tip of my penis, giving the appearance of a flower. I noticed that Lisa had moved closer to see.
Debbie poked at the flower and laughed. “Come on, Linda,” she said. “You’ve got to touch this.”
“Yeah,” Lisa added. “We’re all naked. You don’t want to be the odd-ball, do you?”
Peer pressure won out and now Linda disrobed. She was a bit softer in her curves than Lisa and Debbie, and her boobs were larger and rounded. Instead of a bikini, she wore a solid-colored one-piece, which she shyly removed.
She had paid the price, and now she wanted her reward. Linda reached out and wrapped her hand around my cock. But she wanted more. She released me and reached under to grip my testicles. The warmth of the air had caused them to heat up and drop, my ball-sack hanging loose between my legs. I heard her say in a whisper, “Oh yeah.”
It was Lisa who broke our concentration. “Last one in's a rotten egg!” She jumped into the pool. In a moment, we were all splashing about.
As one would swim by, she would reach out to touch me, and I, too, reached out to feel a boob or a bush or just the soft skin of one of the girls. They had no objections as they swam closer to me, even slowing to accept my touch.
Half an hour had passed. I asked, “Who would like a beer?” In my check of the house, I had also checked out the refrigerator to find a case cooling there; I might have to do some explaining to Connie and Peter later, but it would be worth it!
Surprised by my offer, they all nodded and said, “Sure.”
I climbed from the pool, giving the girls a good view of my backside.
When I returned all three were on the deck, sunning themselves. Debbie and Linda were lying on towels on the concrete apron of the pool; Lisa was in one of the long chairs. Before I handed out the cans of beer, I paused to look at the naked females before me. With a smile, I thought, Can it get any better than this?
My contemplation came to screeching halt when Debbie laughed, “Whoa, Joe. What happened?” She pointed to my flaccid penis.
Snappy comeback! I thought. I need a snappy comeback.
“It takes too much energy,” I said, “to keep it up all the time. I let it rest until I’m ready to get some action.” Yeah, That sounds good.
“Oh,” said Lisa, “you think you’re going to get some action?”
Thankfully my hormones kicked in and the mere thought of some action caused my penis to start its ascent.
“He must,” said Debbie. “Look at it go.”
I stopped sprouting at about fifty percent. It was semi-hard and hanging forty-five degrees below horizontal.
“Looks like he needs a little help,” Lisa said. “Nothing gets my boyfriend as hard and fast as a blow job.” The girls gasped.
“You mean,” Linda started, incredulity in her voice, “putting it in your mouth?”
“I’m surprised at you, Linda. Knowing what a blow job is.” Linda blushed. “Why don’t you get Joe hard again? Go ahead and suck his cock.”
“Yeah,” Debbie added, “Suck it.”
No real need. The words “blow job” and “suck it” caused me to pop to full attention.
“I don’t think he needs it now,” said Linda.
“Then do it for fun,” Lisa ordered.
“Yeah,” said Debbie, “just do it.”
“We’ll all take turns, five minutes each. You go first,” Lisa said.
The assurance that the other girls would follow was enough to get Linda to say, “Okay. If we all take turns.”
Lisa rose from the lawn chair on which she was sitting. “Lay down here, Joe,” she instructed. I reclined, my cock sticking up as straight and solid as a ship’s mast. Lisa grabbed her towel and folded it into a cushion for Debbie’s knees.
I held my head up to see Linda kneel beside me. She leaned forward, took a deep breath, and put my cock into her mouth. I let out an involuntary moan, my eyes shutting and my head falling back.
“Five minutes,” Lisa said, “then it’s Debbie’s turn. And Joe,” she added looking down on me, “you had better not cum.”
I could tell that Linda was nervous, even more nervous than I. She never took in more than the tip of my penis. She had her hand wrapped around me, just below the glans, and would squeeze as she sucked. The sucking and stroking made me wonder if I could obey Lisa’s directive.
Whenever I jacked-off, it only took a few minutes and I didn’t think I could possibly take fifteen minutes of girls sucking me. I wrapped my fingers over my thumbs and squeezed. The pain in my thumb distracted from the sensation in my cock. I was going to make it, I hoped.
“Time’s up,” said Lisa.
Linda raised her head, her long dark hair swishing over my hips. “He tastes salty,” she said and licked her lips. “It wasn’t as bad as I thought.” Then she added, “Debbie’s turn to suck him.”
“I’ve changed my mind,” said Lisa. “We’re going to try something different. Debbie, how would you like to cum?”
“Do you mean, actually fuck him?”
“No, no. It’s something my boyfriend and I do when I’m having my period. It makes me cum every time.”
All three of us were anxious to see what she had in mind.
“Joe,” she said, “come over here.” She spread out a towel on the deck. “Lay down.” I complied.
“Debbie, you get on top of him. Spread your legs so your pussy is on his cock.” Debbie moved, awkwardly, to the prescribed position. My cock lay pressed against my lower abdomen up to my navel. Debbie wiggled her hips so that the top of her pussy lips were wrapped around me, like a hot dog in a bun. Most importantly, her sensitive nub was pressed against the underside of my cock.
“Now hump him.”
Debbie supported herself on straight arms, adding pressure on our pubic regions. She pushed and released, pushed and released. From my prone position, I watched her breasts; they were so firm they didn’t move at all. Soon she developed a rhythm. Her breathing became pants, her hot, sweet breath caressing my face. “Oh, God,” she said, “that feels so good.”
I looked over at Linda, who was now slowly rubbing the thatch of hair between her legs. Glancing at Lisa, I saw her smile.
There was no danger of my climaxing at this point. Debbie’s pubic hair was like a scouring pad against my cock. The pressure of her body kept my erection, but the scratching created the distraction that kept me from coming.
Suddenly Debbie hit me with three hard thrusts of her pelvis. She lifted her head and shouted, “Oh, shit!” I could feel her body shiver, and then she collapsed, her breasts pressing on my chest. We lay there a full minute, body to body, cheek to cheek. Her breathing went from gasps, to slow inhales and exhales. Each exhale was accompanied by an “Oh!”
“And now for the main event,” Lisa said like the ringmaster at a three-ring circus. “You girls sit over there. We’re going to see what Joe’s got.”
Debbie and Linda spread towels and sat to my left. They sat cross-legged, exposing their pussies to the air and my view. Linda’s slit was still hidden behind her pubic hairs, but I saw that Debbie’s was swollen from banging on me. Her pink, inner lips were clearly visible, poking through the dark brown hair.
My attention returned to Lisa as she grasped my cock. She bent over and spit on it, her saliva becoming a soothing balm on the worn underside. She began to work her hand up and down, the outer skin of my cock sliding over the stiff, hard core. With a devilish giggle, she asked, “How long do you think he’ll last?” The other two laughed as well.
Lisa began a full-on milking of my cock. She held me with her thumb and forefinger at the base, encircling my shaft. While the other fingers were loose, she tightened the “O” as she pulled up. It was if she was pumping all my blood into the head of my cock. Of all the times I had jacked-off, never had I been so big, hard, and hot.
My breath became ragged, and the muscles of my back tightened, forming an arch off the concrete. “He’s cumming,” said Debbie.
“Let it cum, Baby,” said Lisa. “Let it cum.”
Now when I would masturbate at home, in the family bathroom, I made certain that I kept it quiet. But now, outside by the pool, surrounded by girls who were eager to see me shoot my load, I broke out in a deep-throated laugh as my fluids shot from my penis, into the air, and down onto my stomach and chest. My balls pulled into my body as if trying to squeeze the last bit of cum into the air. Once, twice, three times I thrust my hips up with each ejaculatory spasm.
I lay flat on the pool deck, catching my breath, my heart rate returning to normal.
“That’s what cum looks like?” asked Linda.
“Go ahead and touch it,” said Lisa. “Taste it.”
After Lisa’s lead, each of the girls dipped their finger into the pearly-white cream on my torso. They drew little circles of cum across my body. Then I heard, “L … I … S … A,” as she signed her work.
I looked up as Lisa held her finger up, my cum on its tip. “A toast,” she said, “to boys and to their cum.” Debbie and Linda touched fingers with her and then, all three inserted their fingers into their mouths.
“It doesn’t look like Joe has any more,” Debbie laughed as she flipped my limp cock.
“Maybe he will in a bit,” said Linda as she jiggled my balls.
“Last one in's a rotten egg,” said Lisa, rising and running to the pool. She did a cannonball into the deep end. Both girls rose and joined her. Finally, I staggered to my feet and jumped in. The water swept over me, washing the cum from my body, cooling my cock and balls. It felt so good.
We swam for a bit and then had a chicken fight, Linda on my shoulders, Debbie on Lisa’s. And when the sun reached its apex, Lisa announced it was time to go.
The girls exited the pool, dried off, put on first their swimming suits and then their shorts and shirts. I emerged from the water to say good-bye. Debbie and Linda waved as they started to the walkway by the side of the house. Lisa came to me, grabbed my soft cock, and kissed me on the cheek. “It was fun,” she said. She followed the other two.
Alone, I put on my clothes and straightened up the chairs and pool area. There were four unopened beers sitting there; I returned them to the fridge. When everything was in order, I headed off for home.
Connie and family returned on Tuesday and she came by to pick up the keys she had given me. “Everything go okay?” she asked.
“No problems,” I replied.
She handed me two twenties and a ten. “Thanks, Baby Boy. We appreciate it.”
As she was leaving I stopped her, “By the way,” I asked, “who’s your babysitter?”
Ofelia
- 04.02.2021
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