I’ve always been attracted to older women.  Even when I was a kid.  It’s not that I don’t appreciate, admire, and even lust after girls my own age.  It’s just that I have always liked older, more experienced, women.

In the 1992-93 school year, I was in the eighth grade.  That’s the year we had ‘sex education’ in school.  It was sanitized, but it helped spur on my hormones.  I had been masturbating to ejaculation for about a year by then.  However, I had not done anything with a girl beyond slow dancing, which I liked a lot.

I was somewhat shy back then, although I didn’t have trouble speaking with girls.  They thought I was cute and funny.  I was skinny by comparison to many of the other boys in my grade, with long dirty blonde hair.  I wasn’t part of the ‘in crowd,’ but I had plenty of friends.

My parents lived in a typical middle class neighborhood.  I was an only child, so I was a bit spoiled.  We lived next door to my third grade teacher, Ann Morris.  I always liked her a lot, and once I hit puberty I thought she was the hottest thing alive.  Back in third grade, Miss Morris was a young new teacher in her twenties, and didn’t live next door to us.  But when I was in the fifth grade, she got married, and then she and her husband bought the house next door.  I was pleased.  I got to see her all the time, and my family was even invited to a few of her parties.  Her house had a sizable backyard, and the only swimming pool in the neighborhood.

There was a wooden fence between Miss Morris’ house and ours.  It was an old fence, and featured a knot hole that kind of looked like this.

One day in the Summer of 1992, I was in our backyard and heard the screen door to Miss Morris’ house open and close.  A few minutes later I heard the sounds of someone in Miss Morris’ swimming pool.

I couldn’t help myself.  I walked quietly up to the fence and peered through the knothole.  I saw Miss Morris in the pool, swimming from one end to the other.  I had to watch, hoping to get a glimpse of her in a bikini.  Her back appeared bare to me through the splashing water, so I figured that must be what she was wearing.

What I saw next took my breath away.  Miss Morris came out of the pool using the steps on the shallow end, which was facing away from me.  She was completely naked.  I think my heart skipped a beat.  It was the first naked female I had ever seen.  I hadn’t even seen a naked woman in a magazine.  Miss Morris looked stunning, with a gorgeous tanned body.  She began to walk around the pool, water dripping off her.  I caught a very brief glimpse of her front side, but immediately realized that she might see my eye looking at her through the knothole, so I quickly moved my head away and tried to make no noise.

I heard Miss Morris approach the other side of the fence from where I stood, only feet away from me.  For a moment, I feared she had seen me.

But then there was silence.

I waited another minute, then carefully and quietly moved again so I could peer through the knothole.

What I saw was equally stunning.  Miss Morris had dried off and laid a towel on the grass on the other side of the fence directly in front of me.  She was laying on her stomach, with her butt facing me.

There was no danger of her seeing me, so I gawked.  Over the next thirty minutes or so, she rolled over a few times, and also rubbed tanning oil over her body.  I carefully darted my head away when there was any risk she might see me.

Miss Morris’ body was gorgeous, evenly tanned all over.  She had obviously been sunbathing in the nude that Summer.  Miss Morris had dark brown hair, a cute face, pretty smile, green eyes, small breasts, and a firm trim body.  She also shaved her crotch.

Of course, by then I had a full erection, which I managed to adjust in my shorts.  I couldn’t help but slowly rub my hard cock through my pants, trying not to make any noise.

Miss Morris got up and dove back into the pool, but a short while later she heard her telephone ring, so she got out and picked up a cordless telephone sitting on her patio table.

When she walked toward the fence I darted my head away.  I heard her talking on the phone.  I could tell by the noises that she had retrieved her towel and gone inside.  I took the opportunity to escape back into my house and into my room, where I jacked off thinking of her.

I made a point of monitoring the backyard that Summer whenever I was home, which wasn’t all that often.  But I got lucky two more times, and thoroughly enjoyed my peeping tom adventures.

Miss Morris became the regular object of my sexual fantasies while masturbating.

In the Summer of 1993, things changed.  Miss Morris had a new best friend that regularly hung out at her house.  Her name was Carla Bing.  Miss Bing was also a teacher at the local elementary school.  However, Miss Bing was brand new in the 1992-93 school year, so I didn’t know her when I was in elementary school.

Carla Bing was in her mid-twenties, and also drop dead gorgeous.  In late July I heard them chatting in Miss Morris’ backyard, just on the other side of the fence.  So I carefully snuck up to the knothole.  I didn’t really expect to see any nudity, since they were both present.  But I still wanted to have a look.

I was stunned to see that both of them were naked, laying on beach towels.  Miss Morris looked amazing, just like the year before, with a uniform tan all over her body.  Miss Bing was different.  She was fit and trim like Miss Morris, with a pretty face, blonde hair, blue eyes, medium sized breasts, a shaved crotch, and a magnetic smile.  However, Miss Bing had tan lines indicating that she had been wearing a bikini earlier in the Summer.

The two teachers chatted about a variety of things, but I mostly blocked out their conversation, trying my best to take in the sights, rub my cock through my pants, make no noise, and always be vigilant about where they were looking.  That last part was difficult, since there were two of them to monitor.

But there was a particular moment when I clearly heard what Miss Bing said, even though it was said quietly.

“Uh, Ann,” Miss Bing whispered.  “I think we have a peeping tom.”

I immediately darted my head away and froze.

“Really?” I heard Miss Morris reply.

“Over there,” Miss Bing replied.  “The hole in the fence.”

There was a pause.

“I saw someone looking through,” Miss Bing added.

Miss Morris laughed.

“I suspect it’s not a peeping tom,” Miss Morris chuckled.  “I think it’s a peeping Daniel.”

My heart definitely skipped a beat that time.  I felt my erection fading fast.

I remember the next few moments as if it were yesterday.  I heard every tiny sound, including my own breath.

The women got up, wrapped towels around their bodies, and approached the fence.

“Daniel,” I heard Miss Morris say.  “Is that you?”

I didn’t say a word, pressing my body flat against the fence.

“Danny,” Miss Morris said.  “I can hear you breathing.”

I kept frozen.

“Come on,” Miss Morris urged.  “It’s okay.  I know you’re curious.”

I didn’t know what to say or do.

“Alright, I guess I’ll just have to chat with your folks later,” Miss Morris declared.

“No, please don’t,” I blurted.

All I heard next was laughter on the other side of the fence.

“So did you get an eye full?” Miss Morris asked.

“Um, yeah,” I admitted sheepishly.

“I bet,” Miss Morris confirmed.

The teachers laughed again.

“Okay, I won’t tell your parents,” Miss Morris declared.  “But I’m not real happy.  Maybe you should find something to plug that hole.”

“Okay,” I agreed.

But I immediately realized that if I found a way to plug the hole, it would be apparent, and I didn’t know how I could explain that to my parents.

“But what would I tell my parents?” I asked.

“About what?” Miss Morris asked.

“About plugging the hole,” I clarified.

There was a pause.

“Yeah, I get your point,” Miss Morris admitted.  “Well, come over and let’s talk about it.”

“Come over there?” I asked, a bit shocked and still pressed up against the fence.

“Yeah,” she confirmed.

I sighed and went through my house and walked next door.  I pushed the button to ring Miss Morris’ doorbell with more than a bit of trepidation.

Miss Morris opened the door a few moments later, her beach towel still wrapped tightly around her body.

“Come on into the back,” she said.

I entered her house and she closed the door.  I followed her through her living room, out the sliding glass door, and on to her patio.

Miss Bing was sitting in a chair at the patio table, a towel wrapped around her body.  Miss Morris sat down across from her.

“Have a seat,” Miss Morris directed. 

I sat down, with Miss Bing on my right and Miss Morris on my left.

“This is Carla,” Miss Morris announced.

I nodded.

“This is Daniel,” Miss Morris told Miss Bing.  “He was my student five years ago.”

“Hi Daniel,” Miss Bing said.

“Hi” I replied.

“Do you go by Daniel?” Miss Bing asked.  “Or Danny?”

“Either, I guess,” I replied.  “Most of my friends call me Danny.”

“So you got quite a look at us,” Miss Morris declared.

I nodded and looked down.

“You know that’s not okay,” Miss Morris continued.  “It’s an invasion of our privacy.”

I nodded again.

“But I realize you’re curious,” Miss Morris offered.  “Is that right?”

I nodded yet again.

“So I told you I wouldn’t tell your folks,” Miss Morris reassured.

I looked up at her.

“And I understand you can’t plug the hole without your parents asking questions,” Miss Morris stated.

I nodded again.

“So maybe you can help me put a piece of wood over it from my side,” Miss Morris suggested.

“Okay,” I readily agreed, seeing a path to resolution.

“Good,” Miss Morris acknowledged.

“But I think there needs to be some sort of sanction, Ann,” Miss Bing said with a smile.

Miss Morris nodded.

There was a pause.

“So you need to help me with a board over the hole,” Miss Morris said to me.  “But Carla is right.  There needs to be something more.  What do you think?”

“I don’t know,” I replied, after pausing for a moment.

“Hmm,” Miss Morris mused.

“Maybe I could mow your lawn or something,” I offered.

“No, my husband does that,” Miss Morris replied.

“Is there some other chore I could do?” I asked.

Miss Morris looked over at Miss Bing.

“Well, maybe he could be our cabana boy,” Miss Bing suggested.

The two women laughed.

“Cabana boy?” I asked.

“Never mind, Danny,” Miss Morris said.  “She was just being funny.”

“What’s a cabana boy?” I asked, innocently enough.

The women laughed again.

There was another pause before Miss Morris tried to explain after taking a deep breath.

“It’s a guy who is kind of like a waiter at a beach club,” she said.  “Serves mostly women next to the pool.  You know, drinks and stuff.”

I nodded and smiled.

“I could do that,” I offered.

The women laughed again.

“No, I could do that,” I urged.  “I could be your waiter for the rest of today.”

The women looked at each other and chuckled again.

“Okay, Daniel,” Miss Morris agreed.  “If that’s what you want to do.”

“I do,” I quickly offered with a smile.

The thought of being a servant for those two beautiful women for the rest of that morning and afternoon was thrilling.

“Alright,” Miss Morris said.  “Well, I guess you can start by getting us each a wine cooler.”

The women looked at each other and smiled.

“They are in the fridge on the second shelf,” Miss Morris directed.

“Pour them in glasses with ice,” Miss Bing chimed in.

The women laughed again.

I got up and started to make my way back into Miss Morris’ house, a little bit nervous still, but quite happy with how things were turning out.

“The glasses are to the left of the fridge,” Miss Morris said.  “In the top cabinet.”

I nodded and smiled.

I quickly found the glasses, as well as the wine coolers in Miss Morris’ refrigerator.  I put some ice cubes in each glass and prepared the drinks.

I returned to find the two women still seated and chatting.

“Thank you Danny,” Miss Morris said, as I put a drink in front of each of them.

“So how is this going to work Ann?” Miss Bing asked.

“What do you mean?” Miss Morris inquired.

“Well, we were going to lay out and tan today, with dips in the pool,” Miss Bing answered.

“We can still do that,” Miss Morris said, as I simply stood nearby.

“Well I didn’t bring my bikini,” Miss Bing said.  “Do you have an extra one?”

Miss Morris shook her head.

“No, I tossed out my old one,” Miss Morris added.  “I only have my own.”

“Hmm,” Miss Bing muttered.

“I guess you could go to your place and get yours,” Miss Morris suggested.

“Yeah, I guess,” Miss Bing replied.  “Or we could just do what we were going to do.”

“You mean naked?” Miss Morris.

“Yeah,” Miss Bing clarified.  “He’s already seen us anyway,” looking over at me.

I smiled.

“Yeah, I guess,” Miss Morris said.  “You don’t think it’d be weird?”

“It’s just nudity,” Miss Bing replied.

Miss Morris nodded.

“How about we leave it up to him,” Miss Bing suggested, looking back over at me.

“Well I already know what he would want,” Miss Morris chuckled.

I couldn’t help but smile again.

“Well, I’m not sure,” Miss Bing added.  “It would have to be equal.”

Miss Morris gave Miss Bing a quizzical look.

“So Danny,” Miss Bing said to me.  “Here’s the deal.  I can go to my apartment and get my bikini, and you can go back to your house and get some swim trunks, so we can all enjoy the day out here in the sun and in the pool.  Or we could all just get naked, including you.”

“Oh, I don’t think that’s a good idea,” Miss Morris interjected.

Miss Bing shrugged her shoulders.

“What do you think?” Miss Bing asked me.

“Um,” I muttered.  “I think we could all get naked.”

It was an easy choice for me.  I really wanted to see both of the beautiful women naked again, and there was little hope of that happening through the knothole.

“Are you sure?” Miss Morris asked.

I nodded and smiled.

“Well then it’s settled,” Miss Bing announced.

“I don’t know about this Carla,” Miss Morris said.

“So Danny,” Miss Bing said to me.  “If we do this it needs to be just between us.  You can’t tell anyone.”

I nodded in agreement.

“Do you agree?” Miss Bing asked.

“Mmm hmm,” I replied.

“Not even your friends can know,” Miss Bing clarified.  “You will still need to be our cabana boy today.  But we’ll be naked.  Kind of like nudists”

I nodded and smiled my agreement.

“Alright,” Miss Bing said to me.  “Let’s go lay out again,” she said to Miss Morris.

The two women got up from their seats.  Miss Morris still looked unsure.

“So get naked and bring us our drinks cabana boy,” Miss Bing directed, as she started walking back over toward grass by the fence.

Miss Morris followed.

I watched as the two beauties unwrapped their towels, exposing their gorgeous nude bodies once again.  They set their towels on the grass and laid down on them, both on their backs, giving me a great view.

“Well, come on,” Miss Bing called out to me.  “You’ve got work to do.”

“Yes ma’am,” I called out.

I stripped off my tee shirt and set it on the chair that I had occupied earlier.

Then I kicked off my shoes and unbuttoned and unzipped my shorts.  I let them drop.  I looked over at the women.  Miss Bing was watching me and smiling.  I smiled back.  I stepped out of my shorts and peeled off my sock, leaving only my white briefs.  I took a deep breath and took off my underwear, setting them on the chair.  I was naked.  At that time I had a pretty good tan, except for what my shorts covered, which left major tan lines around my belly and between my knees and thighs.

My cock was soft at that point, mostly out of nervousness.  I had very little body hair back then, and what little was there was blonde and hardly noticeable.

I grabbed the drinks and headed over toward the women.

I sat each of them down in the grass next to the beauties.

“Thank you Danny,” Miss Morris said, turning over onto her belly.

“You’re welcome, Miss Morris,” I said.

“I think you should call us Ann and Carla for today,” Miss Morris indicated.

“Okay,” I agreed.

“Is there anything else you need right now?” I asked the ladies.

“Yeah,” Miss Bing said. “We are going to need more tanning oil on our backs.”

Miss Bing rolled over onto her stomach as well.

“It’s right over there,” Miss Bing said, pointing with her head toward a small brown bottle of tanning oil laying in the grass a few feet away.

“Are you sure that’s a good idea?” Miss Morris asked.

“Yeah, it’s fine,” Miss Bing replied.  “It’s just our backs.”

I retrieved the bottle of oil.

“You can do me first,” Miss Bing said.

“Should I just sit next to you?” I asked.

“Sure,” Miss Bing replied.  “Or you can sit on the back of my legs.”

That suggestion sounded even better.  I could feel a surge fluff my penis.

I carefully straddled Miss Bing’s legs, my fluffed cock laying nicely between her legs just below the crack of her ass.  I opened the flip top of the bottle and poured out some oil in the palm of my hand.  I set the bottle down and rubbed the oil between my palms.  I then leaned forward and put the palms of my hands on Miss Bing’s upper back and shoulders, working the oil into her soft skin.

My penis continued to inflate the whole time, becoming fully erect and poking at the base of her ass as I leaned forward.  I got more oil and continued my work down her back, my cock sticking straight up.

When I got to Miss Bing’s lower back I wondered if I should continue down further.

“You’re doing a good job Danny,” Miss Bing said.

“Thanks,” I replied.  “Should I keep going?”

“Sure,” she replied.

I took that as a sign I should continue down her backside.  I reloaded some oil in my palms and scooted down her legs a bit.

Rubbing tanning oil onto Miss Bing’s pale white buttocks was a delight.  I also got some quick glances of her puckered little asshole and the base of her pussy as her cheeks were separated by my hands.

“I think my butt is good Danny,” Miss Bing chuckled.

Indeed, I had lingered for a bit.

“Yes ma’am,” I replied.

I moved down her legs with more oil, finishing Miss Bing’s backside.

“Thank you cabana boy,” Miss Bing chuckled.  “Now you can do Ann.”

I picked up the bottle and moved over to Miss Morris, as Miss Bing rolled over onto her back.  I straddled Miss Morris’ legs like I had done with Miss Bing.

Miss Bing sat up and looked over, clearly glancing at my hard cock as I worked on Miss Morris’ upper back.  We quickly smiled at each other.  The head of my cock poked at the base of Miss Morris’s ass crack.  I wondered if she could feel that.

Miss Bing and I shared the oil, with her rubbing some all over the front of her body as I worked on Miss Morris.  I couldn’t help but glance over repeatedly as she rubbed oil onto her ample untanned breasts.

I proceeded down Miss Morris’ lower back and then started on her butt.

“I think I can do that if you want,” Miss Morris said.

“It’s up to you,” I replied.

“Oh, let him do it Ann,” Miss Bing said.  “It’s clear he is enjoying it.”

“Yeah, that’s what I’m worried about,” Miss Morris said.

Miss Bing laughed.

“Alright, go ahead,” Miss Morris indicated.

I proceeded to massage oil into Miss Morris’ tanned ass, also taking quick glances at her puckered hole and pussy as I separated her cheeks.

Miss Bing laid back down on her back, giving me a great view of her body as I worked on Miss Morris’ legs.

“Thank you Danny,” Miss Morris said, after I had finished.

I closed the flip top of the bottle and set it down on the grass between the two beauties, then stood up.

Miss Morris rolled over.

There was a partially shocked look on her face as she saw my full erection.

“Teenage boys,” Miss Bing mumbled.  “Horny as hell.”

The two women laughed.

“He’s gonna burn,” Miss Morris said.

“Yeah,” Miss Bing agreed.  “You should put some oil on your white areas Danny.”

I nodded.  Because I had developed a good tan, I usually didn’t worry about that.  But being naked exposed my white butt, lower belly, and upper legs.

“Do you want help with your backside?” Miss Bing offered.

I nodded my approval.

“Alright,” Miss Bing said, sitting back up and grabbing the bottle again.  “Come over here and turn around.”

I did as instructed.

Miss Bing rubbed oil on my butt and the back of my upper legs.  It felt great.

“Turn around,” she instructed.

I did so.  My cock was still rock hard and pointing straight up.

Miss Bing put more oil in her palms and rubbed oil over my lower belly and upper legs, working all around my cock and balls, but not touching them.  As before, it felt great.

“What am I going to do about this?” Miss Bing asked.

“About what?” Miss Morris asked.

Miss Bing pointed at my hard cock.

“Oh, well he might want to put some on that too,” Miss Morris chuckled.  “That would be a painful burn.”

“Yeah,” Miss Morris agreed.  “Do you want me to do that for you?” she asked me.

“Carla, I don’t think that’s a good idea,” Miss Morris quickly interjected.

“Well, he can’t really walk around all day with a hard on,” Miss Bing replied with a laugh.  “I think he should get some relief.”

“I don’t know,” Miss Morris said.

“What do you think?” Miss Bing asked me, looking up.

I nodded.

“Do you want me to?” Miss Bing asked.

“Mmm hmm,” I replied.

“Alright,” Miss Bing said.

I watched as Miss Bing reloaded her palms with a generous helping of oil.  She wrapped her left hand around the base of my cock, and then moved it up the shaft and head, fully lubricating my cock.  I felt a surge of pleasure and gasped slightly.

“Carla,” Miss Morris cautioned, sitting up.

But Miss Bing was not deterred.  She used her right hand to cup my scrotum, gently massaging my balls.  Then she returned her left hand to the base of my cock.  She transferred her right hand from my balls to the shaft of my cock, and began stroking it.  I felt waves of pleasure.

“Carla,” Miss Morris said again.

“It’s okay Ann,” Miss Bing said.  “We’re just giving him some relief.”

Miss Morris shook her head, but watched closely what Miss Bing was doing.  All eyes were focused on my first hand job.

“Are you gonna make him cum?” Miss Morris asked.

“That’s the idea,” Miss Bing said.

“Where is it gonna go?” Miss Morris asked.

It was a good question.  As it was, it would fly into the air and likely land on Miss Bing.

“Well maybe I should point it at you,” Miss Bing laughed, turning my cock toward Miss Morris.

“Carla!” Miss Morris protested.

“Just kidding,” Miss Bing said.

She let go of my cock and scooted around to my side.

“Let me know when you are getting close,” Miss Bing said to me, putting her left hand on my butt and wrapping her right hand around the shaft of my cock again.

“Okay,” I agreed.

Miss Bing resumed stroking my cock.  She must have given plenty of hand jobs before, as her technique was fantastic.  I wasn’t going to last long.  I felt an orgasm start to build after only a couple minutes.

“I’m gonna cum” I announced through my heavy breathing.

Miss Bing kept stroking, but pointed my cock straight out from my body.

The first blast of semen flew out of my cock and landed in the grass between the two towels.

I moaned.

A second blast did the same.  Miss Bing slowed down, but didn’t stop.  She milked more shots of cum from me, until it was barely leaking out and dropping onto the grass below me.

“Geeze Carla,” Miss Morris chuckled.  “That didn’t take long.”

Miss Bing laughed as she let go of my cock, which was already starting to shrink.

“Teenage boys,” Miss Bing said.  “They blow real fast.”

“Alright, you’ve given Danny some relief,” Miss Morris said.  “So now we can get back to tanning?”

“Mmm hmm,” Miss Bing agreed.  “Did you like that?” she asked me, looking up at my face.

I nodded.

“I thought so,” Miss Bing replied with a smile.

Both women took a sip from their drinks, and then resumed laying on their bellies on their beach towels.

“You should get yourself a towel and lay out here with us Danny,” Miss Morris suggested.  “There are more towels in my hall closet.”

I nodded and walked toward her house, my cock continuing to shrink, but still partially hard, which meant that walking was a bit awkward with it pointing straight out from my body and bouncing as I walked.

I retuned with a towel and a fully deflated penis.  I spread the towel out near the women and laid down, taking a deep breath to absorb and bask in what had just occurred.

Copyright 2018 by kid charlemagne.

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