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Bailey, Our Baby-Sitter and a Friend

"Bailey was the type of teenager you couldn't ignore even if you wanted to . ."

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Bailey was our very outgoing, vivacious, high energy, family baby-sitter. How I managed to survive after she headed off to her freshman college semester, is beyond me, but somehow, I managed to readjust. I was a little depressed the first several weeks, as Bailey had upended me, unlike anyone else I had ever known.

When Bailey texted me that she was looking forward to being back home at the Christmas break, I became a little more upbeat about the upcoming holidays.

Bailey and I had developed a special relationship over the summer, just before she went off to college and we continued that special relationship through text messaging once she was at school. We didn’t really engage in anything very bad, through sexting, but she was always teasing me with naughty photos that would drive me crazy. The photos weren’t vulgar, but they were tauntingly naughty—mostly bikini shots and club shots.

One of the photos Bailey texted me was of herself and a college friend named Rachel who was equally as beautiful as Bailey, only with dark brown hair. The photo was taken in the dorm and showed Rachel planting a kiss on Bailey’s check.

She said that Rachel would be accompanying her home for the holidays and that she was looking forward to introducing me to her friend.

I was a little nervous, because I had no idea how much Bailey had shared with Rachel about our special relationship.

I was at work on a Thursday afternoon late, when Bailey texted me and asked me if I could pick her and Rachel up at the house of Bailey’s parents. I didn’t know she was back in town and the text came as a complete surprise.

I asked if we could plan something for another day, since I was at work. Bailey quickly texted back and asked, “What do you have in mind?”

The weather was great, and so I suggested that perhaps we spend some time at the lake.

“That’s cool,” she quickly texted back.

I quickly made arrangement with my boss to take the following Friday off. I had a great boss, so I wasn’t worried about taking the day off.

On Friday, I dressed as though I was going to work, planting a light kiss on my wife and happily jaunting out the door. I made the block and then pulled over a couple of houses down from where Bailey’s parents lived. I texted Bailey and told her I was parked two houses down from her house. She texted back and said that she and Rachel were on her way.

A few minutes later and the passenger side door to my truck opened. Bailey slid across the bench seat and Rachel slipped in beside her. Both were casually attired in cut-off blue jean shorts and tight little t-shirts. Bailey’s pink shirt was emblazoned with the word “SEXY” on it and Rachel’s black t-shirt read, “BABE”. Babe was an understatement identifier.

Bailey planted a light kiss on my cheek and slipped her hand on to my inner thigh.

“Its been a while,” Bailey declared as I headed down the street and made the corner.

“I missed you,” she declared, patting the inside of my thigh.

“I missed you too,” I replied, slapping my hand down on her bare thigh and squeezing it.

I cranked up the music and rolled down the windows.

It didn’t take long to get to the lake. On the way, I stopped off at a convenience store and loaded down an ice cooler with ice and some cokes, beer, some light snacks and a couple of bottles of wine.

I pulled down an asphalt road and towards the lake. As I pulled into a parking lot on a bluff that overlooked the lake, Bailey noted that it looked like we had the lake to ourselves. I pulled up to a picnic table that overlooked the lake.

I had a huge boom-box radio. I took and sat it out on a picnic table as Bailey and Rachel took up seats at the table, taking photos with their cell phones. I lugged the cooler from my pickup, over to the picnic table, then popped open three beers. It was close to eleven. I was feeling rather anxious, but after a little chat and some beers, I was beginning to feel a little more relaxed, as was Bailey and Rachel.

We chatted about school, their classes and life away from “Podunkville” all while I contemplated my next move. Rachel was cute, very cute, and in a very special way. I liked the way she smiled and laughed at my silliness. She was quick-witted and a perfect complement to Bailey.

“OK,” I pressed, looking at Rachel as she sat across the table from where Bailey and I sat next to each other. “Tell me about your party life and the guys.”

“There’s not much to tell,” Rachel replied matter-of-factly. "The guys are nice, but typical guys.”

“Typical?” I pressed. “Do tell.”

“All they want to do is drink and have sex,” Rachel answered.

“Yeah,” I replied, as I took a sip from my beer, “and drinking is so over-rated.”

“Yes, it is,” Rachel replied, holding up her beer and nodding her head in my direction.

“And the sex?” I pressed.

“Well,” Rachel replied, “Sex is sex.”

It really wasn’t the answer I had hoped for, but at least she was being honest. Rachel looked at Baily and then back at me and said,

“Bailey, says you’re really well-endowed.”

It was not a turn in the conversation I had expected. I glanced at Bailey who quickly turned a deep crimson red, as she covered her mouth with her hands in shock.

“Oh! My God Ray!” Bailey exclaimed as she looked back at her friend in horror.

“Well,” Rachel replied, “You did say it.”

“I know,” Bailey quickly shot back. “But Jesus fucking Christ, you don’t have to repeat everything I say!”

Rachel chuckled.

“She looks so cute when she is embarrassed,” Rachel noted. “I love to see her color change. She does the same thing whenever she orgasms.”

“Oh! MY! FUCKing GAWD!” Bailey shouted. “Stop!”

“Yes, she does,” I replied.

“Wait,” I said, “How do you know about her chameleon color changes?”

“Well,” Rachel quickly added, “I just do.”

“Oh, my Gawd!” Bailey shouted, covering her face with her hands as the redness flushed from her face.

I chuckled and told Bailey I liked the color changes.

“I hate you both,” Bailey declared, staring at Rachel from across the table.

“No, you don’t,” Rachel shot back, “You know you like it.”

“Please!” Bailey shot back. “Please. Please Puuulease”

The beer had done the job. The conversation had made a turn for the better and I liked where it was heading. I reached between Bailey’s legs, as she was seated right next to me. I squeezed her inner thigh.

“It’s OK,” I said, rubbing her leg. “We’re all adults and there’s nothing wrong with having a good time, between consenting adults.”

“Yeah,” Rachel shot back. “But this consenting adult wants to see proof of the endowment claim.”

I looked at Bailey. She shook her head back and forth, as she looked in my direction.

“This one is up to you,” Bailey replied. “But I will tell you that she’s not going to stop unless you show her.”

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I looked at Rachel and she sat with her arms folded across her chest, waiting on me to make a decision.

“If I show you,” I said, “You have to promise to not laugh.”

“I promise,” Rachel replied.

I stood up and unzipped my blue jeans and then pushed them down to reveal the rise that had formed in my boxer shorts. I rubbed my rapidly expanding cock through the cotton fabric of my boxer shorts. I then placed my hand on Bailey shoulder and stepped in closer so my crotch was practically right in her face.

“Bailey,” I said, “Do you want her to see it?”

“Its your call,” Bailey declared. “It’s your stick.”

“But it answers best to you,” I replied.

Bailey chuckled as she glanced at the bulge that had formed in the crotch of my boxer shorts, forming a good-sized tent. She reached over and gently felt for my tool through the fabric of my shorts. She looked at Rachel and told her the view was better, up close.

Rachel slipped around to the side of the picnic table where Bailey and I were situated. As Rachel sat down on one side of where I stood, next to Bailey, Bailey pulled my boxer shorts down, allowing my tool some freedom to breathe free. Precum already dripped from the tip end of my fully erect penis. Bailey leaned forward and kissed the tip end of my tool, lightly licking the precum from the end of my eight-inch circumcised tool with her wicked tongue as she held it up with her fingers. Then she looked over at Rachel.

“I love the taste,” Bailey declared, pointing my cock in Rachel’s direction. Rachel reached out and cupped my testicles in one hand and then took hold of my stick, to study it, running her slender fingers along the backside, teasing me, before she slipped my tool into her mouth. Bailey kissed my exposed hip.

I placed a hand on top of Rachel’s head as she worked my tool back and forth in her mouth, with Bailey watching. Then, Bailey took over while Rachel watched.

I knew I wasn’t going to be able to hold out forever and asked who wants to swallow some cum. Rachel was the first to answer. Bailey had no issues with allowing her friend to make me cum. My thighs quivered and I could tell I was about to explode. I turned and sat down on the picnic bench as Rachel buried her head in my lap, Bailey holding her long brown hair back. I closed my eyes and shot my load deep into Rachel’s mouth. She didn’t let a single drop go to waste.

Rachel was all smiles as the last of my load dribbled out of my stiff cock. Bailey leaned down and finished cleaning me of the remnants of my spillage.

“Oh my Gosh!” I declared. “Y’all are great!”

Rachel stood up and faced Bailey, taking her by the hand and pulling her into a standing position beside me. I watched as Rachel pressed her lips to Bailey’s lips and they eloped into a deeply passionate kiss.

Holy cow! Bailey’s hand found its way up under Rachel’s t-shirt and in the blink of an eye, both Rachel and Bailey were topless and pawing at each other like two uncontrolled nymphets. I pushed my cock back into place and I dug into the storage compartment behind the seat of my truck. I pulled out a blanket that I kept there for emergencies and I quickly spread it out in front of the truck between the truck and the picnic table.

Rachel and Bailey settled on to the blanket, stripping completely naked in front of me. I took up a seat on the ground, leaning against the front bumper of my truck and watched as they ravaged each other passionately.

It didn’t take much to get me hard again. Bailey spied the bulge growing in my crotch as Rachel buried her head between Bailey’s spread legs. Bailey motioned for me to join them. I slipped out of my tennis shoes and then slipped out of my trousers and my boxer shorts. I knelt beside Bailey and then straddled her chest, my stiff cock only inches from her face. She repositioned herself to take full advantage of the opportunity to once again attack my tool. Suddenly, I felt a hand massaging my testicles, and I realized Rachel had decided to join in the fun of teasing me. I quickly spun around and pulled her up into a standing position, which allowed to take full advantage of fingering her completely shaved pussy. This of course, led to some intense begging, as Rachel asked me to fuck her.

I looked at Bailey and she smiled.

“Fuck her,” Bailey instructed. Rachel fell on to her back and spread her legs, inviting me into her sweetness.

I drilled my cock deep into Rachel’s pussy. She was a tight fit at first, but then mother nature took its course and she let loose a torrent of pussy juices unlike anything I had ever seen or experienced. Bailey planted herself right over Rachel’s head as I worked myself in and out of Rachels sweet pussy. Rachel grabbed Bailey’s thighs and I could tell the moment she orgasmed, as Rachel’s entire body shook and trembled and she dug fingers her deep into Bailey’s thighs. Bailey leaned forward and we kissed, completing the triangle of lust.

I loaded Rachel up with my sperm, not even thinking to ask if she was on the pill. At that point, I didn’t really care. All I wanted to was to feel the pure joy of the release.

I have no idea how long the three of us were engaged and I lost track of the orgasms. One car pulled into the parking lot and then quickly left after only a few seconds. Other than brief scare, we had the entire park to ourselves for hours.

The beer was gone, along with one bottle of wine. All three of us were spent and hungry. It was close to four or five and I knew I had to go home.

As we dressed, I called Ally and asked if she was going out for the night. Friday night were her usual nights out.

“Actually,” Ally replied, “I’m taking the kids and going to see mom and dad. Can you meet me there?”

I told Ally that I wasn’t going to get off work for several more hours and asked if it would be OK to meet her at her mother and dads in the morning. She sounded disappointed, but understood the demands of my job.

“Love ya," she said into the phone.

“I love you too,” I replied before disconnecting.

Bailey looked at me and asked, “Do you love me too?”

“Of course, I do,” I replied.

Rachel asked, “What about me?”

“I love you too,” I replied.

“You better,” Rachel shot back. She looked at Bailey.

“I love you,” Rachel said, as she looked at her friend.

“I wub you too,” Bailey replied, slurring her words.

I laughed.

There was one more bottle of wine left in the cooler.

I pulled it out and asked, “Who wants a drink?”

“I do,” Bailey and Rachel both replied in unison.

I popped open the top and asked, “Who wants to fuck some more?”

“I do,” they both answered in unison.

“Well hell,” I replied. “I just got dressed.”

Bailey stepped over to where I stood in front of my pickup truck, holding on to the freshy opened wine bottle. She had on her black thong and her t-shirt and nothing else. She looped a lone finger into the front of my jeans and said,

“You can’t fuck with these on.”

She was right. She always was. It was one hell of a Friday at the lake.

 

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Written by CommunicationDirectr
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