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My First Time

"I was eighteen and she was a grown woman"

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Author's Notes

"A true story. Last names have been changed to similar-sounding names."

Back in 1995, I had my first sexual experience. I was eighteen at the time.

She was a grown woman, about ten to fifteen years older than me.

Where do I begin?

Right after graduating high school, I delivered newspapers first thing in the morning. I mostly took the job as an opportunity to work out on my bike. I had another, better-paying job later on in the day, but the extra money was good and I was keeping in shape.

Starting around 6 a.m., every day, I was quickly riding my bike from house to house in an area close to my neighbourhood. I enjoyed being out in the morning with hardly anyone else around. I had over fifty different houses along several streets and it would only take me about an hour to complete, day to day.

Again, not many people were up and about at this time, typically. I'd just ride up each driveway, reach into my sack, throw a paper onto the porch and then go on to the next one.

However, there was this one house where this particular woman would be there, seemingly waiting for me each day.

Without giving away too much yet - this is basically where my story starts and my virginity ends, so keep reading!

Candace was her first name. She was an English teacher at a high school on the other side of town. She was known as Ms. Van Horne to her students. A very nice lady, and quite attractive. More on that later.

Anyway, she'd regularly be there first thing in the morning, sitting on her porch step waiting for her newspaper delivery. She was an avid reader, as I could see several full bookshelves in her house through the front window whenever I'd pull up on my bike.

She always had the same big coffee mug in her hands and she always had fuzzy pink slippers on her feet. The only other thing she'd have on, typically, was a long, cozy-looking fleece housecoat.

She had a cute little terrier dog on a leash that'd often be sniffing around the front yard while she sat.

I liked how she'd always greet me with a big smile and a wave. We always had some kind of brief conversation. I sensed she was a bit lonely. She was awfully pretty to be lonely! Could it have been she was waiting to see me as much as her newspaper? I wasn't sure.

Nevertheless, it was getting to be part of my routine to stop and chat with her every day. She was personable and a great conversationalist. I started to look forward to seeing her each day, even if it was for a brief moment.

Eventually, we were on a first-name basis, and I'd say we were getting to know each other quite well. Each day after the next, our conversations seemed to go on a bit longer. We'd share lots of little things about each other's lives. Sometimes we'd overshare, but it never felt awkward.

We'd talk about life at school, our crazy dogs, the neighbourhood - anything and everything. Just a little here, and a little there each day.

It had become a shared routine, and it was almost like we were now friends simply because of my daily delivery to her house.

I learned she was divorced and single. She learned I was recently out of high school and recently single too.

Increasingly, by the way she carried herself, it was apparent that she found me attractive. I had played sports and was physically well-developed. I was also quite mature and confident for my age. I could tell she was picking up on that, as well as my own signals of attraction towards her.

One time, she had mentioned that she'd enjoyed watching me and my high school baseball team play her school's team, earlier in the springtime - and that she had noticed me. She further remarked how well I could swing my bat. I almost replied to that with something inappropriate, but I held my tongue.

Now let me quickly describe Ms. Candace Van Horne.

She was about 5'8" with shoulder-length, reddish brown hair and stylishly cut bangs. As she'd probably only recently awoken each time I saw her, she always had a slightly messy appearance which I found cute and endearing. Her face was pretty and very feminine. She wore glasses. Under them were a lovely set of green eyes. She was naturally pretty and never seemed to wear any make-up. Her lips were full and beautifully shaped.

One day, she wore very form-fitting pyjamas instead of her long housecoat. That was when I discovered she had an extremely sexy body.

Yes, she had a truly knock-out figure. Slim and kind of athletic but also curvy. She had large breasts that naturally hung down with significant bulk and cleavage.

Let me tell you, I can tell fake ones right away, and hers weren't. Not fat or flabby, just naturally large and beautifully shaped.

See the attached picture - that's her! I took a picture of her once in 1996 after we'd become more romantically involved!

Back to my story!

Around this time, I rarely saw her backside - except one time when she bent over to tend to her dog who had something in its mouth that it shouldn't have picked up!

Only that one time did I have a good long look at her from behind, and I wanted to take a picture of what I saw!

She had a very sexy combination of legs, hips and ass. Some women are just perfectly formed up and down from head to toe. That's the best way to describe Candace in those days.

In those tight pyjamas, I could even trace out a high-cut panty line that was slightly visible over her sexy butt cheeks. This had my mind racing for hours afterward, and later that day I remember jerking off while thinking about her.

Despite my glances here and there (which she must've noticed), she didn't at all seem self-conscious about the possibility of appearing sexually attractive or provocative in front of me. But as time went on, I think she wanted it this way.

Moving on - the day "it happened" truly came as a surprise to me.

First of all, when I pulled up onto her driveway, she wasn't there. No dog on a long leash either.

I'll admit I was a bit disappointed as I just took it as a given that she'd be there waiting for me like any other morning.

I decided not to think much of it. She was probably just sleeping in this time.

I rode up her driveway to deliver her paper anyway. I got off my bike, set it down and lowered my paper sack. I grabbed her a paper and figured I'd just walk it up to her porch step and maybe take a quick break there.

Perhaps I'd wait a minute or two in case she was about to come outside?

As I approached her front entrance, though, I could see there was a light on inside through the door window - which was small and etched with designs, yet still transparent.

I shouldn't have done this, but I began to sneakily peer through her small door window. What I saw next was the sexiest thing my young eyes had ever seen up to that point.

Down the partially lit hallway about forty feet or so, I could see a length of stairs leading to the second floor above.

Just then, another light came on, this time over the stairs.

In a succession of a few seconds - coming down the stairs I first saw a set of pink slippers, then I saw a beautiful set of bare legs.

Next, I saw a big reddish brown bush - along with a shapely pair of hips sexily moving side to side down the steps. There was no doubt in my mind it was a very beautiful, naked woman coming down the stairs.

Next, I saw a pair of heavy breasts swaying and bouncing down the steps, too. They each a had pink nipple covering a fair amount of boob skin in diameter. Nipples that looked like puffy pink circles from heaven - pointing skyward and away at opposing angles.

Yes, it was Candace. It was Ms. Van Horne, the English teacher - fully nude. I couldn't believe my eyes!

From that far away, I could also see she had a somewhat hairier bush than any of the women I'd seen in the pages of Playboy or Penthouse, up to that point. This wasn't unattractive to me at all - her pubic hair along with all the rest of her - she was just so naturally sexy. As womanly as you could get!

Looking just a split second longer, below her bush I could just barely make out her pink pussy lips too. Wow.

She was moving in a hurry, dragging her fleece housecoat in hand. Once when she made it to the main floor, she held it up and hastily began to put it on. Once she tied the accompanying belt around it, I had already turned around and moved off her step toward my bike.

The whole time, I was absolutely certain she hadn't been looking in my direction. Nevertheless, I figured even if I'd been caught, I would've just made up an excuse on the spot. I planned to even simply just apologize for looking in, if she said anything.

Composing myself, I waited, deciding to pretend I wasn't at all stunned after seeing such a beautiful, naked body.

I was lifting my bike up when the front door opened.

Surprised to see me waiting there, she smiled and greeted me, saying my timing was good.

She'd said slept in a bit, but that she saw me through her window getting off my bike.

Surprisingly, she then invited me in - saying she was going to make some coffee and warm up some muffins. She asked me if I'd had enough time to join her for a while.

I graciously accepted and entered her front door, saying that I was already done the rest of my run (even though I actually wasn't).

Following her down the hall, her dog noticed me and came barking over to greet me. It then began licking my legs, as I was in jean shorts.

Sharing the enthusiasm to play - I sat down to play with the dog for a little bit. Funnily enough, it came in very close and started sniffing my crotch.

Candace saw this, laughed and then pulled him away from me. As she came in, I saw her cleavage, and I also saw her briefly staring at the bulge in my jean shorts.

It was a nice place. We went to the kitchen and I then sat down at the dining table as she warmed up the muffins and made coffee for the two of us. She asked If I wanted cream and sugar and I nodded. We kept chatting as she started making her way over to me with the coffee.

The next thing that silly dog did - I will forever thank the almighty Lord Jesus for.

Right as she was carrying two hot cups of coffee (one full cup in each hand) towards me and the table, her crazy mutt jumped and got ahold of her housecoat belt!

Quickly tugging it and loosening it right in front of me, Candace laughed while trying in vain to slowly set the two cups down. I tried to show I was covering my eyes away from her, but I just couldn't fully turn away in time.

Without any chance of avoiding it, her housecoat opened up right in front of me and there was her lovely pussy and big tits once again!

Thank dog!

Eyes wide open, I just sat there.

The best part was that while she was covering herself back up, she wasn't at all embarrassed about what had just happened. Not at all. She kept laughing the whole time.

Next, she asked if I had enjoyed all the entertainment and excitement already this morning!

I nodded my head, and smiled, but remained silent. As she calmed the dog down and took it into another room, I mindfully told myself to keep cool and just let her do the talking.

Walking back to me, she shook her head while giggling almost profusely about what had happened.

"At least I didn't spill our coffee!" she said.

As she sat down in her chair, she took a deep breath and had a long sip, encouraging me to have some too. I took a long gulp, too—tasty, and just the right temperature.

Next, with a smile, she sheepishly asked me if I had managed to see much of her under her housecoat.

Right then, I admitted that I had seen quite a bit of her, not intentionally, but that I thought she had a very beautiful body under there and that she shouldn't be ashamed of what had happened.

Reading her reaction, she seemed genuinely delighted by what I'd said, and immediately blushed, saying, "Thanks."

In a flash, I decided to push my luck a little. Without wasting an opportunity, I told her I thought she was incredibly sexy and that I was very much attracted to her.

Silently making eye contact that expressed sincere desire, we both moved in closer toward one another.

She took her glasses off and came in even closer for a long, passionate kiss. It was wonderful. She smelled nice and her lips tasted so good. I reached over and caressed her beautiful hair.

Leaning forward, we both ended up standing in a full embrace. We stood there a long time, just necking with each other and feeling each other up a little. She was obviously turned on by what I'd said, and I was super aroused by her reaction to my words. We were now getting very hot and heavy together.

I was new to this sort of thing, but her experience guided me along patiently and gracefully. It was so hot and so awesome.

She then told me to take my shirt off, so I did. Meanwhile, she loosened her housecoat and let it fall to the floor. What a sight to behold.

Her big, beautiful tits now pressed against my chest. She looked and felt amazing against my skin.

I very much began to get an erection as I pressed up against her torso, in the throws of heated kissing which had intensified.

Feeling my cock growing large against her, she pulled me in firmer against her, letting it grow more and more against her bare skin. My lengthening and thickening rod was now pushing my jean shorts out and up, and this pressure began to hurt a little. Under my jean shorts were my white briefs, which were also getting to be way too tight and uncomfortable.

Noticing my discomfort, with all of the strain a massive erection can cause in your clothing, she reached down with both hands and unfastened my belt. Next, she unbuttoned me and unzipped me.

Then her hand went in.

Feeling around for a few seconds, she giggled as she gently squeezed my balls. Then her breathing changed as she felt the full length of my shaft and head through my underwear.

"Oh my! You've got quite a large one. I want to see it."

She proceeded to lower my shorts to my ankles and then off. Watching her do this with her beautiful tits and bush in front of me, I was now getting fully hard.

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She wasted no time removing my briefs too, and as she stretched the waistband over and down, my now fully erect cock was revealed to her. As it sprang out, it bounced around a bit and then pointed skyward. She gasped a little and then quickly grabbed it by the shaft.

She began slowly and gently stroking it up and down while her other hand played with my balls. My cock curved up to just over 7" long and about 6" around—my maximum volume hardness.

"Mmm... you have such a nice penis," she remarked, inspecting it from all angles.

"Long, but not too long, with a nice amount of girth—I love how it feels in my hand. You've got nice fat nuts, too."

Running her hand up the length of my cock, she then paused to feel the tip, saying, "You also have a thicker head than most guys. A nice big head that looks like a lollipop to me."

Just about as soon as she'd said that, my cock was now in her mouth.

Continuing to stroke my shaft with one hand, she slowly sucked the head of my cock, lightly and slowly at first - but then firmer and faster. She made sloppy sucking noises which I loved hearing.

"You taste so good! Mmmm..."

I'd never had a blowjob before and it felt better than I'd ever imagined—better than any time I'd ever jerked off with moisturizing cream—anytime, times a thousand!

Her hot and slobbering mouth slowly sucked me up and down for quite a while. Mostly around my cock head. Occasionally she'd suck it further down, or take a moment to lick and suck each of my balls into oblivion. For a brief few seconds, she was able to fit both balls in her mouth. Wow - she knew what she was doing.

I loved how experienced she was. This alone made me appreciate older women forever.

She then began sucking on my head again, faster and harder. I couldn't believe how good this felt. Without much warning, I told her I was going to cum. She kept my cock in her mouth as I suddenly began spewing several streams of sticky, white gunk her way. It felt incredible. It was a very big load by my standards.

I also came fairly early, I think, but she didn't seem to mind. She swallowed most of the cum, though some had dribbled onto her cheek and down onto her breasts. Wiping the remainder of it off casually with the side of her hand, she told me it tasted very good!

She then said she thought that might be the most cum she'd ever swallowed during a blowjob. I smiled at her and told her there was a lot more where that came from!

She then sucked on me just a little longer to get every last bit of cum out of me. Squeezing and pumping my cock with her hand, she sucked on the head once more very hard, and surely enough - a bit more cum bubbled up toward the little slit at the top of my cock.

Licking off and swallowing what was left of it, she said she now wanted to "ride that fat cock for a while," upstairs on her bed.

She led me up the stairs to her bedroom. I loved watching her ass go up the stairs in front of me. The way her hips swayed from side to side.

I loved how the crack of her hot ass continued in line with a very beautiful set of pussy lips. They were swollen with arousal, and nestled in between the lovely contours of a sexy thigh gap. I also could see the sides of her large breasts from under her arms as she tied her hair up while walking up the steps.

Up we went into her bedroom where there was a king-sized bed. The sun was beaming into the room, and a large window was open just enough to let in a gentle summer morning breeze.

The room was decorated so nicely and it smelled of enticing perfume. It enhanced my arousal quite a bit.

Candace leaned over the bed and threw all the sheets off of it so it was bare. She then told me to lie down on my back, tossing me a pillow to rest my head on.

Reaching into the top shelf of her dresser, she pulled out a bottle of liquid and a small box. She tucked the bottle under her arm and began opening the box as she walked back over to where I was. Her body was so damned sexy and feminine in the morning light. Those tits. That pussy.

As she got nearer, I could see it was a plastic bottle of lubricant and a box of condoms.

Setting them down on the night table, she took a condom out of the box and began tearing away the foil wrapper. Sliding it out with her finger, she threw the foil on the ground beside the bed and crawled over to me.

Taking my semi-hard cock in her hand again, she began squeezing it and slapping it against her other palm to get it fully hard again.

"I love this meaty cock of yours; I can't wait to sit on it and have you fuck me with it," she gushed.

Once I was full mast, she slipped the condom over the head and began to ease it down. Having a bit of trouble, she pulled it down a bit too firmly and it tore apart.

"Damn... your head is just a bit too big."

Methodically taking another condom out of another package, she then took my cock into her mouth for a minute - lubing it up nicely with saliva so the condom would slide on better. She tried again and this time it worked.

The rubber was on very tight and when I looked down at it, and my cock seemed longer and thicker to me than ever before.

I was so turned on by this whole experience and it wasn't over yet. I had just received a great blowjob from an amazingly hot, full-grown woman - and now the insane anticipation of finally getting laid was upon me!

She then took the bottle of lube a poured a bunch of it down onto my wrapped cock, taking a minute to work it all over by hand. Quite a bit of the lube ended up on my balls, so she began to massage them also, making my fully erect cock quiver and spasm up and down.

Laughing at my springy young cock, she sat up and faced me, putting one leg over me. She was now straddling me about where my stomach was.

Leaning over me, with her legs spread apart and her huge tits dangling in my face - she was quite a sight. I could see all of this from multiple angles too, as she had several mirrors present in the room.

She then took more lube and began rubbing it between her legs.

As she held my cock up in her hand, I first felt the tip of my cock against her clit as she tickled herself with it. Next, she slowly leaned forward. The feeling of her wet labia running up the entire length of the underside of my throbbing shaft was something else.

Next, she pointed my cock downward and slowly backed up - running her pussy lips back over the top length of it. Oh my god.

Finally, I felt her guide it into her pussy. Using the gravity of her body weight, it slowly entered - inch by inch, stretching her out and apart as she lowered herself down as far as she could go. I eventually felt a wall that I could not penetrate any further. I wasn't quite balls-deep, but it all felt so snug, warm and perfect.

The heat was all-encompassing, for lack of a better phrase! She felt so amazing down there.

Candace's breathing changed again and with all of this, I frequently heard her moan deeply. She was very wet. Juices ran down the remainder of my exposed cock and balls.

It was my first time. What a time I was having.

Even with a condom on, it felt unreal. Her vagina was so hot and wet. The way it squeezed and manipulated me was like nothing I'd ever felt before.

Now I knew what everyone was talking about. I didn't know until later that it could feel even better than that—without a condom, of course.

But for me, at this stage of the game, this was the best!

The most awesome thing about it, though - was how Candace was responding and reacting. The look of true pleasure and ecstatic joy on her face. The groans, the moans, and the heavy breathing. Occasionally - even a look of slight pain - but all the while not wanting to stop.

She slid slowly up and down at first and then began speeding up her pace. At a certain point, she was practically bouncing up and down on me like a drunken cowgirl. Her big tits bouncing up and down was quite a sight. I will never forget that either.

She then leaned in and gently bit my earlobe - telling me how much she loved the feel of my big cock. Next, she told me she wanted me to fuck her.

Sliding off me, she laid down beside me, motioning me to get on top of her. I did.

Spreading her legs apart, she quickly spat into her palm and lubed herself again with her fingers. Her pussy was pink, hairy, and beautiful. There's something about a natural woman that I like better than any groomed gal with makeup. I could go on.

She helped me guide my raging boner in once again. Slowly working it in all the way, I watched her eyes practically roll back.

Letting it soak in there a minute, I kissed her passionately on the lips - using my tongue now and again to tantalize her.

Then, slowly withdrawing my penis about halfway, I slid it carefully in again fully as I began licking and sucking on her nipples. She loved this.

Gradually, I began thrusting into her, back and forth, slowly and gently at first, until she was very juicy down there. Then I went at it more forcefully with a faster pace, back and forth. Eventually, the thrusts became hard and, dare I say, more animalistic. She seemed to love it.

I just went with instinct and feel. I also went with what I sensed she wanted from me.

Remember, I was new to all of this. Again, I was running on pure instinct, youthful energy, and rabid lust.

All the porn videos I'd seen with my friends at all those house parties were now paying off, as I seemingly knew exactly what to do and where to do it. It was actually a lot easier than I thought it'd be!

Above all, it was a total blast knowing I finally doing it, and that all my thrusts were making her writhe in ecstasy.

This was the best thing in the world, I thought.

As I continued pumping her, my balls often jostled and slapped her ass - sometimes with a dull thud and sometimes with a slapping sound. She said she loved the feeling of my balls hitting her there as I pounded her pussy.

Nevertheless, the sound would sometimes make us both laugh as I kept fucking her relentlessly and almost mercilessly.

Later on, at a moment when I felt her really enjoying it and possibly about to climax - I spared one hand so I could play with her clit. I figured I'd just try it and possibly add to her fun.

Anchoring myself with just one arm, I continued to pump in and out at a steady pace. With my free hand, I wet my index and middle fingers with my mouth and began going at her magic button.

I'd gently flick it, toy with it, and rub it. I'd then wet my fingers again to keep it moist and slippery, continuously rubbing it while all 7" of my thick cock went in and out of her hot pussy.

After a moment of this, she began to tremble and for a while, her body even began to shake. Arching her back, she'd sigh and moan, "Don't stop... don't stop... don't stop!"

I listened to all of her commands, mostly pumping her while rubbing her clit.

I loved how she was responding to me. I wanted her to enjoy it more than any cock she'd had before.

I kept doing it until I felt her begin to climax. At this point, I was hammering her in and out like a goddam machine.

All of a sudden, her pussy felt like an erupting volcano, so I just kept pumping her hard and rubbing her over and over.

Her eyes rolled back again, with her sexy body shooting these incredible shock waves over and over. Breathing heavily with a sigh, she demanded, "Yes! More! ...More!"

I thought she might pass out.

I just kept fucking her hard through all of this, and soon I came very forcefully too - loading up my condom with another continuous stream of white stuff. I just about collapsed.

Catching my breath, I stayed inside her deeply for a while, holding her in my arms as my chest pressed against her. I kissed her neck up to her ear, pausing to sniff her pretty hair.

It was all over. I withdrew my softening cock and turned beside her - falling almost helplessly onto my back, still a bit out of breath.

She was also lying there, panting as if she'd just sprinted the last mile of a marathon that she'd won—because she came hard too.

It had truly been a hot and sweaty fuckfest. We were both so flat-out fucked and finished. I had fucked her absolutely silly. She loved it.

When I looked at her, she seemingly had a smile etched permanently on her face.

She then leaned in and kissed me on the cheek, telling me she wanted to be my "fuck buddy forever" because it felt so fucking amazing.

She then sat up on the bed and playfully swung her tits from side to side while making a silly face at me. Reaching over, she grabbed my softened cock and eased off the wet condom.

Taking the rubber up to her mouth, she smiled at me as she emptied the contents into her mouth. Another big load down the hatch!

She loved to drink my cum. She told me it tasted good and had lots of protein!

I learned a lot more from Candace on several more mornings that particular summer.

I learned how to successfully eat pussy too, which became very important later on. It became one of my favourite tasks!

As for my paper route, I pretty much forgot about it.

Yes, I threw away my paper route once I'd gotten myself a taste of Candace's pussy.

I'd just get up early in the morning and buy a newspaper from a coin box on the corner, and then take it to Candace before launching into her housecoat and onto her pussy.

I went away to college in the fall, but I'd always visit Ms. Van Horne whenever I was in town to see my family.

We were never really dating—just fucking, you might say—and that was just fine for both of us!

She took me to a swinger's club once, but that's a whole other story!

I hope you enjoyed my "first-time" story.

Those were the days! Thanks for reading this.

Published 
Written by Storyman77
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