To the reader:
Hi, I just wanted to say thanks for reading this and any writing advice is more than welcome. I am definitely not a writer and if you continue you will see I’m more of a babbler but maybe a babbler with a story. Is it good enough, that’s up to you.
Thanks!
Too Long? Too Weird? Part 1
Some names have been changed but the story is true.
I have always been attracted to older women. When my friends were drooling over breast buds and slowly evolving bodies, I couldn’t keep my eyes off my late 30’s Science teacher’s beautiful, heaving breasts and her incredible ass.
I’m sure my proclivity for real women has something to do with neurons and synapse and experiences from an early age but as far as I can remember it has always been there and I would sometimes find myself in situations that fostered my desires.
That’s what leads up to the real story and a questions that’s been buzzing around in my head for awhile, “Has it been too long and is it too weird?”.
I was 14 years old when I met a new kid in Latin class. We soon became fast friend, he and I were active in each other’s lives, a best friend.
We became so close that it was not unusual for me to spend the night at his house on Friday night, going to his home directly from school and sometimes not leaving until Sunday night.
I would eat dinner with his family, play video games with his little brother, help his dad with yard work or painting and I would help his mom with whatever she needed. What ever she needed.
My BFF had in my, now 15 year old brain the hottest mom I had ever seen. I loved my friend and had a ton of fun with him but after I saw his mom, she was the focus. I know this may sound weird and I of course may have a tendency to lean toward hyperbole but I had some incredible crush on that lady.
She, as I decided at the ripe old age of 15 was, my type of woman.
She was medium height 5’6”with a delicate frame, large, teardrop shaped breasts, soft, pale skin, beautiful, deep blue eyes, medium to full lips with a smile that melts your heart.
She had sandy blonde to brown hair, worn down and long when she was working and up in a ponytail when at home.
She had a slight frame, with a smallish waist, just a little extra belly that led to curvy hips and a pronounced round ass, but not a “booty” type of ass, just solid, round and mouthwatering.
She was funny and sweet and always seemed pleased to see me. She would talk to me with a smile and a twinkle in her eye. She seemed to always be interested in me and how I was doing.
She would often greet me with a mom like, side hug. She would occasionally kiss my cheek when she greeted me. These were usually the nights she and her husband would have friends over for a cookout, play cards and get drunk.
She would see me come in through the backdoor kitchen entrance, smile and walk towards me, saying my name, that same smile and twinkle in her eye, then she would occasionally kiss me on the cheek. Sometimes it seems like her lips would linger on my cheek but only for a second or two. She would then put her hand in my shoulder, lowering it casually to my bicep and announce my arrival and ask if I wanted something to eat, all the while with her hand on my bicep, slightly squeezing it pulling me forward.
By this time, maybe early 16, I was a couple of years into puberty. I never played sports but I liked to work out and I had a strong build for my age. By the time I graduated high school I was 6’3” 185lbs with a muscular build, not body builder big but kind of a big guy. So at this time I was probably around 6 feet tall and maybe 155lbs.
When she would hug me I would always get a lungful of her perfume, which I later learned to be Beautiful by Ester Lauder, still my favorite perfume. Every girlfriend I’ve had and my wife currently use it.
I would love it when they had cookouts, knowing she would probably be a little tipsy, she would always hug me longer and harder and as time went on the side hugs became more body to body hugs. We’ll get to that later.
My friend’s mother, let’s call her Barbara, not her real name but close enough. Barbara worked as a legal secretary and would dress like most women of the time, a nice blouse and skirt or a wrap dress, pantyhose and high heels but not impractical stilettos. I want to make a clarification here, she was a classy lady, a sweet and loving mother and wife. She never really dressed in a provocative way but she was the type of woman that made a pair of sweats look absolutely amazing. Also she did not have a “perfect” body as I would soon discover and I don’t want to paint her that way. It was a body of a woman who has given birth two times but she was blessed with good genetics and she tried to stay fit.
I remember the first Summer break I was over their house. I arrived, walking up a side walkway to the backyard. I saw her tanning in the sun, laying on a beach towel in soft green grass. I found out after that first Summer she would “lay out” as we called it every weekend on Saturday and sometimes Sunday.
She would always wear a two piece bikini, again sexy but not trashy. She would often do as most women trying to avoid tan lines by unhooking her top or pulling the string over her head while laying on her stomach.
I would be throwing the football with my buddy or helping his dad in the yard and I would try to be inconspicuous as I watched her, hoping she would suddenly flip over or feel an ant crawling on her back, jump up and show me her incredible tits…but that never happened, at least not like I imagined.
One Summer day, again when I was 16, my buddy and our friends were joining up to go swimming at the community pool. I had to go to change in my friend’s room. I came in and pushed the door closed but it only closed about three quarters of the way. I took off my shoes, jeans and underwear, only leaving on my t-shirt. The t-shirt fit my body shape and ended just below my waistline.
I stood, facing the door but at an angle and as I removed my underwear, pulling out one leg then the other, while using the bed’s footboard for support. I threw my underwear on the bed and rotate my hips around a little, my feet mostly staying in place to reach for my bathing suit. Just as I pivot, I hear something over my shoulder and being a little freaked out and shy about being naked I quickly turned to see Barbara walking into the room, hauling a round laundry basket, halfway under her arm but also a little forward like she was balancing weight.
I see her, she sees me and starts to smile and continues walking in, then I lock on to her eyes and they are moving downwards. I’m frozen for half a second but I reflexively start to kind of bow at the waist while pushing my ass backwards, my hands reaching forward, tugging my shirt downward.
Still locked on her eyes as they travel ever downward and it seemed like they were getting bigger. About 2 seconds after she enters I am sitting down on my best friend’s bed, butt naked with his gorgeous, hot mom three feet away. I did not expect this.
She started putting away my clothes, making general conversation about us swimming and who were we going to meet. I can’t move and I can barely talk. She takes a quick glance over her shoulder, looking me in the eye and then back to stuffing socks into the drawer.
She finishes and turns around not really looking at me until she’s halfway across the room getting ready to exit, when she glances back, a hint of a smile on her face and her gaze seemed to glide down. She kinda laughs and over the shoulder says, “Have fun, wear sunscreen!” and walks down the stairs.
The second she left, my eyes shot down, somehow trying to figure out what she may have seen and there in all it’s glory is my rock hard cock, pushing hard against the fabric of my T-shirt . You couldn’t see anything but you could see everything, if you know what I mean.
I lifted my shirt and my dick was throbbing, pulsing the beats of my heart. I’m an average sized guy, maybe a little more than average, somewhere between 7 to 8 inches but pretty girthy. I grabbed my cock with one hand and squeezed it til it hurt, but a good hurt. I looked back at the door, half hoping Barbara would reappear and also scared shitless she may reappear. I want to beat off then and there but I quickly got dressed, tucking my dick behind my swimsuit waistband and ran downstairs to join my friends.
I walked with my friends about a half a mile to the gates of the pool where they hurriedly took off their shirts, kicked off their flip flops and jumped into the pool. Me, not so much. My dick was still rock hard, it’s head sticking above the waistband by 2 inches. I told my friends I would be in in a minute and I jogged into the men’s room. I walked into one of the stalls, locked the latch and pulled my t-shirt up. I looked down and saw my swollen, pinkish, plum colored cock’s head. I pinched the head between my thumb and fore finger and precum oozed out.
I think we should stop here. If you have enjoyed my true story, let me know and I will be glad to continue.
Thanks!
Source: reddit.com/r/Erotica/comments/gxt7me/cougars_are_the_best
Part 2 man!!
Definitely part 2
Send it!