Where it happened: Her Apartment
Langauge: English
Sex: Male
Rating: 10
Category: Straight
My first sexual experience was with an older woman when I was 17; my high school guidance counselor to be exact. I was big for my age. I was almost 6’ tall and was 195 pounds. I played football and lifted weights with my older brother almost everyday so I was pretty physically well built to be so young.
They took high school football very serious back in my home town so I tried hard to be a good player. I was told by more than one girl that I was ‘hot’ back then but I was way too intimidated by girls to be much of a ‘lady’s man’. I was a bit lacking in the self-confidence department.
I grew up in Texas but the summer between my junior and senior year of high school my father got transferred by his company to Chicago, IL.
It was total culture shock for me. The high school that I was to go to was huge! It was three times larger than my high school in Texas.
I had missed open house and student orientation by a few days so I was asked to come in and register on a Saturday. After a short meeting with the vice-principal, who was a real nice lady, I was instructed to go to the Guidance Counselor’s Office to get assistance with setting up my schedule. The Guidance office was small and cramped.
There were three desks packed in the small space. The two unoccupied desks were both neat and tidy with files stacked in neat piles and everything organized. The third desk looked as if a bomb went off right in the middle of it. Sitting in the middle of the ‘blast zone’ was one of the most beautiful women I had ever laid eyes on in my short life.
I’ll call her Ms. K because I think anonymity is prudent. She was in her late 20’s, long straight brown hair, big green eyes, perfect breasts and a body that would stop time. She was wearing a tight brown cashmere turtleneck sweater and very tight Levis and God did she smell wonderful. Her perfume was intoxicating. She introduced herself with a devastating smile as I mumbled and stammered like I was a blithering idiot.
We talked for a bit and I found out she had gone to college at the University of Oklahoma. I had been a Sooner fan since day one because both my older sisters attended the U. of O. We hit it off immediately.
We talked for almost two hours before she looked at her watch and freaked out that she hadn’t done anything about my schedule. It took about another thirty minutes and we were done. I had my whole senior class schedule set. I didn’t want to leave because it was as if we had been friends all our lives. When another student knocked on the door she reluctantly bid me farewell and I was off.
I could never stop thinking about her and ran into her from time to time during the school year. We were polite and friendly but it never occurred to me that we would ever be more.
It was several months later that something happened that would change my life. I was leaving school a bit late one Friday evening after a rather lengthy football practice when I passed a car in the parking lot with its hood up.
Being the nice guy that I was I decided to stop and see if I could help. It was bitter cold, dark and there was about six inches of snow on the ground with more on the way.
When I pulled up in front of the car, Ms. K jumped out and was thrilled that someone had stopped to help her. She told me that she didn’t know what she would have done if I hadn’t stopped since the school was locked and she had no way of calling anyone. (this was before cell phones)
I told her no problem. I was happy to help. We discovered that she had left her headlights on and it drained the battery so it only took a jump to get her going. I had my dad’s pick up truck and he kept all kinds of tools on it so I got her going in no time flat.
I suggested that she wait in the truck and stay warm while I got her car going and that small gesture of kindness seemed to have a significant impact on her. She just looked at me smiling for a moment and then went to sit in the warm cab of the truck.
After I got her going I let her car run and warm up and went to sit with her where it was warm. I wasn’t used to the harsh Illinois winters. My fingers were about frozen when I got back into the truck. She felt so bad for me that she took my hands in her gloved ones to warm them up.
We looked at one-another for a moment there in the darkness and I felt something stir inside me. She smiled and said I was a very nice young man. Butterflies filled my stomach as she blew her sweet warm breath on my frozen fingers and rubbed them between her hands.
We talked for a while and somehow the conversation got around to relationships. She told me about her last boyfriend and that he had cheated on her with her best friend. I told her that the guy must have been a complete moron because I couldn’t believe any guy would want to even look at another woman if they were with someone as hot as she was.
As soon as the words left my mouth I couldn’t believe I had said them. I was so embarrassed. I felt like a complete dork and I apologized profusely. After that, things were suddenly different. The look in her eyes changed from what I could have only perceived as friendly gratitude to what seemed more like an appraisal of sorts.
She brought my fingers up to her perfect lips and kissed them while she was still looking in my eyes. She thanked me for the compliment. Fireworks started going off in my head as well as my jeans.
The thought of a guy like me sitting alone in a situation like that with a beautiful woman like her had never entered the realm of my imagination. But there I was. Even though the temperature was well below freezing I started to sweat.
She gently released my hands then suddenly looked at me seriously. She asked me if I could please follow her home just in case she had any more problems. I told her I would. At that point, my mind should have been filled with possibilities and expectations but being an inexperienced teenager, I was completely clueless to what was going on. I was still reeling from the feeling of her warm, soft lips on my frozen fingers.
It took us about thirty minutes to get to her apartment. Since my father had a small battery charger in his toolbox I suggested that I hook it up to her battery and let it charge up for a while just to make sure her car would start in the morning. She readily agreed so I ran an extension cord from inside and connected the charger to her battery.
She asked if I wanted to come in for a while to warm up and she would make me some hot chocolate. I was fine with that because was frozen. My hands were so cold by that time that they hurt.
Her apartment was a small one bedroom but it was spotless and was very nicely decorated. I remember she had a large black three-paneled room screen that she said her father got her from Thailand. It was amazing! It was printed and inlaid with gold leaf drawings of three different styles of dragons. I was mesmerized by the detail.
She put on some water for the hot chocolate and excused herself, disappearing into her bedroom. I was so engrossed in the dragons that I hadn’t noticed that she had returned to the kitchen wearing an over-sized grey sweatshirt and a pair of tight black spandex bicycle sorts. I wasn’t very experienced with sex or romance but I could tell right away that she didn’t have a stitch of underwear on. As I watched her moving about the kitchen, I couldn’t help but follow her perfect ass and smooth slender legs. She was amazing. She smiled as she brought the hot chocolate to the coffee table and patted the couch next to her. It took me a moment to notice that her nipples were well defined against the thick cotton sweatshirt. I remember I couldn’t take my eyes off her breasts. I must have looked like a complete fool.
Ms. K said nothing but smiled as I sat next to her. We sat and talked about our families and our lives in the southwest. I gradually warmed up and decided to shed my coat.
After we finished our hot chocolate, she turned and looked at me with her appraising gaze once again. She looked as if she wanted to say something but then seemed to change her mind. She then jumped up and excused herself to the bathroom.
I decided that her battery should be pretty well charged by then so I decided it would probably be best if I was getting home. I got up and was about to put my coat back on when Ms. K came out of the bathroom. Without a word she came right up to me, slid her arms around my waist and kissed me full on the lips.
At first I was so shocked that I tensed up and went stiff as a board but as her warm soft tongue found its way into my mouth I melted right into her hands. Raw lust took over at that point and I found myself searching for her tongue with mine.
Her kiss sent shivers of ice up and down my spine. My dick sprang to attention so fast that she chuckled as we were kissing.
My first reaction was to just go with it and see where she would take me but then I realized that I had no idea how to ‘get there.’ I had never been with a girl sexually so I was totally clueless as to what to do next. I figured honesty was the best policy with a woman like her so I told her, as I turned beet red in the face, that I was a virgin.
I half-expected her to burst out laughing calling me a total looser and throwing me out but she did none of those things. She looked at me smiling as if she was contemplating something when she told me that it was ok. She admired my honesty and then she told me that if I wanted to, she would be more than willing to teach me everything I needed to know about sex and that when she was through with me I would be an amazing lover.
Needless to say, I was stoked! This was an opportunity of a lifetime and I couldn’t believe it was happening to me.
She kissed me again and I almost blew a load in my pants without touching myself. Ms. K took my hand and led me to her bedroom. My head was spinning and I was so nervous I was shaking. I couldn’t help but watch her perfect ass as she lead me to her bed. My imagination was in over-drive as we stood beside her bed. It was queen-sized and had a fancy canopy over the top. It was rather high off the floor as well.
She asked me if I wanted to undress her. I just stood there gawking at her and shook my head yes like a dumbass. She laughed and said she would show me how.
She instructed me on the subtleties of sensually undressing a woman’s body. She showed me how and where to place soft kissed and touches as I disrobed her. He body smelled and tasted incredible. My hands and mouth moved over her body in slow, deliberate touches and teases. She really liked that.
She then did the same as she took my clothes off. When we were both naked, I just stood there gawking at her perfect form. Her breasts weren’t large but they were perfectly proportional to her size. Her nipples were dark and they were sticking out almost two inches.
She looked me over and when she saw my cock her eyes went wide and she took it in her hand and gently squeezed me. She said she couldn’t believe how big it was then she asked me if I was sure I was only 18. (I got held back in 3rd grade) I told her that I was certain.
She kissed me and pushed me up against the bed. She kissed, licked and sucked her way to her knees in front of me and took my hard cock in her warm wet mouth.
It was ‘the’ single most mind-blowing experience I’ve ever had then or since.
She sucked and licked all over my hard cock. It felt so good that I was getting dizzy. She would lick gentle circles around the tip and tease the hell out of me and then she would just plunge down on it and start making the most incredible sucking sounds.
Just thinking about it now is giving me a stiffy!
In about 10 minutes I was filling her mouth full of one of the biggest loads of cum I’ve ever had. (It had been a long time since I had jerked off) I couldn’t believe it. She swallowed all of it. She came back up to me and told me that she was going to show me what foreplay was all about.
We lay on the bed and she let me explore her body. She showed me all the areas and spots on a woman’s body that got them aroused. I was kissing and licking and sucking all over her while she squirmed and moaned.
She finally said she couldn’t take it any more and told me in no uncertain terms to fuck her senseless. She threw herself back on the bed and spread her perfect legs and pulled me on top of her.
She then reached down and guided my hard dick into her dripping wet pussy. She was so wet she was leaving a huge dark spot on the sheets. As I pushed into her she asked me to go slow. She said she had never had a dick as big as mine inside her before. She made me feel like a stud! The feeling of her warm, wet, tight pussy around my cock was unbelievable!
She started moaning so loud that I thought the neighbors would hear but I was too into it to care. Her body moved under me as she wriggled and writhed all over the bed.
After I slowly pushed in and out of her for a few minutes she told me to fuck her harder and faster. God, I couldn’t believe this woman. She arched her back and slammed her arms down on the bed and grabbed handfuls of the sheets when she started to scream.
It scared me so I stopped but she wrapped her legs around my waist and screamed for me not to stop.
It was then that I lost total control and started pounding her relentlessly. I fucked her so hard that my balls slapping her tight ass actually hurt a little.
It was about 45 minutes after we started that all her muscles below her waist locked up and she came so hard that her pussy exploded with fluid. It sprayed all over my legs and stomach. It was hot and the smell was so intense. It made me fuck her that much harder.
I picked her up off the bed and pulled her onto my lap. She wrapped her arms around my neck and proceeded to bounce up and down on my dick. I grabbed two hands full of her perfect ass and lifted her up so I could pound her harder. She loved it.
She threw her head back and screamed, “FUCK ME!” but then she suddenly locked up again. She stopped breathing and blacked out! Her whole body went limp in my arms and I was freaking out! I thought I had killed her! She just lay there for a few moments not breathing.
I jumped up and was just about to start C.P.R. on her (I had no idea what I was doing) when she gasped in a huge breath and started coughing. Her eyes were wide with terror and she looked at me and asked me what had happened. I told her everything just as it happened.
She looked at me and saw that I was covered in fluid. The whole lower half of the bed was soaked like someone had dumped a bucket of water on the bed. I couldn’t believe all that came out of her pussy but it did.
She laid there shaking, trying to control her breathing when she told me that had never happened to her before.
Then she explained to me that sometimes when women orgasm they squirt some fluid out but not usually that much. She said that she had never squirted at all before that night. I was totally freaked out but she assured me that she was ok.
After she had calmed down I helped her strip the bed and we put the sheets and everything in the washer. The mattress was just too wet to put clean sheets back on so she said she would just crash on the couch for the night.
She then took me by the hand and led me to the shower. It was the first time I ever showered with a woman as well but that was another story all together!
She and I became very close. We continued to have sex up until the time I left for college and believe me it just kept getting better and better. She passed out on me a few more times but at least I was prepared for it.
The thing I liked best was when she would bend over the edge of the bed and I would get behind her. I could watch my cock slide in and out of her and right before she would orgasm, I would pull out of her and her juice would squirt out of her like a garden hose! That was such a fucking turn on!
We kept in contact for a while but have since lost touch. I think about her all the time and wish I could see her again. She would be in her late 50’s now. She taught me everything I know about how to make love to a woman and I owe her a lot! I’ve been with a few women since but that is still the best sex I’ve ever had.
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