Keeping Your Guard Up

Chapter 1
summer angst

summer angst

For the last few years, I ’ve spent summers as a life guard at a private pool at an apartment house. The pay was ok, and it was a pretty relaxing job. Never even came close to having to save anyone, and the hours were pretty good. When it rained for an hour, the pool would close and I would have the day off. Some friends from school were guards there too, and that was cool. I’m 17 and going into my senior year. I have had a girlfriend for the last 2 years, and she’s really nice. Lately some of the steam has been going out of our relationship, but we still have pretty regular sex. Her name is Cindy, and she’s about 5’2, and has brown hair and blue eyes, and a really sweet little body. She did cheerleading for a while but then blew it off, I guess she was tired of being a ’rah rah’ as she called it.

One of the good things about being a lifeguard is that you can do it stoned, and we had lots of practice at that. One of the other good things is that Cindy could just hang out there with me, catch some rays, swim, and she didn’t need a membership. I guess in theory lifeguards meet lots of girls, but you have to remember that this pool wasn’t at a resort, or the beach. It was at some apartment building, that seemed to have older people in it. It also apparently had an open membership, and non-residents could join. And on the weekend, sometimes a grand-daughter or two might show up but in general pickins were slim. The other lifeguard is a cute 15 year old named Chris. She is a little taller than Cindy, but also has a very sweet bod, and bigger boobs. There were two pools, the lower which is and olympic size, and the upper which is smaller and newer. Chris and I would take turns on which pool we watched, the advantage to the lower pool is that you can do laps on your break. The advantage of the upper is that its smaller, cozier and quieter.

Like I said, Cindy and I had been sort of winding down, and we had talked about seeing other people but that as of yet hadn’t materialized. I was looking for diversion however, so if a cutie showed up at the pool, its not like I necessarily went all out for her, but I was ever open to possibilities. I obviously didn’t act on any impulses when Cindy was there, but if she was not there all bets were off. And don’t get me wrong, I still had some good times with her, and I like to think she had good times with me. Sometimes when we would be at the upper pool, and everyone was gone, we would go in the pool, and I would hold her in my lap in the shallow end, kissing her, and fingering her under the water line. Always very subtle. I never got fired for indescretions at the pool. But sometimes, she would get bored and go home, and I can understand that, because after all I was being paid to be there, and she was not.

There were these kids that started coming to the pool, a guy aboout my age and this ultra hot girl who looked to be about the same. She had long, light brown hair, and lovely brown eyes. She had nice big breasts even though she was really thin. She was about 5’6, which I thought was tall. Certainly taller than Cindy. I naturally assumed that she and the guy were a couple. His name is Craig, and hers is Kelly. When they first started coming there, I assumed that they were sort of pool hopping. I was never a stickler for checking on membership; I figured what harm could it cause if they swam here. They began to show up regularly and came one time when my manager was there. As such I was forced to card them, and to my surprise they had joined the pool and were there legitimately. I guess they were from the neighborhood and had nowhere else to spend the summer. I took the place for granted I suppose, maybe it was nicer than I thought. And they didn’t seem to care that there were really no other kids there, except the guards, and the main membership were older adults, retirees really.

I would sit in my chair and watch Kelly as she swam. I would watch her frolic in the water with Craig, and I really wouldn’t say much to them. Sometimes she seemed to be eye-balling me, and I liked that. But hey, she’s here with her boyfriend, right? I just played it cool. And then she started kind of talking to me. One day, she arrived as usual. Cindy had other things to do that day, and I was guarding the lower pool. "Hi Greg," she said.

"Hi Kelly. Sure is hot out, nice day for the pool," I answered, usual lifeguard banter.

"It sure is," she said, smiling. She was wearing a very clingy sort of maroon one-piece, that really showed off her tits.

"I never saw you at school, do you go to Shelton," I asked.

"No..., I go to Binghampton," our arch rivals! Oh well.

"We really clobbered you guys this year," I said, referring to the annual football classic.

"I don’t, um, follow football," she answered. "Where’s your girlfriend today?" she asked.

"Oh, she had some things to do, shopping or something. It gets boring for her here," I answered.

"How can it be boring if her cute boyfriend is here?" Kelly asked. I sort of blushed.

"Well, I have to sit up in this chair, check the filters and oh, save the occasional life," I joked. "No, really, I can understand. She was never one to sit around and thats basically what my job is...sitting around. I don’t get to play in the water much like you and Craig, I swim some laps when I’m relieved, and thats it. So..I’m going into my senior year. How about you?"

"Yeah....me too," she smiled, and giggled a little. "Maybe you could swim with me later, I mean when you’re on break,’she asked a little sheepishly.

I was a little stunned. "Aren’t you here with Craig?" I asked.

"Yes, but we’re just friends," she said. I didn’t know if I believed her. But later that day, Craig approached me.

"Kelly really likes you," he said.

"And how do you feel about that?" I asked.

"We’re just friends, she’s like a sister to me. Go ahead, man, just be nice to her," he said. I couldn’t see any reason not to be nice to her, she was so cute.

Chris came down after a while to switch shifts. "You wanna go to the upper," she asked.

"Nah, I’ll stay here," I responded. She saw Kelly sunning herself.

"Oh, I wonder why!" she giggled. "Boy, when Cindy isn’t here, you’re really on the prowl," she laughed.

"I’ll prowl after you if you want me to, would you like that?" I teased. And I would prowl after Chris, and have tried, but she was never very interested.

"Ok lover, go for it. I’ll go back to the upper," she said, and I admired her behind as she left. When my break came, I jumped in the pool.. Kelly came in soon after, and we sort of talked, and sort of chased each other. She wasn’t trying to get away too hard. I didn’t know if she was a little tease, or if she was really into me. There weren’t a whole lot of people at the pool that day, and the ones that were there were just kind of vegging out on their lounge chairs. She was taunting me, almost daring me to catch her, and I did, holding her in my arms. I looked into her eyes and gave her a peck on the lips. She smiled.

"Hey, I have some weed, wanna get stoned?" I asked her.

"Uh well, I don’t know...I never did that before," she said.

"If you don’t want to, its cool," I said. " I was just, you know, asking."

"Alright, I guess I’ll try it," she agreed, and we got out of the pool. I got my stuff out of my backpack and led her to this secluded corner on the other side of the abandonded shuffleboard court where we usually partied. No one ever came back here except for people looking to get stoned. I don’t think anyone actually played shuffled board on the court for at least 20 years. I took out a joint and lit it up. I took a long hard toke then gave it to Kelly. She took a hit. We were both still dripping from the pool. Her suit was really clingy, and I could see the outline of her nipples. She had really nice tits. I also noticed that her suit was riding up a little bit in her crotch, so I could almost see the outline of her lips. She coughed a little bit and gave the joint back to me, and we finished it.

"Do you like it?" I asked her.

"It makes me feel a little funny, but....nice," she smiled at me. I was starting to feel very horny.

"You are very pretty," I said.

"Thanks. I think you’re cute too," she said, blushing. I leaned down and kissed her gently on the lips. She hesitated a little, but then kissed me back. It was a very pg-13 kiss, no tongue or anything like that. I couldn’t tell how into me she was, and I had to remind myself that I wasn’t with Cindy now, but with Kelly for the first time, and as such I couldn’t expect her to tear off her clothes and spread her legs from the word go. But it was hard to hold back, and I was quite definitely stoned. I tried to slip my tongue in, which she accepted for a bit. I held her close and patted her bottom, and she broke off our kiss.

"Um....we should be going back," she said. "Wanna go back in the pool?" she asked.

"Sure," I responded. And we made our way back and jumped in, and splashed around. There still weren’t a lot of people there, and we were the only ones in the pool.

"Bet you can’t catch me!" she said, and I chased after her. Now, I am a very good swimmer, and catching her was no problem. In truth, I think she wanted to be caught. I held her close to me in the shallow end, sort of like I would with Cindy when she visitied and no one was watching. I didn’t see Craig around, maybe he was getting some food or something. I didn’t think he was a factor anyway, and did think they were ’just friends.’ As I held her in my lap, she nuzzled next to me. I could feel her soft bottom in my hand and started exploring her a little. At first she didn’t mind and seemed to like it. But when I got to the good part, and started almost fingering her over her suit, she trembled, and got really nervous and funny.

"Are you ok?" I asked. I kissed her neck.

"Um....y...yeah," she answered, very nervously. It was like she didn’t know what to do, like she hadn’t been with a guy before or been touched this way before. I couldn’t imagine that, she was around 17 (she had to be if she was going into her senior year) and hot as hell, she must have had some experience with guys. She started squirming in my lap, and seemed really scared. I stopped playing with her. I could tell she was uncomfortable.

"I, uh, better get back to the chair," I said. Kelly didn’t make eye contact with me and went back to her spot, acting sort of ashamed. What the hell? She was into it, and into me, and then she scurries away and now won’t look at me. What gives? Just because I touched her a little? She seemed to want it, I know all the signs. Its not like we had or were about to have intercourse. I was a little mad, and felt more than a little teased. She and Craig left, and I finished out the day. Everybody left and I was about to lock up when they returned. Craig approached me and we sat down. I could tell he was mad.

"What kind of guy are you," he asked angerly. Kelly sat next to him, saying nothing. "Kelly told me what you did in the pool."

"What is it to you, you’re the one who said ’go ahead’, " I responded, annoyed.

"I told you, I’m Kelly’s friend, and I did ask you to be nice to her. Nice, you know? You practiacally molested her!" he said.

"Molest her? Is that what she told you? Kelly, you were into it! " I said.

"I...I was into the kissing....but ....but not the touching," she managed to get out.

"If I went too far, I’m sorry...but what are you, a tease?" I said angerly. Kelly hung her head.

"She’s not a tease man, she’s a good kid. She never did any of that stuff before. No one ever touched her like that before. She’s just a kid," Craig said.

"She’s no more of a kid than I am" I said. "We’re the same year at school."

"Is that what she told you?" Craig asked, and Kelly nodded affirmative. "Do you know how old she is?"

I looked at Kelly. She was so cute, and had a better body than my girlfriend. "She led me to believe that she is my age, and I’m 17," I said.

"Is that true Kelly," Craig asked. Again Kelly nodded. Craig shook his head. "She’s not even 14 yet. Did you really not know? How could you try to finger a 13 year old girl? You’re sick."

"I swear man, I had no idea." I thought for a moment. Despite her looks, she did act kinda shy, and very inexperienced. Did I suspect her true age but refuse to believe it? No. "Kelly, I am so sorry. That explains everything. I would have never, never done any of that stuff if I knew how old you were. Don’t hate me. I wasn’t trying to hurt you." I told her. She smiled a little.

"I don’t believe you Greg," Craig said. "And don’t try to sweet talk her now. How would you feel if you were a little kid, and someone tried to touch you that way. How would you feel if someone tried to take advantage of you like that."

"She’s not a little kid," I offered.

"There’s a very big difference between 17 and 13 and you know it. How far did you get with girls when you were 13? How far did you even try to get," he was furious.

"I apologized," I said. "I don’t know what more I can do. That has to be good enough. Look, I have to close up now. Goodnight Kelly. Bye Craig," I said, leading them out.

"B.....bye Greg," Kelly said under her breath.

"Apologized.....good enough...not......long shot," I thought I heard Craig say to her as they left. I locked up and got in my car and went home.

I showered and changed. I was planning to go to Cindy’s house like I did every night. I was practically never home anymore, we spent most of the time over there because when we were at my house my little sister wouldn’t leave us alone. We would try to snuggle in front of the tv and neck, and in would walk Bethany to say "What cha doing, what cha watching, oh, that looks good, I’ll watch it to, etc." Just invites herself in. I do love my little sister, but she gets kinda bratty when Cindy’s over. Well, what do I expect anyway. She’s 12. And I stopped at that thought. 12. God, how would I feel if one of my 17 year old friends tried to finger her? She’s just 1 year younger than Kelly, although she’s very underdeveloped and has very little in the way of a body yet. But upstairs, she’s practically the same as Kelly. Just a kid. Wow, was I ashamed. Someone did that to my sister, I’d beat the crap out of him! I guess Craig is much more restrained than I am, I would have deserved it. As I was getting ready to go Beth came into my room.

"Hiya," she said. "You going out?"

"yep, goin to Cindy’s house,squirt," I said.

"You’re never here anymore, its like I don’t even have a brother," she said. In response to that, I grabbed her and gave her a little noogie. "Ow...owww!" she laughed.

"There. Feel like you have a brother now? " I asked. She went to playfully kick me in the shin, and I wrestled her to the ground and started tickling her. I knew I had her. I was much bigger than she was; she couldn’t be more than 5’ tall, and maybe 95 lbs soaking wet.

"S..Stop stop," she laughed. "Stop or I’ll pee!" I let her up. Me and Beth really got along great, and she was right, I should spend more time with her. After all, I have one more year of high school, then off to college. I won’t even see her that much anymore. That thought made me a little sad.

"I promise, I’ll spend more time with you. The carnival is in town this week, maybe we’ll go, just you and me. I know how much you like the rides," I said.

"No Cindy?" she asked hopefully.

"No Cindy. Just us." I said. She hugged me. "I gotta go sis, I’ll see you later."

"Bye. Tell Cindy ’hi’," she said.

I got in my car and drove the short distance to Cindy’s house. I knocked on the door, and she answered. "Hi cutie," I said.

"Hi Greg, come on in," she said. She looked cute. She was wearing very short shorts and a tank top and bra. "My parents aren’t home..." She said, smiling.

"Well, isn’t that just too bad. How could they leave their little girl here all alone? Who knows when someone might show up and ravage her!" I said, and grabbed her, and kissed her with gusto, my afternoon diversion all but forgotten. We went up to her room. It was a small 3 floor house, and her room was small, kind of a converted attic space. We sat on her bed and started kissing.

"Mmmm....thanks for shaving, you know I don’t like it when you’re all scratchy," she purred. That was funny. I forgot to shave tonight. Oh well. I started caressing her breasts. I felt her nipples getting hard under tha fabric and I helped her out of her shirt. I loved the way she looked and felt in her bra, and I always liked to play with her tits under the silky fabric before finally taking if off. I took off my shirt, and shorts, and we rolled around in our underwear for a while. She had on panties that she knew drove me crazy, very gauzy ones with frilly trim, kind of little girl like. "My little baby," I whispered to her, and eased the fabric aside with my finger, feeling her wetness. She was definitely ready. I took off my underwear and fumbled with the condom. I had some trouble getting it on, and had a deja vu sense, of when we first started having sex and started using these things.

"Ooooh, having trouble with that Greg? Did you forget how to put it on?" she asked. I felt like I sorta did. "Here, let me help you." She easily rolled it on, and we made love. It felt so nice to finally have sex I thought. Wait a minute, I’ve done this before, haven’t I? I really thought I did. Cindy certainly acted like she did. I don’t know why but she seemed kinda more experienced than I did. "You’re so sweet Greg," she said, and I cuddled next to her. "its been a while since it felt like that, you were so excited. I’m glad you still get excited with me." We cleaned ourselves up, and she got ready for bed. She put on a little Victoria Secret outfit I got for her, a floral cami top, with matching panties with frilly trim in that little girl fashion I like so much. I put my clothes back on and got ready to go home.

"Your getting kinda skinny Greg," she said. Was I? I didn’t think I lost any weight, but I guess my clothes were a little loose on me. "Kinda like when we first started dating," she added. She looked at me and shrugged.

"I’ll see ya tomorrow baby," I said. "You coming to the pool?"

"Maybe, I told my mom I would run some errands for her. I will if I can." I kissed her goodnight, and left.

I got into my car and started driving. It felt a little odd, and it was strange, I had been driving for almost 2 years but I felt very unsure of myself. I wasn’t shifting smoothly, and forgot to use the turn signals a few times. I was scared I would be pulled over, and was very paranoid. I felt like I was out with a learner’s permit before taking the exam, and if I got caught they wouldn’t let me get my license for...wait a minute, that’s not right. I have my license. What the hell was I thinking. I must be tired. I made it home and went inside.

Beth was up watching tv. She was already in her nightie, ready for bed. "Is anything good on?" I asked.

She looked at me kind of curiously. "Uh, a vampire movie. Wanna watch it with me?" she asked hopefully. We used to love watching scary movies together, but didn’t do a lot of that anymore since I was never home.

"Sure squirt, I’ll make some popcorn," I said and went into the kitchen to make it. When it was done I brought it out, and sat next to her. I saw the movie before, and at the scary parts I would pinch her to make her jump. She laughed at that. We had a good time. When I got up to get a soda I had to pull my shorts up a little. She looked at me.

"You should wear stuff that fits better," she said. I thought these clothes did fit, but when I looked at them now, they did seem loose. Beth eyed me like she was going to say something, but didn’t. When the movie was over, we said "goodnight" and went to sleep.

I had some sorta funny dreams, like things seemed bigger, like I was in some sort of land of giants. I dreamt of Cindy, and of making out with her. And some other girls made their way into my dreams...Kelly, Chris...even Beth. I woke up with a start, and felt my boxers...I had a wet dream! That hadn’t happened for a long time. Wow. I changed my shorts and went back to sleep.

The next day I got up and used the bathroom. I looked in the mirror, and figured I didn’t need a shave. I usually shaved every 2 days or so, and figured I would be due. But it looked ok. Was I losing weight? I looked tall and lanky. I was 5’10, and had been since I stopped growing, and was well muscled, but was I a little thinner? Maybe. I have a fast metabolism and if I didn’t eat a ton of food could loose weight. After showering I put on my swim trunks, the uniform of the life guard. They seemed a little more baggy than usual. Maybe they stretched out. I went down for breakfast and Beth was there having cereal. Mom came in and asked if I wanted her to cook me anything. "I’ll just have a bagel and coffee," I said. She looked at me critically.

"Are you sure son? You look like you should be eating more. Here, I’ll make you some eggs," she said, and before I could stop her I had a full plate of food in front of me. I guess I was hungrier than I had thought because I ate it all up.

"Hey, leave the plate behind," Beth giggled. I kicked her under the table. "Owwww," she said. "Mom, he kicked me!"

"Did not," I said.

"Did too!" she said, kicking me back.

"Come on kids, knock if off. Really Greg, don’t torture your sister. Act your..." and she paused "...age." and she looked at me, and then shook her head as if to clear some cobwebs. I shrugged.

"Ok.....sorry Beth....sorry mom. Listen, I have to get to work. See ya," and I picked up my backpack and left. I got into my car and paused, then put in the key.. I felt like I had to wait for my mom to get in, and I had to remind myself again that I already had my license. I started it up and immediately ground the gears. I han’t done that for a while. I definitely was not comfortable about driving, even though it was only a couple miles to work. I decided to ride my bike instead.

When I got to work I saw that Chris had already opened up and was skimming the pool. She had on a teeshirt and usual red tank suit, the bottoms were peeking out as she leaned over to skim. I kind of crept up behind her, she didn’t see me, and when she leaned over I gave her butt a little shove and in she went. I was laughing, but Chris sure wasn’t.

"You should have seen your face when you went in!" I laughed.

"Damn you Greg, that was mean! I can’t believe you," she got out and dried herself off. "That was just so childish! Jeez!" and she kind of stomped toward me, still mad. As she got closer she sort of smirked. "I guess the baggy look is in, is it?" What was she talking about. "Its funny, you know. Those trunks, they kind of make you look skinnier." She came even closer. "Not even just skinnier...," she was starting to make me uncomfortable, she was standing very close to me, her breasts were almost touching me and for a flash I was embarressed, I felt like a freshman talking to a sexy senior, then the feeling passed. "Its funny Greg, those clothes make you look younger. Isn’t that funny?" she laughed, and so did I, nervously.

"Yeah...ha ha...that is funny, like maybe I’m 15 again," and the moment I said that, I knew that was it! It all made sense...how my clothes fit...forgetting how to drive...being nervous around a pretty girl. Oh my god, what was happening to me?

to be continued

 

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