What’s your “caught” story?

Growing up as kids, my parents were very social. They had 2 babysitters for us kids, the "good" one and the "bad" one (used only on nights the good one was unavailable). We always got ice cream from the good babysitter, the bad babysitter always found some sort of infraction that put us to bed early. :mad:

Had the "bad babysitter" the night everything went to hell (I found out the details of this much later in life).

Evidently the bad babysitter put us to bed early so she could boink her boyfriend on my parents' sofa. There was major boinking going on during the one and only night my folks came home early. Boyfriend leapt up off the sofa, pulled his shorts on, and made a quick exit out the back porch. He jumped over the fence rail surrounding the patio, and......plummeted twenty five feet in pitch darkness to the ground below (our backyard had a steep dropoff). He ended up fracturing both femurs when he landed.

I have a vague recollection of the ambulance red lights flashing into my bedroom window when they came to collect him.
 
I had a ladyfriend FWB a couple of years after getting out of college. One night, random conversation got around to 'things you never got around to doing in high school".

I shamefully admitted that I completely failed throughout high school to achieve my number one bucket list item:
Convince a girl to go with me to the local 'lovers lane'. This was a semi-circle around a secluded lake where cars could park and watch the moon rise over the lake.

'Wanna go now?' she asked coyly.

I hesitated a fraction of a second...'Why yes! Yes I would!' I responded

It was about 11 pm. Drove over there and pulled off the road, right in the middle. Within maybe 20 minutes, there were about 8 or 9 other cars parked nearby. Life was good....

....and then a police car with flashing blue lights blocked off the entrance. No problemo, we'll just use the exit at the other end of the lake and.....another police car with flashing blue lights blocked off the exit.

Busted. Shit.

The two cars each had two officers and they began slowly methodically walking up to each car.
Being in the middle, we were the last car they reached.

First question; 'Ma'am, are you here entirely of your own free will? Did anyone force or coerce you into coming here tonight?"
'No officer!
' she promptly responded. 'I asked him to take me here!" she grinned.
'Is there any alcohol in this vehicle?' Also no.
'I will need to see both of your IDs' he said.
We both dutifully supplied our drivers licenses, seeing as we were good citizens.
I was maybe 24? She was 23 or so.
He looked at us and rolled his eyes. His voice dripping with contempt, he said 'Y'all are old enough to get a motel room. Now git outta here!'

We did.

I have an even better story about a time i SHOULD have been caught but wasn't if anyone is interested.
 
I had a ladyfriend FWB a couple of years after getting out of college. One night, random conversation got around to 'things you never got around to doing in high school".

I shamefully admitted that I completely failed throughout high school to achieve my number one bucket list item:
Convince a girl to go with me to the local 'lovers lane'. This was a semi-circle around a secluded lake where cars could park and watch the moon rise over the lake.

'Wanna go now?' she asked coyly.

I hesitated a fraction of a second...'Why yes! Yes I would!' I responded

It was about 11 pm. Drove over there and pulled off the road, right in the middle. Within maybe 20 minutes, there were about 8 or 9 other cars parked nearby. Life was good....

....and then a police car with flashing blue lights blocked off the entrance. No problemo, we'll just use the exit at the other end of the lake and.....another police car with flashing blue lights blocked off the exit.

Busted. Shit.

The two cars each had two officers and they began slowly methodically walking up to each car.
Being in the middle, we were the last car they reached.

First question; 'Ma'am, are you here entirely of your own free will? Did anyone force or coerce you into coming here tonight?"
'No officer!
' she promptly responded. 'I asked him to take me here!" she grinned.
'Is there any alcohol in this vehicle?' Also no.
'I will need to see both of your IDs' he said.
We both dutifully supplied our drivers licenses, seeing as we were good citizens.
I was maybe 24? She was 23 or so.
He looked at us and rolled his eyes. His voice dripping with contempt, he said 'Y'all are old enough to get a motel room. Now git outta here!'

We did.

I have an even better story about a time i SHOULD have been caught but wasn't if anyone is interested.
great story, and absolutely interested in hearing more! :)
 
wow!! I like the start! Have always had a thing for older BBWs with huge hangers!

How did the situation come about? Did you come on to her - or did she come onto you? What was the breakthrough line??

Fuck, that must have been an incredible moment when she first unveiled those monster melons!!
 
She was flirting with me my whole life. I was helping her with some chores. I was up on ladder. I was looking down at her 52HH I purposely ruled my hard cock thru pants. She said I felt that!! She said does Auntie Claire need to take care of that?? One thing led to another!!
I sure hope this is true!! That is so f'n HOT!! An older woman getting what she needs! Did you fuck her a lot after that??
 
When I was stationed on the west coast my wife Bilie and I enjoyed exploring the desert. As soon as we got off the highway, she would get naked. Eventually we met Ned an older gentleman who was divorced and loved exploring the desert. It didn't take long before my wife was comfortable going naked around him, which eventually led to her riding with him as she thought it was sad he was traveling by himself. Of course, since we had an open marriage, this led to a couple of threesomes.

Not long after our last threesome he told us he had met Randi, a young woman who would like to go to the desert with us. She was quite attractive with dark hair, but very pale skin. She couldn't go naked, but she would get topless toward sunset when we made camp.

There was a lot of heavy flirting and sexual innuendos but nothing more until one day Randi invited us to her 'little' brother's birthday party. He was a sophomore at UCLA and Randi told us she was pretty sure he was a virgin, and knowing about our open marriage asked my wife if she would seduce him. Randi showed us his picture and he was a nice-looking young man. Billie asked me what I thought, and I told her it was up to her. Intrigued, she told Randi she might, if they hit it off.

There was only going to be the five of us at his birthday party, which was going to be held at Randi condo. Billie, who was twenty-six at the time was 5' 3" tall and about 108 lbs. with a 34B-23-33 physically fit figure. She had long brown hair and brown eyes. As this was possibly going to be a special time for the young man, she dressed for a seduction in an off-white fairly open-weave backless sundress, a plunging neckline. Since she wasn't wearing panties or a bra, her charms where visible through the dress.

When we got there, the plan fell apart; he was an asshole acting as if he had been put upon with his sister throwing him a birthday party. After a torturous meal, he got up, told us he was going out and left. The four of us figured what the hell.

We looked at each other started giggling and headed for the bedroom shedding clothes as we went. This was the first time all four of us had been totally naked together in what was evolving into a foursome. Ned and Randi where already going at it while Billie and I were still in foreplay. After a few minutes, Ned called me and said he needed some help. Billie encouraged me to help him with Randi.

I crawled across the bed, started kissing and caressing her very nice breasts. She was busy flicking her bean as Ned had shot his wad. Since he was in his early fifties and we knew from our threesomes, he wouldn't get it back up for a while. I gave him a sideways nod indicating he should pull out, which he did. I immediately took his place; Randi's eyes went wide as I entered her and then she grinned from ear to ear.

Billie came up behind me and started massaging my balls as I fucked Randi. Ned step over me and presented his half-erect, still wet cock to Billie, she took it in her mouth attempting to bring it to a full erection and with her left hand started massaging his balls.

All of us were really into it when the bedroom door flew open, and her brother stepped inside! He screamed, "What the fuck! You're all a bunch of fucking perverts!" And went storming out. We all disengaged, and Randi grabbed a robe and went to talk to her still ranting and raving brother.

Things seemed to calm down. We heard the front door open and shut. Randi came back in with her hands over her face and shoulders shaking. The three of us went over to sooth her apparently hurt feelings. She dropped her hands, and we saw her face was red and there were smeared tears on her cheeks. It suddenly dawned on us she wasn't crying, she was laughing!

She looked at us still gasping for breath and said, "He's gay! That explains so much!"

That pretty much ended the 'party'. We all got dressed and Billie and I went home.
 
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