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A few months ago I was sitting at my desk, naked, having a nighttime session.
Suddenly I felt something hit my right thigh.
A spider had just fallen from the ceiling. Just a regular, quarter-sized home spider. But still a fucking spider. On me. Naked.
I flicked it off at the speed of light. Years of ninja training finally paid off.

And I didn't even lose my boner.

I returned to pumping my cock and I came after a few more hours of edging.
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FLscribe Professional Jackinchatter

1988 posts since 2014-06-09
55 year old bisexual male from tampa
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A hat trick of my favorite masturbation stories. The first two, I've posted here previously. The third is new to you.


FIRST STORY

This was the first time I ever got caught jacking off. It was a little mortifying at age 15, but kind of funny now.

One summer night, a friend of mine and I had made plans to sneak out of our houses around midnight to go walking through our neighborhood and see what we could find.

I had some time to kill around 11:30, so I proceeded to crank one out while looking at a porn magazine I had acquired. I got a good jerk going for about 10 minutes, and then I stood to blow my load. As I shot, I heard some faint tapping on my window.

I didn't even come down off the orgasm before I tucked my cock back into my pants, shoved the magazine under my bed and opened the blinds. It was my friend and a couple other guys we knew. He said he was early and wanted to see if I was ready. I told him that I was.

"Good," he said. "We weren't sure how long it was going to take you to finish jerking off."

Being a teenager, I was embarrassed beyond belief. But it actually helped shape my attitude toward masturbation and sex -- we all do it, and there's no shame in it. I pointed that out to my friends, and they never gave me a hard time about being caught jacking off.


SECOND STORY

I returned home early from a business trip, and my wife was home. I thought I had made enough noise inside the house so that she wouldn't be surprised, but when I walked into the bedroom, there she was -- flat on her back, legs wide open, eyes closed and Hitachi Magic Wand in hand with the vibrating ball directly on her clit.

If you're unfamiliar with the Hitachi, women truly love it but the thing can be loud. Hers apparently was loud enough that she didn't hear me come into the house or into the bedroom. So I stood there, just around the corner, and watched her masturbate.

I couldn't help but unzip and start stroking as well. It wasn't long before she started bucking her hips and groaning. She seemed so free, so uninhibited, so inwardly focused as she grunted a huge orgasm. For the first time, I felt like I was watching pure self-indulgence -- exactly who she was, doing exactly what she needed to cum, without worrying about her "performance" with me.

I was so turned on, but I stopped jacking my cock and just watched. She tossed the vibrator aside and rubbed her pussy -- she wasn't masturbating, she was recovering from her orgasm. I took that as the time to make my presence known -- I stepped forward, hard cock in hand.

She shuddered out of surprise and curled up in a ball. I didn't say a word, climbed into bed -- still fully clothed except for my exposed cock -- roughly pushed her legs apart again and plunged into her pussy.

She gasped, threw her head back and came again -- which is something that seldom happens just from fucking. She was still riding the waves of her first orgasm. I didn't last very long -- less than a minute of frenzied pounding got both of us off. I filled her pussy with cum and finally kissed her hello.


THIRD STORY

I have a rabid fetish for pretty female feet and sexy shoes. At my office a few years ago, after my wife and I moved to separate cities for our jobs, we had an administrative assistant named Carrie, who was a bit of a PAWG -- curvy but quite pretty. Shoulder-length blonde hair. About 45 years old. Big tits, plump ass, tanned skin, nice legs, and cute, well-pedicured feet. She kept a collection of her heels under her desk, and there was one pair of multicolored pumps that she wore frequently, with bare legs, that really caught my sexual interest.

She took a long, four-day weekend, so on that Friday afternoon, I decided to "borrow" those pumps for a few days of self-indulgence at my condo. I took them home and enjoyed them several times over the weekend, enjoying their leather, perfume and natural feminine essence.

I enjoyed them one more time on the Monday morning I was to return them to her desk. I got up early, brought them into my bed, knelt on the mattress and cranked a major load inside of the right shoe while I inhaled her scent from the left one.

I left the big load inside it to dry, so that she'd have my cum all over her pretty feet the next time she wore the shoes. Good thing I returned them that morning, because less than 10 minutes after I returned the shoes to her desk, she stopped by to pick them up.

When I asked if she wasn't still on vacation, she said she was but that she needed the shoes to wear to an event that evening.

She collected them, slipped them into her oversized purse and waved goodbye with a big smile. I thanked God she didn't put them on immediately, because she would have felt my wet cum all over her toes. And, clearly, she didn't figure out I had masturbated with them, because she wore them many more times in the office and never said a thing to me about anything.

She did, however, bring a few more pairs to the office and made no secret about it.
Open to interesting ideas
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Boris21 Enlightened Jackinchatter

2530 posts since 2016-11-28
28 year old bisexual male
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Liked the third story....bit of a shoe fetish cock
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Can't wait to hear more of your stories Boris
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veterin Amateur Jackinchatter

367 posts since 2017-09-25
58 year old from Texas
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yes, like , did anything more happen with Becky
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bassman7 Amateur Jackinchatter

487 posts since 2015-12-28
64 year old male from Near London UK
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Dman said:
We too had a neighborhood pack-rat kid that had a tree house in their yard. I climbed up alone late one day and discovered a load of cum spilled on the carpet remnants we had put in. I decided to stick around and see if one of our crew showed up to confront them about the mess. As it was nearing dusk I decided the heck with it and was about to head down and go home when I noticed the light came on in the house. It was the kid's mom. She was getting undressed. His dad came in and he was getting undressed. They were both naked and hugged and kissed. To my awe-struck young eyes, she had giant boobs with dark nipples that I had never seen anything like before. I had never seen a grown mans cock before either. They talked and changed into other clothes and the light went out as they left the room. It was the earliest experience I ever had viewing grown-ups naked and I'll remember it for as long as I live.

wow, that sounds like a nice memory to have imprinted on your brain !
started at 6 and seldom stopped. kik - martin_y85172
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Boris21 Enlightened Jackinchatter

2530 posts since 2016-11-28
28 year old bisexual male
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veterin said:
yes, like , did anything more happen with Becky


Yes, more happened. One afternoon Bill and I were in my room jacking off (instead of studying). With our pants and brief piled on the floor we were just beginning to stroke each other when Becky came in. She stared at our stiff dicks, walked around the bed, sat between us and started playing with her little pussy. Bill knew that she had sucked me so he leaned over and whispered, "would you like to suck me too, Becky?".

Becky nodded, whispered "Um-hmmm" and got down between Bill's legs. She licked his dick then took his throbbing glans in her mouth. I was watching her suck and furiously beating my dick. With a moan, Bill yelled, " Yes, Becky, YES!" and squirted his cum into her mouth. As he was cumming I lost control and squirted my young sperm on Becky.
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Lance53 Amateur Jackinchatter

259 posts since 2014-11-01
64 year old bisexual male from NC
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Growing up my cousin and I would peek at my older sister as she undress at night. We would go back to my room and jack till we both cum. Sometime we would steal her panties and jack with them. I always thought she knew we where looking as she would get naked and been over to show all.
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Boris21 Enlightened Jackinchatter

2530 posts since 2016-11-28
28 year old bisexual male
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Sounds like your sis knew you were watching, Lance. I bet she knew you were jacking off with her pantes, too.
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actboy Amateur Jackinchatter

379 posts since 2012-12-21
29 year old bisexual male from Gold Coast - Australia
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A little while ago i was out walking and i came accross this news crew doing a story to camera. I was watching this cute reporter girl and all of a sudden her dress blew up in the wind and i caught sight of her blue lacy g-string. I was so fucking randy after seeing that i wanted to unload my balls straight away. So i found a quiet spot in a near by park. It was just getting dark in the evening. I undid my trowsers and started giveing myself a good time. I thought i was alone but I realalized there was a couple watching me. They came over a bit closer and stood a couple of mitres away. I had seen them watching the reporter too. So i guess they knew what i was so excited about. They stood there watching me as I was stroking myself. I had my jeans sort of covering my cock, so I pulled my jeans and underwear right down to my ankles so they got a good look. The guy had a huge buldge starting to show in the front of his jeans. The girl undid his jeans and and pulled out his big swollen cock. And started giving him a hand job as they both watched me. He started moaning louder and louder and cried out as he shot out 3 big ropes of cum. I went a second later and shot out 2 big ropes of cum.

i'm looseing my religion
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Boris21 Enlightened Jackinchatter

2530 posts since 2016-11-28
28 year old bisexual male
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More?
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Boris21 Enlightened Jackinchatter

2530 posts since 2016-11-28
28 year old bisexual male
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!!
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peeper Novice Jackinchatter

57 posts since 2006-02-21
69 year old curious male from Perth
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stroke stroke stroke, nothing like it great story
lon44
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strokestrokestrokestrokestrokestroke More!
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DirkM22 Professional Jackinchatter

1475 posts since 2019-01-29
26 year old bisexual male
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mmm so hot
always ready to JO
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