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This is the next installment of a series I actually didn't plan to write! I'd expected 'The Watcher' to be a stand alone until I thought of a new angle and off it went.
Everyone in this story, and this series, is 18 years of age or older.
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So, I'd met up with this hot, older gentleman once before after a day at the pool, and it had ended with him giving me a really intense orgasm when I'd shown up at his apartment later that day. Now, with only two weeks remaining before I left for college I had quite a bit of free time and I'd decided I was ready for him to take my virginity. I wanted to learn as much about sex as he could teach me before I left! He was nice and happened to be really fucking hot, even for an older guy, and he seemed eager to help me learn so I guess you could call it a sexual tutorial of sorts.
My 18th birthday had passed and I had always wanted to wait until after I was 18 to lose it but my jerk ex-boyfriend couldn't wait long enough for me to give in and cheated on me. So I had to find another willing, sexually frustrated person to help me out, and it turns out this sexy man magically appeared at my sister's apartment complex pool.
I had seen him before, he was the same man I called my "watcher" because I'd caught him watching me and Jake, my ex, make out in the car one night after we happened to park under his bedroom window at the apartment complex. He'd given me quite a show as I'd watched him too. He was jacking off in front of the window while Jake made me cum, it was intense and I was intrigued.
We'd made eye contact in the moonlit darkness that night, and we'd both recognized each other at the pool on Saturday.
The following recollection is what happened at my second "lesson" a few days later in his apartment.
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I was dreaming of floating in water, hands underneath me, holding me gently and lifting me up, then the hands caressed my breasts and reached for my pussy.
RING! The alarm brought me rudely out of my dream.
My eyes opened and I was still feeling a little turned on by the dream as I slowly stretched, catlike in the morning sun streaming through the window. My arm brushed across my soft nipple and I began to think back to two nights ago in apartment 503. The smell of his body, the shampoo, his cologne, I lay there softly caressing myself while reliving when he'd gone down on me.
It was three days later and the watchful eye of my big sister had gone to a workshop so I knew I had the whole day to myself, and my desire to be with "him" again rose in my consciousness.
I'd spent the previous day at the lake, riding jet skis with a couple of friends and my tan was looking good. I turned my shoulders, peeling my shirt off catching a glimpse of the small, white triangle of untanned titty flesh and pink nipple, standing at attention in the cool air.
I stepped into the bubbly, hot bathwater I was running and lay back, feeling the rising water snaking its way up to my already wet pussy and enveloping my slit in it's warmth.
I scooted my ass up to the end of the tub, lifted my tan legs up the wall so the faucet could work it's magic, sending the warm water cascading and thrumming over my clit and swelling pussy.
I lay back in the water with my titties sticking up, bubbles clinging to their red tips, and let the arousal build slowly. I knew I was alone and no one would be knocking on the door telling me to hurry up or to stop using so much water.
After a few minutes of bliss, I started to play with my hard nipples as the water was hitting my cunt lips; I strummed my pencil eraser hard nips back and forth fast, feeling my pussy clenching in the running water, my toes pointed to the ceiling, the pressure built and I exploded in climax.
Water splashed onto the floor as I jolted and spasmed, sitting up, needing the intense sensation to subside from my hypersensitive clit. I sat back with the warm, incredible, post climax feeling flowing though my nervous system and couldn't wait to feel that again, hopefully with my handsome teacher.
I shaved my legs, washed my hair and readied myself to visit my tutor in apt 503. We hadn't exchanged phone numbers so I planned to show up unannounced, and hope he would be glad to see me.
"I can't believe I didn't even ask his name," I whispered as I left the apartment.
My dark hair was still a little damp and fell in natural waves down my back. I had on some lipgloss and a bit of mascara, just enough to accentuate my green eyes and Summer tan, but nothing much. I was wearing shorts that let a tiny bit of ass cheek peek out and a white, cotton tank top sans bra.
I was excited but also a little nervous for what was to come as I walked to his building.
Still being a virgin, even though I hadn't planned to be one when I left for college, and having found myself single with only two weeks to go before I left for school, I was hoping my new older friend would be more than willing to help me out.
His apartment was located toward the back of the complex and it was fairly hidden from view, that's why Jake & I had chosen to park there the night he'd watched us, thinking it was secluded.
I knocked on his door and suddenly had the panic inducing thought he might not be alone! I was about to chicken out and make a hasty exit when the door opened, and there he stood, looking just as handsome as I had remembered.
"You're here! I'm so glad to see you. We didn't talk about when we could have another lesson and I was afraid you might have changed your mind." He said against my ear as he held me tighter.
"I'm sorry for just showing up like this again, and I'm glad you're ok with it. My sister is gone all day so I knew we had some time." I replied as his hands smoothed my hair and caressed the side of my face.
"Ok with it? More like ecstatic about it if you couldn't tell." He winked as I looked down at the solid bulge making it's presence known against my stomach.
We stepped inside and I could smell the faint scent of a candle or something kind of woodsy and leathery in the air, it fit him.
He took my face in both hands as soon as we were inside and began to kiss me lightly on the lips. I responded to his tongue in my mouth with mine and bit his lower lip before I pulled back to look up at him.
"What lesson do you have in store for me today?" I asked very sweetly.
"'Mmmmmmm..." he breathily growled against my neck, "I want to start right here" and he lightly bit the side of my neck, sending shivers down my body. He sucked my neck lightly before moving up to my soft earlobe, sucking on it too for a moment as his hands found both of my breasts and the protruding nipples barely hidden by my light tank.
I dropped my head back when he touched them and he said "I remember watching you do just that, the night you were making out with your boyfriend underneath my bedroom window. You liked it and so did I."
He began to lift my shirt then, pulling it tight against me as he did so, and when he drug it across my two hard, tingling nips, to watch my impressive titty drop, I almost had to sit down, the intense sensation of the fabric roughly raking across them was delectable. He bent immediately to suck on my right one and it filled his mouth like a big, pink marshmallow, the more he sucked the harder it got.
He pulled his greedy mouth away only to admire the hot-pink, wet binky he'd formed with the suction. My aereola were large and puffy until they were inhaled like he was sucking on them; then they became longer and harder and stood at attention like little nursable soldiers. I stood there with wet my nipples tingling in the cool air of his living room while his experienced, soft hands slid my shorts down my hips to my ankles.
I stepped out of them, bending to pick them up and playfully bouncing my jiggly boobies for him as I stood. He smiled and and shook his head, "Oh my, they really do defy gravity, my lovely girl."
He took off his shirt and his eyes left my tits only to look at my face and ask, "Are you ready to begin our lesson?"
I nodded in complete surrender and he sort of hungrily fell onto my soft mounds, both kneeding and sucking alternately. The noises he made were gutteral and posessive I couldn't believe how wet he made me, it never felt like this with the ex-boyfriend, emphasis now on boy.
As he'd done before, he slid his way down across my neatly trimmed bush to breathe me in and moaned when he moved his nose to accomodate his tongue, "Just as I remember, you taste like sunshine." he whispered against my clit and I grabbed his face to pull him closer.
He took that commanding pull to mean I wanted him to suck on it,
and I didn't remember to breathe until he said, "You have to breathe, baby..."
I gasped when he chuckled, against my throbbing pussy, and jumped from the exquisite feeling. I felt his tongue making lazy circles and then he brought a hand up to my breast and started to tweak my sensitive nipple while he ate and licked me, adding to the pressure of my climax building.
He licked two of his fingers and very gently slipped them inside my tight opening, and I felt a delicious fullness I wasn't accustomed to. Jacob had only done that once and he used one finger but it didn't feel like this at all, this time the hands were bigger, softer, and less clumsy. I closed my eyes as he slowly moved them in and out, while licking and kissing my screaming clitoris, the wet sounds my pussy was making, along with the sighs of intense pleasure coming from somewhere deep inside me made it even hotter somehow.
He began to jack my little button with his mouth and that along with the two gifted fingers working inside me, caused the dam to break and my chest thrust into the air as I came with complete abandon. The sounds I made were animslistic as he held on while my orgasm seemed to flood out of me and onto the blanket we were lying on. It felt like I had peed and I was shocked at the intensity of what had just happened.
"OH my GOD!" I panted and shook as the pulsating subsided. "What just happened? I don't know what happened, everything was so intense!" I said breathlessly. I was still calming down and trying to explain, thinking I had done something to embarrass myself, when I'd really just had my first squirting orgasm. "Beautiful girl, I think I might have just helped you find your G-spot." He smiled, shaking his head as if in wonder, watching me come down from my orgasmic stratosphere.
Standing, he took off his pants and I had my first look at the growing knob hiding in his boxer briefs. It was bigger than I remembered from the window. He had muscular legs, and you could tell he was a hiker and probably rode bikes too because his ass was still pretty nice.
"I think it's time for you to play a little as well." He said, slowly sliding off his briefs to remove his now much harder piece. He was still standing and that put his large, growing cock right at face level. I took it in both hands, stroking it and then he lightly grabbed my wrists and said "That feels wonderful but I want to lie back and I'd like you on top."
We switched positions and he lay down on the leather couch with the big blanket that was now damp from my cum, and motioned for me to straddle his waist. His cock was pointed up so it fit right in my wet slit with my knees bent and legs on either side of him.
I sucked in my breath as my very sensitive, still-hard clit rubbed back and forth on him and he closed his eyes and began to breathe deeper. I leaned forward to position my firm, jutting titty right over his mouth and he sighed deeply when he licked it. He started sucking and moaning while I slid up and down, feeling his dick, rock hard and covered in my juices. He massaged my tits a moment longer then told me what he really wanted.
"If you're ready to go further with your lessons, you can suck me." He said, looking intently at me, waiting to see if I was game. Little did he know I was good at giving head and I liked it.
I slid off his cock and it stood up from his stomach a little. It was long, really warm and swollen with a drop of pre-cum glistening on the tip in the sunlight when I bent my head to taste it. I licked the very tip, where the little slit is even pushing my tongue into it a tiny bit. He moaned and nodded, "Go on... put it all in your mouth for me."
His eyes rolled back in his head for a second as I enveloped his sticky pole in my mouth, tasting my own pussy juices. I had rubbed my cunt all over him while he'd been sucking my tits and I began to suck him harder after tasting myself.
He moved his body from side to side, eyes closed saying "Yes, Baby, that's it; suck it, suck my cock." Everytime he said something in his sexy deep voice or growled in ecstasy against my skin, my pussy dripped a little and my nips tingled even more, it was turning me on to turn him on.
I could taste the pre-cum and swirled it around the tip with my tongue, he gasped when I did that and I ran my tongue the length of it then, up and down the soft underside, making him almost whine with pleasure.
I gleefully sucked while he was panting and jerking, until he suddenly pulled it out of my mouth and began to choke it with both hands as jets of hot cum spurted from it onto my titties and neck, running down to my belly button. I caught some and brought it to my mouth for a taste, he watched me with an almost glazed expression, he was completely spent and I had throughly enjoyed the school day.
He offered me his shower to clean up and handed me a big towel then kissed me as he closed the bathroom door.
When he walked me to the door he held me and kissed me again softly for a few minutes. "This afternoon has been truly one of the very best days I've had since my wife passed. You made me forget the pain and remember why I love the female body so damn much. If you can get away on Friday evening I will be home." He told me as he reluctantly opened his door for me to go back to my sister's apartment.
"I will definitely be free and I'll see you at 7:00!"
"Its a date!" He said smiling as he closed the door.
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