Chapter 5

I was beginning to dread Saturday afternoons. That is when the guests would arrive, and that is when my parents would write the names of the guests that I was to "entertain" on the "Board" in their office. I was supposed to check the "Board" every Saturday afternoon, just prior to dinner, to see my assignment for the week and get the names and ages, etc. Sure as can be, when I checked the "Board" it said "Olivia (16), Morgan (12) - Josh 10-4 S-F."

Normally, my entertainment duties did not begin until Monday, and I considered Sunday as my day off, but this "Board" specifically said Sunday through Friday. I knew better that to complain. It was so completely different that I knew it could not be a mistake, and wondered what the parents were going to do on Sunday. When I went to knock on the door of their cabin Sunday morning, it opened as I approached and a young girl stood with her arms folded, almost defiantly, in the doorway.

"What do you want?" she asked, in a very bratty voice.

I rolled my eyes and gave quick consideration to just what kind of week I was expecting. Before I could answer, another girl called from within the cabin to her.

"Morgan, that is NO way to greet anyone. Quit being rude. You tell me that you want me to think of you as growing up, and then you act that way. Honestly!!"

The girl belonging to that voice appeared in the doorway. I was stunned. She had to be the most beautiful girl I had ever seen in person in my life. She certainly looked nothing like her sister, if that was who the little kid was. I mean, WOW!!!!!

"Hi, I'm Olivia and this is my sister, Morgan."

"Hello, I'm Josh. Welcome to our resort." They both came outside and we sat in some lounge chairs on their patio.

Morgan asked immediately, " What time does the pool open?"

"Ten o'clock. Anyway, part of my job here in the resort is to assist the children of our guests in planning whatever entertainment or activities they might enjoy during the week. Typically we talk through a week of plans and then I try to arrange or accommodate whatever is necessary to achieve those plans."

"We've looked through the booklet, Josh, and we think we have a pretty good plan already," Olivia replied. "The only problem is that some of the things that I want to do, Morgan doesn't, and vice versa. I don't think you can be in two places at once. If you're supposed to be the lifeguard at the pool, you can't hardly be guiding a hike to the mountains."

"That won't be a problem. My mom can always lifeguard in my absence. She has to on Wednesdays anyway, because that's my mowing day."

We went over their plan and the entire time, Morgan insisted on acting like a six year old. She wanted my attention, she insisted that someone else guide the hike so that I could life guard, and on and on about every day's activities. It didn't stop until I finally looked her straight in the eyes and said, "Look, Morgan. I am happy that you came to our resort, but I am not here to cause trouble or jealousy between you and your sister. If you are going to act like this every day, I will step back and ask some of my friends from town to come in and work for me. I don't wish to be a part of any one's unhappiness."

Olivia said that wouldn't be necessary and that Morgan would have an attitude adjustment as soon as her parents returned.

"Well, then, what would you like to do today?"

They both said horseback riding, which would have been great for me, since I don't have to stay at the stables. The only problem was that Olivia wanted to trail ride and Morgan wanted to learn about dressage. I made a quick call to the stables and confirmed that the person to teach that was working today, and we would be able to drop Morgan at the stables and then I could lead Olivia up a trail, possibly to a very private rest area. Thirty minutes later, we were on our way, with Morgan safely under the tutelage of the region's best horsewoman.

About fifteen minutes into our ride, I noticed Olivia beginning to adopt a different position in the saddle. She had been riding with her body bent slightly forward, but now she slowed and began to sit almost straight upright, as far back in the saddle as was possible. I knew immediately what had happened, and smiled to myself. Olivia had opted to wear jeans that she was almost poured into and that had a zipper in the front. As we were riding at speed in the beginning, she was forced to sit forward, and the saddle horn rubbed against the zipper, which rubbed against her pussy and clit, and she became very excited from the jostling in the saddle. Obviously she either could not take it any more, or she had an orgasm going up the trail, because she wanted a break and moved away from the tormenting saddle horn.

That's okay, I thought, because there will be more segments of our ride that are trotting and galloping than there are walking. By the time we break for lunch, her pants should have a big wet spot. I pulled up for a short break.

"Are you okay?" I asked innocently. "You seem to be in some discomfort."

She blushed, actually. "No, I'm fine. I guess I am just a little out of shape for riding."

I saw that indeed, the entire crotch of her jeans were a darker shade of blue than the legs were. I am such a gentleman, told myself, I am not going to say a word about that girl's wet pants.

When she said she was ready, I took off running again, and she stayed close behind. It was exhilarating to be sure, and the wind blowing through her hair and the excitement of the ride made her all the more beautiful to me. I decided we needed to stop sooner than later so I turned off the marked trail at the first private area that we approached. As luck would have it, it was the one spot that we would be able to trot up to instead of just picking our way through brush. I called a halt and immediately slipped out of my saddle to assist her as she dismounted. As she swung her leg over the horse, the smell of her sex was in my face. There was absolutely no mistaking that scent, and she was hot, there was no doubt about it. I just had to find a way to use this opportunity.

"Did you bring a blanket, or anything to lay on?" Not sit on, lay on, she had said.

"Yes, of course."

We made small talk for a few minutes. She told me they lived in Cleveland, Ohio, she was a sophomore in her high school, and was the head cheerleader of the sophomore squad.

I told her that she was the most beautiful girl I had ever met. That was the way our conversation went--completely disconnected.

"I love to read, especially history and novels about historic events."

"When you were riding, your hair was blowing behind you and fanning out. You looked like an angel."

"We have two dogs, cock-a-poos, and a cat named Nellie."

"Your figure is perfect."

"When I get home, I will get to take my driver's test. I can't wait. I am so tired of having to find rides."

"You are so beautiful, why aren't you a model full time?"

And so it went, our disconnected conversation, as if there were four of us there instead of just Olivia and me.

Finally she asked, "Are you even listening to anything I am saying?"

I responded quickly, "Have you heard anything I have said?" And then I leaned over and kissed her passionately on the her lips.

She tried to push me away, but I held my embrace and continued to just kiss her. Finally she stopped fighting me off that way, and I slid one hand to cover her breast. This time, she did not contest my hand, probably because as soon as I touched her nipple, it became hard. I slipped my hand under her top and flipped both it and her bra up above her breasts, freeing them, and availing them to my hand. My gentle caresses brought sighs and soft moans, but when I rubbed her just a little firmer, almost simulating roughness, her demeanor changed completely. Her breathing became panting, and her moans much louder. I dropped my hand to her jeans, unbuttoned the fly and pulled the zipper down, trailing my middle finger as I unzipped her, running it straight down the gap in her nether lips. She actually lifted her butt off the blanket and pushed her jeans and panties off for me.

I pushed my pants down to my knees and rolled in between hers. No point in delaying this, she was obviously ready. I looked down at her shaved pussy, held my cock in one hand, and pushed straight in. She was no virgin, that's for sure, and she threw her legs up around me, hooking them across my butt and pulling me further into her. She was wet. She was slippery, her cunt was pretty tight. I could smell her cunt juice and it smelled heavenly. I plowed in until our bodies met and then began my strokes, each time going full deep, and each time hearing her grunt when I hit bottom. After not more than a dozen thrusts, she was cumming, and cumming hard. Her nail's were raking my back. She threw her legs up and spread them as wide as they would go.

"Fuck me hard, Josh. Fuck me hard!"

I slammed my cock into her as hard as I could, and each time I did, I could feel the end of my cock hit the wall of her womb. She would grunt or make some other sound with each hit, and then encourage me to fuck her harder. I could feel my load building in my balls. Her head was tossing from side to side, her eyes almost looked wild, her pupils fully dilated. I couldn't hold back any longer and I slammed into her, blasting my cum in her cunt. She screamed a deafening scream and I felt her cunt walls contract on my cock. I blasted into her three more times and then held tightly in her.

I rolled off of her and we lay there, both of us panting and trying hard to regain our breath.

"I needed that," she said emphatically.

I was surprised by her openness. I knew that I had not been the first, but I didn't expect that kind of a comment. "I hope it was as good for you as it was for me. You are one helluva fuck."

"That damned saddle made me horney! I don't usually fuck guys an hour after I meet them--well, a couple times I did, but that damned horse. The saddle thing was rubbing me, and I almost came while we were riding."

"I noticed."

"Well, we're not done here, Buster. We're not stopping at one!"

Who was I to argue. We were still trying hard to breathe normally.

"How long has it been since you were with a guy?"

"The night before we left to come here, but I had to come home early, so we only did it once."

As long as she was being so open, I thought, what the hell. "How often do you fuck?"

"Pretty much every date now that I have settled on certain guys. Before, I wasn't so picky about who I went out with but now, I only go out with guys I think are hot. Couple times a week, I guess. What about you."

"I get my share, especially this summer with the guests, but I have to work a little harder at it than I did today."

"Maybe you should take them all riding."

"Good idea. How old were you the first time?"

"Almost twelve. I developed early. Had boobs in fourth grade. The summer after that, my neighbor and I went to the beach and he popped me there."

"How old was he?"

"Seventeen."

"Didn't it hurt pretty bad. You were pretty young."

"Yeah!! I didn't know what I was doing, and it hurt a lot. I could barely walk afterwards. But after the first time, it wasn't so bad. Now, I can't hardly seem to get enough."

"Not even twelve years old??? Wow! Were you as pretty then as you are now?"

"Well, I wasn't ugly ... I don't know. I guess I was cute then. Anyway, I didn't plan on it happening, it just did. You seem to have something against young girls."

"No, I just never saw any girls that young who I thought were hot enough to want to fuck."

"What age are the girls you fuck?"

"I think the youngest was fourteen, and that was just a few weeks ago."

"Was she any good?"

"It was her first time, but she got better. Of course, she was no where near as beautiful as you."

"Are you the only guy your age in this camp?"

"Yes. There's a kid about a mile down the road, but I think he is only ten or eleven."

"Well, then you struck it rich," she paused, "Josh is it?"

It's nice that she remembered my name, anyway. After all, I just fucked her hard, not five minutes ago. "Yes, that's me."

"You are the lucky guy this week. Get plenty of rest, because if my parents insist on sticking me out here in no man's land, while they go off and do whatever, I am certainly not going to sit around and babysit my brat sister."

"We'll have to find someone else to entertain her. Does she know that you fuck guys?"

"Yes, and she will try to exploit us, too. She will try to follow us and "catch us" then she'll blackmail us into paying attention to her."

I had to ask. "Is she as developed as you were at that age?"

"Yes, but she hides her boobs under bulky clothes, and she doesn't shave her pussy either."

"She has pussy hair?"

"She has a mop. So would I if I didn't shave it."

How old is she?"

"Twelve. Thirteen next month."

Olivia began to squirm around on the blanket. "My God, how much cum do you have? I'm laying in a puddle."

She sat up and tried to scoop it off the blanket with her hand, but it had spread too much and was about half absorbed.

"Are you about ready?" She rolled up onto her hands and knees and presented her beautiful ass to me. "Just make sure you have good aim. I'm not taking it in the butt from anybody."

I was hard. All this talk about her sex life had made me hard for the last five minutes. I pulled up behind her and pushed into her cunt. God it was a beautiful feeling. She was wet and I could get all the way in, and I did. I reached around and began playing with her nipples while I pushed in and out of her and a moderate pace. Her nips were rock hard again, and when I pulled on them, she winced and purred. I pulled a little harder and she made a different sound, but then began fucking back at me, slamming her butt into me. Pretty soon, I grabbed each breast and pulled down, like I was trying to milk a cow, but letting my hands slide across her nipples before I let them go. That made her moan.

"Do you like it hard like that."

"Oh yeah. Keep doin" whatever you're doin'." She had a hard time answering me.

I gave up on her boobs and grabbed her butt cheeks and pulled myself hard into her with each thrust. I could feel my balls slapping the front of her pussy. She started moaning really loud and I felt her cunt contract. I blasted my load into her as she started crying out. I was tempted to bust her butt, but decided to wait for another day and possibly surprise her then. Her cunt muscles were still clamping on my cock long after I had finished shooting, so I gave her a few more pumps before I pulled out.

She collapsed down onto the blanket, her ass still elevated a little. If I hadn't just cum, I would have jumped on that. The view was magnificent and it was such an invitation, it was hard to deny myself that thrill.

Monday morning came very quickly. For some reason, I did not sleep well Sunday night, tossing and turning most of the night. My ass was dragging, even after breakfast. I was just not in any mood to have to deal with a bratty twelve year old, and, while I loved fucking her beautiful sister, I couldn't work up enough energy to figure out where to ditch the kid. But I dutifully, if slowly, walked to their cabin to set up the day's activities. Even more depressing was the weather forecast; HOT and MUGGY. I could not have been less enthusiastic.

But, I am not two young girls on vacation. They were very anxious to do something, they didn't care what, in particular. It was my distinct impression that they were just delighted to be out from underneath the control of their parents. Neither girl wanted to go horseback riding again, and I didn't volunteer my truck for a road trip to town. That left swimming in the pool, going on a hike or playing shuffleboard. They opted for the pool.

I was waiting for them when they arrived at the pool area, and had set up three chairs and a pair of umbrellas to keep us out of the direct sun. I encouraged both girls to put on sun cream often during the day, but I think the message was lost on them.

Olivia reappeared first, her long blond hair falling gracefully onto her shoulders. She wore a two piece that was more modest than I had anticipated. It was blue, a medium blue that some people describe as electric. I don't understand the purpose of that term. I would just say that her suit was a pretty bold, bright blue and her blond hair did not diminish the effect of the suit on your eyes. She was certainly the most beautiful girl I had ever seen in person, and combined with the hair and the suit, the effect was breathtaking. I know that beauty isn't everything, but when a girl is as beautiful as she is, well, it made me wonder if she shouldn't be a marble statue or something. I just could not get over how pretty she is.

The top of Olivia's suit just barely covered her nipples and aureoles, and supported about half the width of her boob. As she moved, the fabric moved a little, and periodically, part of a nipple would be exposed to view. I knew that my suit was tenting, but since I was sitting down, I didn't care.

"Where is your sister?"

"Oh, she's still back in the cabin. She can't decide which suit to wear."

We talked for a while about school and college and stuff like that, and I suddenly remembered that Morgan had not yet made her appearance. "What do you suppose is keeping your sister?"

"She was trying to decide if she should shave or not. The suit that she wants to wear doesn't cover her completely. I told her to shave, but she doesn't want to."

"Doesn't she have more than one suit?"

"Yes, but she says the other one doesn't fit."

As we spoke, I saw her approaching. From at least thirty feet away, I could see what the problem was. The bottom of her very bright red bikini was not more than three inches across at the widest part at the top. It tapered down to narrow by her crotch. The rest of it looked like strings. Bordering both sides of the suit was a band about an inch wide of very dark pubic hair. Olivia was the first to comment.

"Well, looks like she didn't shave after all." Olivia's voice told of her disapproval of her little sister.

I, on the other hand, think pubes are exciting, and I really think girls that shave them off look kind of silly. All of a sudden the brat little sister portrayed an entirely different image. Without her bulking sweatshirt and blue jeans, wearing only a very skimpy red bikini, I saw a short, dark haired girl with a pretty face, a chest that was developed in proportion to her height, and a narrow waist and soft rounded hips. She wasn't as beautiful as her sister, for certain, but she was still very, very pretty. And she had a one inch wide band of bush sticking out of her suit, and didn't seem to be embarrassed by it.

"If my hair sticking out embarrasses you, Josh, I will go back and shave it off."

"It doesn't bother me! I think it looks kinda cool."

"Really?" Her frown changed immediately to a smile.