Anna Erin

The story of Anna Erin and I is a long one that stretches over many pages. Since our first introduction to each other as eighteen year old high school seniors, her beauty, confidence, and mystery have drawn me in. She has always found a way to leave me wanting more of her. I have shared a few details with curious individuals a few times, but no one knows everything. Here is the entire story.

The teacher randomly moved our assigned seats every once in a while to keep us working with new people. In his latest seat move, Anna ended up sitting right behind me in Chemistry class. I had seen her around school often, as she had a unique appearance due in large part to her hair, but never really talked to her until she ended up sitting right behind me.

Anna, whose middle name was Erin I would eventually learn, was 5'8" tall and of medium build. Anna Erin was not athletic, and there was nothing particularly eye catching about her features. She had very minimal muscle tone, not much of an ass, and her breasts were small b or maybe even a cup. Were it not for her hair, most guys would have never noticed her. Even when guys did notice her, for most of them, she was not their type.

She had wild bright red curly hair. Her curly red hair hung half way down her back. On days when she straightened her hair, it almost went to her waistline. Occasionally she pulled it to a pony tail, braids, or a bun, but most of the time she left it curly and down.

Her wild red hair framed her very pretty smile. Her smile was warm, inviting, and had a bit of a delightfully devious element to it. When she smiled, her perfect teeth could seen between her soft pink lips, with dimples forming just off the corners of her mouth. Her bright, almost emerald green eyes were beautiful, alert, and seemed to sparkle.

Anna was smart too. She was in the running for valedictorian of our class. It really helped having her as a lab partner because I struggled with chemistry.

The part that drew me most to Anna was the way that she carried and presented herself. She dressed well, had a confidence and elegance about her that was alluring and sophisticated. In fact her confidence and elegance would set my standard of expectations high for those that would come after her. I thought and still think that she was perfect and beautiful.

Even though we were the same age and in the same graduating class, I always thought she was out of my league and that she would never be interested in me. Even though we were in the same chemistry class, I was still to nervous to go across the room and talk to her. Thankfully the new seating assignments helped out.

We actually hit it off very well right from the beginning. Chemistry class became much more enjoyable at least. We seemed to work well together as lab partners too. Both of us demanding excellence and success of ourselves in our respective areas, her academically, me in my shop classes and athletically. At eighteen years old finding the confidence to ask out someone perceived to be in a different league out can be tough, but I did.

That weekend I took her to a movie. After the movie I dropped her off plenty early, not wanting to make her parents mad. From then on she became my girlfriend, my first girlfriend. For the rest of our senior year we continued dating, hanging out, and doing things together. We were also very well behaved. I mean, I might have tried to get a kiss in here or there, but we never did anything that we would be embarrassed to tell our mothers, or her father.

That is until one night when we were well into the spring of our senior year, probably late April. We had never done anything more than kiss up until that particular night.

While watching a movie on the couch in her basement, I slipped a hand under her shirt as we lay spooning on the couch. I am not sure how we ended up in the spooning position that night. We did not spoon often, in fact it was rare that we even laid down together, but there we were.

The skin under her shirt felt like nothing I had ever touched before. It's difficult to describe how delicious she felt. Her skin was soft and warm. It was smooth and almost creamy to the touch. I liked it and wanted to touch more.

Nervously I pushed my hand a little farther up her shirt until I found her bra covered breast. Carefully, ever so carefully I slipped my fingers under the bottom side of her bra and flipped it up to expose her breasts. As I did so she seemed to exhale and quietly moan approvingly as she wiggled closer into me.

My heart was pounding a mile a minute. I was scared to move too much because I had a throbbing erection and was not sure how she would react to it. Completely lacking experience, I did not really know what to do in the moment or have the confidence to do any more than I was.

I laid very, very still next to her, except for my left hand. With my left hand I cupped her small breast and gently held her nipple between my thumb and index finger. We lay there completely still, neither really knowing what we should do next, but both enjoying the sensation that each were feeling. Neither of us moved for the rest of the movie.

There was no remote with that tv and when the movie was over she hopped up immediately and went over to shut it off. I got up as she did, turning away and doing my best to hide my erection by quickly reaching down the front of my pants and pulling my penis head above my belt line. The combination of my belt keeping it pulled tight against my stomach and a baggy hoodie did pretty well hiding my erection. I was not sure how she would react to it and I had to walk past her parents upstairs and then my parents once I got home.

Arriving home that night I went straight to bed and spent a good bit of time that night with my bottle of hair gel and a box of tissues.

I had liked what I felt on her basement couch that night and knew I wanted more of it. Prom came, then graduation, and finally summer with little more than some kissing here and there. Summer was more of the same. She always seemed too busy doing lots of things. We also were rarely in a situation where we could do more than kiss, and neither of us had the experience or confidence to initiate more than a kiss.

Very soon I would be heading to college on a wrestling scholarship and Anna would be taking a year off to work and figure out her plans. Understandably she did not want to waste a bunch of time on school as an undecided student.

The topic of college was not an easy topic for her and I. I was head over heels in love with her and convinced that she was "the one". She on the other hand wanted me to go to school and not worry about her. Her exact words more than once were, "I do not weant to hold you back from anything in anyway."

I was still in love and did not fully understand what she was trying to tell me.

My parents had a small get together at their house the evening before I was to leave for college. Anna came over and joined us too. That evening after everyone else had left we helped my parents clean up and take care of a few things. After which my parents retired to their room probably around 10:30.

Anna and I ended up laying in the big hammock on the back porch. She lay on her back and I lay on my left side next to her. My left arm was wrapped around under her, supporting her head and neck. Laying there together we began to kiss each other, taking the time to nibble on each other's lips. With my right hand free to roam and explore her, I started to slide it up her shirt from the bottom. Her skin felt just as amazing as I had remembered.

My hand seemed to take on a mind of its own, confidently sliding up her stomach to her bra covered breasts. Once again, I carefully flipped her bra up above her breasts exposing them. Gently and curiously my hand cupped each breast, with my fingers taking time to explore her nipples.

Our kissing became deeper and more intense too. As our tongues swirled against one another she sucked mine into her mouth, sucking hard on my tongue. It was unimaginably arousing. Her mouth was incredible.

My hand became more brave too. Sliding back down her stomach, my finger tips found the elastic waist band of her shorts. This was new and uncharted territory for me, but it was not hard to figure out what to do as she slightly rolled her hips up to meet my finger tips.

Sliding under her shirts waist band and into her underwear, my fingers took time to explore her mons and then the small valleys and spaces between her legs and her most secret place. Her bikini area bush felt small and neatly trimmed. I marveled to myself at how delicate her skin felt. Still kissing each other deep and passionately, my middle finger landed between her pussy lips. Pausing momentarily to enjoy the sensation, I then started gently working my finger in a sideways back and fourth, and semi circle motion.

Having never before touched Anna, or anyone for that matter in this place, my finger was a bit awkward. Even if awkward, it was very gentle and eventually parted her lips to the soft and warm spot beneath them. She was wet and warm between her lips and my wiggling finger found the opening it was searching for.

I truly had no clue what I was doing or how to touch her. I did not realize how perfect of an angle my finger was at the time, as I slid my middle finger into her. Looking back now I realize that my hooked finger tip was inside of her, massaging her g spot as the callous area where my finger met my palm was stimulating her clit on the outside. Essentially it was perfectly rubbing both areas in a circular motion against each other. At the time I was simply exploring her most secret place with my finger. At one point I thought about attempting a second finger, but even with my lack of experience I knew only one was going to fit that night.

Anna's body tensed, and she started to shiver, almost like she was cold, but it was different from a cold shiver. She suddenly became covered with goosebumps at the same time. Her body was doing something I had never experienced before, and her hips were rocking up hard against my hand. There was a small flood of warmth and moisture around my finger.

As it subsided she reached down and pushed my hand away. Not knowing anything or realizing what had happened at the time, I started asking if everything was ok or if I had done something wrong. She was assuring me everything was good, really good, but then she followed that by saying she had to go.

As an eighteen year old, I had no clue that I had just made Anna orgasm and that her clit had become super sensitive after the orgasm. That was why she pushed my hand away. I also did not realize at the time that she was feeling a bit self conscious about the small wet spot she had made. I wish I had known what to say and do then, but I did not. I simply walked her to her car and we kissed good night.

Returning to my bedroom and laying down I held my finger under my nose. The way it smelled was impossible to describe but I liked it. I also noticed my erection was different that night than any I could remember. It seemed thicker, longer, and throbbed more. Holding my finger under my nose and enjoying Anna's lingering aroma, I stroked myself with my other hand, having the most intense orgasm of my life to date.

School and wrestling started without a hitch for me. The move to school all happened at a time when communication was not what it is now. Email was a new thing that we did not use much at the time, and we had a land line in the dorm room and her house. Through the phone tag Anna and I kept in touch as well as we could and would see each other when I was home, both of which eventually slowed.

We had started off talking to each other multiple times per week and seeing one another every time I went home. As the first semester finished up and we started into the second semester, that turned into talking once every two or three weeks and maybe seeing her once a month.

With no spring break that year due to wrestling commitments, a week after wrestling finished up in the early spring, I made the trip home. I had not talked to Anna for a while, so right before leaving school on Friday, I gave her a quick call to let her know I was coming home and to see if she wanted to get together. She agreed to meet me at my parent's house when I got home, which was fine with me. My parents were away until Saturday.

Arriving home, I eagerly prepped my old bedroom hoping Anna and I would end up there. I hoped my fingers would get to touch something they had touched before. I hoped I would get to smell Anna's delicious scent again or maybe even taste her. The bed was made perfectly, any dirty laundry picked up, and everything else situated in hopes and anticipation.

None of that happened, but what did happen was more intense than anything I had ever experienced and beyond my wildest imagination. When she arrived we talked for a bit and hung out in the kitchen and then living room with one thing leading to another.

Anna followed me up the steps and we made the left turn into my room. Living in an old farm house we did not have light switches around every corner, so I had to step across the room in the dark to turn on a small desk lamp. It was a purposeful move and my hope of establishing mood lighting. The small lamp on the corner desk made just enough light in the room to see the rooms contents and make out colors on the wall posters, but no more. For the first time I ever had a girl in my bedroom.

Turning around from switching the desk light on, Anna was behind me wiggling out of her jeans to my surprise. As she stood up and stepped out of her jeans she pulled her shirt over her head all in the same fluid motion.

Anna's bottoms and bra were emerald green lacy boy shorts and matching bra. The color perfectly matched her eyes and was perfect contrast to her freckled white skin. I had never seen Anna like this, she was stunning. All I could do was stand there and take in the sight.

Anna did not give me much time to look. She stepped towards me, pushing me to the bed. As she did, she pulled my shirt over my head and cast it to the side. Pushing me onto the bed she climbed on top of me, straddling me we began kissing. No gentle kisses though, the deep, passionate, tongue and spit swapping kind of kisses. The feel of her bare skin against mine was soft, warm, and sensuous.

Anna pulled her lips back from mine and started scooting backwards. As she did she began unbuttoning my jeans and pulling the zipper down. As soon as she had them loosened, she pulled my jeans and boxers off. As she did, my hard penis caught the waist band of my boxers briefly bending and pointing down before springing free. It flopped on my stomach with a heavy meaty sounding smack, eliciting a giggle from Anna.

Anna returned to straddling and kissing me. My penis had been as hard as it could be and needed no help staying hard since first seeing her in her underwear. She started rubbing her most secret place against my penis through her underwear. The sensation was warm and damp. As she rubbed herself on me, she continued kissing me, eventually though sitting up and grasping my pecks with her hands. From that position her hips started moving harder and more vigorously.

She started shivering and her body became covered with goosebumps. At the same time there was a small flood of warm wetness through her panties, dampening them even more. Pausing briefly to catch her breath she leaned forward and kissed me deeply one more time before sliding back and settling in between my legs.

Sitting on her knees between my legs, her hands started at my knees and moved up my thighs towards my groin and waist. Pulling them back slightly, she settled her hands about mid thigh. As she did, she leaned forward and took the tip of my penis into her mouth. Swirling her tongue around the tip for a few moments before steadily sliding her mouth down the length of my shaft. As she did she pressed her tongue on the bottom side of my shaft while sucking hard on it. The back of her throat gave way to her esophagus, as her nose touched just at my waist line.

Anna had just completely deep throated me effortlessly without even so much as blinking an eye. Pausing for a brief moment while she was all the way down, she then moved her head in a circular motion. As she moved in the circular motion, she did everything magical that you can imagine with her tongue and mouth.

Slowly then she started sliding her mouth steadily back up my shaft. She was sucking so hard, and her tongue following the underside of my penis perfectly. As she got to the tip, she held the tip between her lips as she might have held a lollipop. As she did, she circled my tip as much as she could with her tongue.

Anna began repeating the cycle over again confidently and methodically. She was in no hurry, but she was not slow about it either. The entire time her hands never left my thighs. Her mouth was the only thing she touched my penis with.

As she worked her magic my body instantly began an involuntary and uncontrollable reaction. As soon as she had begun sliding down my shaft the first time, my legs began to shudder, not like shivering from cold, but an actual shudder. The shudder worked in rhythm with her motions. As she would slide down, I would shudder. As she finished sliding her mouth up my shaft the shudder would subside, only to begin again when she started sliding back down. Accompanying the shudder was a feeling of shock that paralyzed my entire body. The euphoric high that accompanies orgasm began the moment her mouth started working on my penis and never came down until she was done. It was as though I was having an orgasm but the muscles that release semen were paralyzed and unable to function enough to release it.

All I could physically do was lay there paralyzed and shuddering in shock.

The blowjob lasted four or five minutes. As pleasurable as it was I did not orgasm. Even though I did not, that blow job remains the one I remember most out of all the ones since, regardless of their outcomes. No one has ever made my body do what she did that night, and I wanted more of it.

It ended as abruptly as it had started. She hopped off of me giggling and asking if I liked it. As she hopped up she excused herself to the restroom and when she returned she started dressing. The party was over for that night. Once again the delight and mystery of Anna was her making me want more of her.

That night when I finally returned home and lay down alone in bed, I tried something new that I never had tried before. After cumming all over my chest, I gingerly licked a few drops of cum off of my thumb and hand. After that I used my fingers to scrape the spots and ropes of cum off of my stomach and chest, licking my fingers clean each time. Finally there was a big drop of semen oozing out the tip of my penis. Gently squeezing the bottom of my penis to push any remaining semen up the shaft, I caught it all with my free hand, licking the final drops clean from my fingers. I repeated the process one more time that night thinking of Anna.

Not long after the intimacy we shared in my bedroom I learned some things that changed my outlook and feelings toward Anna. The true meaning of "I do not weant to hold you back from anything in anyway." It was just as much for her as it was me.

My penis was not the only one she had sucked. I would learn through a few other sources and Anna herself that she felt as though she had a talent for the act. She had given a coworker and another of our old classmates oral sex. In all fairness to her, and to her credit she had been honest and up front about not wanting a serious relationship since the summer before I left for college. She had wanted the freedom to do what she wanted to do and she wanted me to have the same freedoms. I chose not to pursue those freedoms. She had chosen to pursue them. To her credit and in all fairness she was honest and straight forward when I her asked about the other men.