From Watcher to Teacher

This is a continuation of a story I wrote about a older man watching two teens, who were about to leave for their first year of college, making out in a car underneath his apartment window one night. The young female had seen him watching but didn't care and they had both climaxed hard while watching each other.

It can be a stand alone story if you don't want to start with The Watcher, or you can get a little character development if you're interested.

This is told as a recollection and please forgive grammatical errors if I don't catch them; I get lost in descriptions and feeling what I'm writing, so I can sometimes miss details but I hope you also feel what the characters are experiencing. I find that to be the best part of writing sex stories, if I make you cum, that's a win! ;)

All participants in this story are 18 years of age or older.

I had just finished unloading the last box from my car and could feel my T-shirt clinging to my sweaty body as I carried the load up the stairs to my sister's apartment.

My Dad had taken a new job in Oklahoma and they were transferred before I left for college so I ended up crashing at my sister's apartment until I left.

My sister was 24 at the time and I was 18.

She was the one who bought the beer and let me hang out with my friend's without a curfew, so let's just say I had planned on having some fun the last few weeks of Summer before college!

Back to my story,

It was a very hot July day in Austin, Texas and the apartment swimming pool was sounding pretty good after moving all my

stuff.

"Hey Leslie!" I called ahead to my friend who'd been helping me, she was 19 and also leaving for college the following week.

She was driving all the way to Berkely and we knew we wouldn't see each other for a while, so we'd planned to lay by the pool all afternoon and have a few of the beers my sister kept stocked in the fridge.

"That's the last one! Let's get our suits on and go to the pool!" I squealed and jumped up and down, feeling my tits bouncing too as a guy walked by with his dog on a leash and almost tripped.

"Yeeesssss, I'm SO hot!" Leslie breathed out as she set down the last box in my new home for the next few weeks.

I grabbed a ice cold beer from the fridge then my red bikini from the top of an opened box and went to change.

I took my shirt and bra off and tied my long hair up into a knot, feeling the cool air in the room chill my bare breasts, turning my puffy nipples into little pink raspberries. I was turning side to side being critical of every flaw when Leslie walked in and said

"DAMN girl! Your titties got HUGE this Summer! I wish mine had grown like that, those babies are pretty." She said as she pulled off her own tank top and began shedding her shorts.

It was true, I'd gotten on the pill, and my breasts had grown at least a half a cup size in the last 6 weeks or so, and my nipples became crazy sensitive. I was still getting used to them being bigger and to the attention they drew.

"I know, right?" I replied, lifting them up in both hands and squeezing the chilly, firm mounds while gliding my thumbs over the nipples ever so lightly.

"Jacob liked them too, or so I thought but I guess Vanessa's were better since we all know she fucked him after the concert. Bitch."

I was acting tough, like it didn't bother me, when in reality I was looking myself over with very critical eyes these days, wondering what was wrong with me.

I had been with Jacob for about 6 months and I was about to give in and have sex before we both left for school, but he had other plans, or at least he did after he got drunk and let Vanessa suck him off. I even heard she swallowed!

I'd gotten the news through some friends who'd watched the whole thing, and that just added insult to injury.

"Hey!"

Leslie said as she snapped her fingers to break me out of my mood, "He was not, and is not, worth your last day with me! Get that suit on those gorgeous, bouncy ta tas and lets get drunk and make the men at the pool adjust their dicks!"

She laughed as she downed her second beer. I was still working on my second but I could feel the alcohol starting to loosen me up and making me horny.

I knew she was right and I was ready to let some sun and suds help me forget him!

We poured two more beers into insulated cups, so as not to attract attention of us not being quite 21. We wrapped towels around our waists, grabbed my bag and off we went.

I'd just gotten my towel laid out onto one of the long lounge chairs and was looking for my hat when I spotted him. The man I'd seen watching me from his window when I was making out in Jake's car behind the apartment building.

He'd actually jacked off while watching me cum on Jacob's fingers a few weeks back and I'd replayed that in my head more than once. It was an intense orgasm and really hot with him looking right at me.

I could feel my nipples start to tingle at the memory.

He hadn't seen me, he was reading a book in a chair in the shaded area, when suddenly Leslie tripped and knocked my bag off the table, spilling the contents all around.

Everyone looked up at the commotion and that's when we locked eyes, just like we had that night.

"OMG! I'm so sorry!" Leslie was saying as she started to pick up my wallet, keys, sunscreen coins, and various other things that had wound up in the bottom of my bag.

"It's fine," I said, as I helped pick everything up, feeling eyes on me so intently it was almost palpapble.

We got settled on our chairs and Leslie got out the sunscreen. We were used to being on a boat, out on the lake, oftentimes topless so we were masters at turning the boys heads by applying sunscreen.

The man was trying to watch us non-chalantly, while continuing to appear as if he was reading his book.

I looked up and caught his stare on my ample, perky chest and I felt the raspberries tightening up again as they made their ultra-sensitive presence known under the thin fabric of my tiny top.

He looked up at me then and licked his lips! I felt a warm wetness where I wished his fingers were.

Leslie had squeezed some of the silky lotion in her hand and rubbed it between her palms before starting with her legs.

Leslie was going to school on a volleyball scholarship and her long legs were something to behold.

The man's gaze shifted to her as she ran her fingers up and down those brown stems, rubbing and caressing them as more than just he watched the show.

I caught her sideways smile as she said " What are you waiting for?" and handed me the bottle.

"You need to fire these guys up! Rub some lotion all over those young titties. I think that one older guy is staring at you. He's over there under the umbrella.

And she pointed at my Watcher.

I looked over and saw him adjusting the book lower onto his lap, covering whatever might be happening in his swim trunks.

He leaned back and lay the book over his crotch, as I'm certain he needed to, and put his hands behind his head after putting his sunglasses back on.

I realized they were so dark you couldn't see exactly where he was looking, so I took that as a challenge and slowly started trying to make him squirm.

I took the lotion and poured some directly onto my upper chest and watched it slide down between my breasts as I caught some on my fingertips and then began to rub it in.

I ran my hands over my neck as I closed my eyes, picturing him watching through his window, then I slid them over each arm, lifting my arms up to allow my very firm, young tits to show their stuff. No sag, just a perfect torpedo, locked and loaded. I'd heard what the guys said and I kind of liked it.

He'd watched my sexy show with very little movement then I saw a brief nod in my direction, just as he had that night, then he turned his head back to his book.

"I'm going to grab another towel from the towel boy, do you need one?" I asked Leslie as I stood and very slowly adjusted the tiny piece of fabric covering my round little ass.

"I'm good" Leslie sighed as she lay on her stomach and closed her eyes, covering her face with her hat. No doubt a little sleepy from the 3 beers she'd downed.

I walked past his chair on my way to get the towel, he lowered his glasses as I did and said "Hey there, you just move in? I don't remember seeing you here before."

I hadn't expected him to speak and my heart rate increased ten fold as I stopped in front of him to reply.

"No, umm well, yes, I guess. I'm staying with my sister in Building B for 3 weeks until I start my Freshman year at OU."

My face turning a slight shade of pink as I pictured his very long, hard cock in his hand with him pumping and squeezing it while watching me cum in Jacob's car. I'd never seen anyone do that and the memory brought with it a deep ache that I felt in my pussy. I'll never forget it.

He smiled then and asked "What are you studying, if you don't mind me asking?"

"Not at all, I'm going on a softball scholarship and I'm studying Interior Design. I've always loved design and architecture." I swayed back and forth a little, clasping my hands in front of me to push my titties together.

He noticed.

His smile brightened as he said "My wife played softball when we were in college! That was a long time ago though, she sadly passed away almost a year ago now. I really miss her."

I didn't know what to say, "Oh, I'm so sorry to hear that, I'm sure you get lonely." Then I immediately felt stupid for saying that!

"I do, that's why I come down here and meet interesting people to talk to. I find I'm up late at night and I often look out my window at the full moon. You never know what beauty you might see in the bright moonlight." He added a soft smile to his words and I understood the inuendo.

I looked over to see Leslie scanning the pool area for me and taking a drink of her beer.

I know I stuttered as I said "Ummm Uhh, yes that's true. I guess I'd better get that towel now but I'm sure I'll see you again."

"I really hope so. What's your name?" He asked before I walked away.

"Ummm it's Penelope." I said, as I felt the wetness in my bottoms again.

His voice was very sexy and I swear when he talked to me I found it hard to breathe deeply.

He was definitely an older man, but he was still really hot, like one of your dad's friends you'd always had a crush on as a kid.

And you could tell he'd probably always been an athlete; he had a flat stomach and nice, big biceps and I suddenly wanted to know what those arms would feel like wrapped around me when he said,

"My apartment number is 503, but I think you already know that. If you ever need anything I'm home a lot when I'm not hiking or out on the lake."

He winked and I swear my knees felt weak! I'm 18 and getting willingly seduced by a movie-star-looking, old dude and it was a lot to take in.

"Ok, thanks, I guess I'll see you around." I managed to stammer as I walked away with his eyes glued to my hard, young body and my fluffy, bouncing boobies; bouncing as only 18 year old boobies can.

I sat back down with my towel and downed the rest of my beer in one swallow.

"What was that all about?" Leslie inquired with a sly smile when I sat back down.

"That old guy is pretty hot! I'll bet he knows his way around a clit." She chuckled as she took a long swig of her beer.

"Leslie!" I said as I felt my own clit begin to tingle and throb.

It was a feeling I'd been having more often now that I'd had a taste of what sex could be. I'd been going further and further with Jake every time we parked, he'd even taught me how to spit on his cock and jack him off, and I was just about to let him go down on me and actually fuck me, when we broke up.

I was diappointed to go to college a virgin but it looked like that's what would happen.

I only had a couple more weekends left in town and my prospects were slim with most everyone else gone.

The man gathered his things while I tried not to notice, and he left, waving at me as he went.

"Damn! I think he likes you. You know how you were lamenting your viginity and wishing someone could show you how to really enjoy it the first time? I think that dude would eat that up! No pun intended." Leslie said, laughing.

Her words sent shivers throughout my entire body.

"Whatever! He's old, and still mourning his wife. He doesn't want an 18 year old, horny virgin showing up on his doorstep."

Or what if he did? I thought to myself as the little bit of alcohol fully hit my system.

I laid back on the chair, closed my eyes and let myself drift off to the fantasy of his large, soft hands slowly mapping out my every curve and valley; and it was the valley I was most excited about.

I'd learned to masturbate years back when my cousin had come to stay for the Summer, she was a year older than me and lived in the country.

We didn't think we had anything in common, and didn't even get along the first week she'd stayed in my room, sharing my bed, until I asked her to show me what she was doing every night that made the bed move and made her moan and breathe heavy.

She happily gave me quite the lesson in touching myself on those Summer nights and she even sucked on my nipples sometimes, which sent me through the roof the very first time she did it. Another thing I've never forgotten.

So needless to say, I enjoy pleasing myself quite often, even in inappropriate places at times, but nothing I had ever done to myself had compared to the touch of Jake's hands when they first found all the places that made me lose it.

I started thinking about the very first time he'd ever made it all the way inside my panties and how I'd gasped as he touched the little nerve bundle I now know is called a clitoris, and I swear it feels like your head will explode the first time it's touched on purpose.

Leslie pulled me out of my reverie, "I'm hungry! Let's go order food, drink some more beers and see if we can hook up with Kent and Dave."

I had no desire to hook up with either one of those idiots but I liked the drinking more beer and ordering food part.

It turned out only Kent could meet up so he came by and picked up a very horned up Leslie, who couldn't wait to suck his hard cock, get off, then come back to pass out on my sister's couch. I told her goodnight and to be careful.

I suddenly found myself alone with an aching pussy and a pretty good buzz going.

I decided to forgo having another beer as I wanted a clear head for what I was about to do.

I brushed my teeth, fluffed my hair, and changed into a little sundress with no bra along with some sandles that showed my pretty feet.

My sister was an RN and worked the long weekend shift at the hospital so there was no danger of anyone knowing about my secret journey to apartment 503.

I crept quietly up the stairs and tentatively knocked on his door, praying he would answer.

I heard footsteps and then the door opened and he was standing there, looking surprised, wearing a pair of pants and no shirt.

I think I caught my breath as I looked him up and down, thinking there was no way he was old enough to be a grandad. He was muscular and had quite a few tattoos. He looked hot!

I'd caught him by surprise and he stepped back as he opened the door wider and said "Well, hello Penelope, you did remember where my apartment was."

I dropped my gaze and nodded as he asked me to come inside.

I stepped in to find a neatly decorated place that had a bachelor pad feel to it but very much like an older, more sophisticated bachelor, if you will.

His smile and demeanor told me he was glad I was there as he asked the very obvious question,

"I'm so glad to see you, what brings you over?"

It was my turn to stumble over my words again as I tried to explain that my entire 18 year old body was on fire for him and if he didn't put his mouth on me soon I might explode.

"Oh, well, um, you'd said to come by, and well, my friend left to hook up with a guy and I didn't want to spend the evening alone in my room, so I hope it's ok, but if it's a bad time I can go."

I continued stammering and trying to find a graceful exit, as I turned toward the door to escape this suddenly uncomfortable situation; then he grasped my arm to turn me back to face him and his expression changed as he replied "I never said it was a bad time, in fact I feel like it's perfect timing."

With that, his hand went to the back of my head as he gently pulled me toward him and softly touched his lips to mine. He moved his head back and forth, slowly grazing my lips with his as I struggled to remain standing.

"It seems to me you've come over for a reason and if I am reading you correctly, that reason is sexual."

As he said this he took me fully in his arms and kissed me deeply, and when I say deeply, I mean it was like he was a starving person and I was the first taste of food he'd had in a long time.

His tongue swirled and danced inside my mouth and he lightly bit my bottom lip while growling something as his hands moved over my back and down to my ass, taking it in both of his hands and pulling me toward him. I could feel him getting harder and I was getting wetter.

We kissed for a few more moments and then I felt myself being lifted off my feet and carried to the couch. He gently laid me down and began kissing me again with the same voracious hunger, and this sudden passion for me made my head feel light.

He stopped as if coming back to his senses and said "I'm sorry if I'm going too fast and if I'm being presumptive but it feels like this is what you're here for, am I right?"

I worked to control my breathing, and my virgin body felt like it was deliciously on fire; I craved his hands on me again and I answered in a breathless whisper "Yes. Yes, I'm here for this. Please keep going, I want you to touch me and teach me, will you do that?"

He answered me with his tongue in my mouth again and then his teeth grazing my neck as he growled some more quietly and began licking and tasting where his lips had just been.

I'd had a lot of experience with kissing, or so I thought, but this was beginning to feel like a whole new level.

He stopped once more and looked me in the eyes "So, are you asking me to teach you how to love your body and to make you feel things you've only dreamed of feeling?" I nodded and he asked "Penelope, are you a virgin?"

I sat up and straightened my clothes before answering. "Yes, I am."

His expression changed then and it was unreadable for a moment and I felt I should add "But I'm almost 19 and I know what I'm asking of you. I want to lose my virginity before I go to college and I want it to be nice and fun and not rushed through in the backseat of a car."

He smiled then and dropped his head before saying "I'm honored that you find me worthy of taking your virginity and showing you all of the delicious sexual things you want to know, and if you're serious, I will be very gentle and loving while I make you feel things you can't even imagine yet."

All I said was "Please" and then his hand cupped my face, he kissed my nose, then my mouth and moved to my neck, laying delicious kisses and nibbles along the way down to my collar bone.

His hand began to untie my sundress, slowly pulling the bow free and letting the top fall open slightly; he ran the backs of his knuckles down my chest and opened the dress all the way.

He never looked up, his gaze was fixed on the two quivering mounds of soft, young flesh hiding under a thin layer of white lace.

HIs fingers trailed along the lace, down into the deep v of my cleavage and I shuddered as goosebumps raised on both arms.

I reached behind me to unclasp my bra and his hungry gaze felt like velvet brushing all over me as I slowly dropped the garment to reveal my big, very puffy nipples and firm, young tits.

I had been self conscious about them until my boyfriend told me he loved them and judging by the slow smile forming on this man's face, I think he likes them too.

"Wow." was all he whispered before looking up at me as if to say "Can I touch?"

I took his hand and brought his fingertips to my silky soft nipple flesh and we both gasped a little when he touched me.

His fingertips brushed over my nipple as it hardened into a pink little nub, tingling and silently begging for his lips to find it. And they did.

He bent his head down and kissed the tip which made me jump and made him chuckle, then his expression became more focused and he opened his mouth to take my entire aureola in and I felt him begin to suck.

I arched my back involuntarily and reached for my throbbing pussy. I was pressing my hand against it as his mouth sucked, licked and mauled my flesh, making me squirm and cry out.

He gently pushed me back onto the couch pillows and took the other one in his hungry mouth, leaving the first little nub wet and becoming even harder in the cool air of the ceiling fan quietly turning overhead.

He was making noises of pure pleasure, "Mmmmmm.... so lovely. Oh my god.... you're exquisite." he whispered before sending me into a brand new frenzy of feeling as he lightly bit and sucked my pink rosebuds taking them over and over into his warm mouth and rolling his tongue lazily back and forth, as if savoring them.

My panties were now very wet to the touch and he discovered that while running his hand up my inner thigh from my ankle. His touch almost lifted me from the couch, it was an explosive reaction and he took that to mean he should continue and OMG, did he ever continue!

I thought Jacob knew how to please me until this man's hands found their way onto my body. This was delight on a level I hadn't yet experienced.

He pulled my panties off and down my legs, tossing them away and raising my arms over my head to remove my dress completely.

His exhale was long and appreciative as he got his first look at my completely naked body and knew it was his for the taking.

I was confused when he stopped, sat back, and while admiring me said "I'm not going to take you tonight. I want to savor this time with you and open you slowly.

I felt my pussy tighten and release as I realized what he was saying. He wanted to take this all slowly and teach me how to please myself and him, not just fuck me.

I felt almost lightheaded at the prospect. I mean I had two more weeks here in this apartment building, no job, time to kill by the pool, a young, sex-hungry, 18 year old body and a very hot, willing older gentleman begging to make me cum and then teach me about sex.

What more could a girl ask for?

"I like the sound of that. I have a couple more weeks here and I can't wait to play."

He smiled as he reached for me again and said "How about our first lesson begins now?"

I answered with a wet kiss, probing his mouth with my tongue and sucking on his lip.

He pushed me back harder against the pillows, signaling the lesson had begun.

His couch was huge, almost like a bed with soft pillows and a blanket. I laid back and he spent a few more moments kneeding and caressing my breasts while aternately licking and sucking them. He knew exactly what he was doing as he'd watched Jacob doing this very thing with me, in the car outside his window.

He sucked and nibbled and continued to caress my pussy too but not putting his fingers inside me, only rubbing the slit and grazing my clit every so often. It was making me crazy and I kept pushing his hand harder into my very wet, little snatch. He continued to suck greedily on my now dark pink, protruding nipples.

He had me worked up into a real frenzy before he stopped sucking and playing and slowly slid his mouth down my body until he reached my belly. Looking up at me, through my lifted knees, he said "Now, my dear, I will give you a glimpse of Heaven."

And OMG, did he ever.

I had heard my friends talking about a guy going down on you and the way they described it sounded like it was maybe even better than sex itself and I guessed it was about to be my turn to have a vote on that.

He drew his nose and mouth over my small bush and down to where I felt my juices all but pouring from me.

He breathed in and sighed "Ummmm...... you smell delicious and I'll bet you taste even better."

With that statement I felt his tongue start sliding up my slit from the bottom all the way deliciously up to the top where my waiting clit was now as hard as his cock.

I screamed out when his tongue found the glistening, protruding, pink head of my clit, which was standing at attention and loving the delicious initiation into cunnilingus.

Later in life I looked up the meaning and root of the word Cunnilingus and Lingis or Lingere is "to lick" and that man definitely knew how to lick.

I lost sense of time and space as his tongue worked its magic, taking my little nubbie into his lips and then further into his mouth to suck, not just lick me, and I exploded with sensations; lifting and twisting under his body while the weight of the lesson being taught and devoured by me held me in place under his dancing tongue.

I vaguely heard his moans and sounds and grunts of pleasure while I thrashed and squealed under him, dying for release but not wanting the pleasure to end.

His ministrations began to slow and become more deliberate. I lay very still while he took the tip of his tongue and lightly grazed the warm, wet little lollipop he'd been devouring, and then told me to relax.

I took a deep, shuddering breath and closed my eyes. He moved up my body and kissed first my left nipple and sucked it lightly, then moved to my right to do the same.

I could feel myself begin to vibrate with anticipation when he returned to my wet pussy and I felt his hot breath brush over my clitoris again.

His first, light lick pulled my navel up toward the ceiling as if 100 joules had struck my heart and I audibly gasped as he went back and forth, taking his time, establishing a rhythm with his licks.

He knew exactly how to bring to the edge and then slow the wave of pleasure down to only bring me back to the top.

In between he lapped up my juices and even stuck his tongue into my depths as I squealed and squirted.

I lasted another possibly 5 seconds before it felt like the floor had opened and I was falling and moaning and twisting and thrashing. The waves of climax continued washing over me, pulling me under time and again as I gasped for air.

When the vibrations coursing through my body subsided and I could finally breathe normally, I opened my eyes to see a huge smile on the face of this handsome man who said,

"And THAT is what it should always feel like."

I felt tears well up in my eyes as I replied "Thank you."

He lay beside me then and pulled me close to him. I realized he was still wearing his pants! We would definitely have to address that in our next meeting.

"Let's have another lesson soon, shall we?" He asked.

"I have so much to teach you, pretty one."

I snuggled in closer and dreamed of what was to come.