Snooping Babysitter

[bigmike9103]

When I was younger I watched my neighbors kids. They paid me a ton of money and I had a huge crush on the wife. I would always snoop around the house after the kids went to sleep. As you would expect I was very much into her panties. She was tall with brown hair and a nice rack. She had some sexy panties and bras. One night I was watching the kids overnight. This left me with extra time to snoop around. It was late when I hit the mother load. I was looking at some of there family photo albums I found in the back of a cabinet under a bookshelf in there room. I was enjoying the swimsuit pictures of her. They were younger in the pics, and she was smoking hot. I found a folder inside one of the albums and opened it. I hit babysitter pay dirt. It was full of nude pics of her. There must have been a hundred of them. They were in the order they were taken, starting young and then moving to more current. As I moved through the pics they got better. Many of the more current pics featured toys and her giving her husband BJ's. I jerked off like any teenager would until I was to sore to do it anymore. I made a stupid move and kept a few pics. I'm sure one of them had to notice. Nothing was ever said but they never asked me to watch their kids again. They lived two houses down so I saw her almost daily, and got a hard on every time. The husband still talked to me and was friendly, but she would always quickly disappear.

I have my own family now. We have a girl who stays in our house and watches the pets when we go away. It got me thinking about that old story and wondering if she was snooping around like I did. The last time we left I decided to set a trap. I left a thumb drive filled with pictures of my wife and I on my bedroom dresser. Now these pictures are far more hardcore than anything I saw in that old photo album. If a man and woman can do it together there is a pic of it on that drive. I left the thumb drive in a very specific way on the dresser so I could tell if it had moved. When we caught back I was eager to check it. Sure enough it was there but not in the same position. I wasn't sure she had looked, maybe it was just moved by accident. All of my doubts were erased when we saw her at church the next Sunday. I walked up to her and thanked her for taking care of the place. She turned bright red in the face and was tripping on her words.

Maybe I'm a complete jerk, but it turns me on so much to know she has seen my wife and I in some very private moments. Hopefully she enjoyed it. I still have fond memories of my old find.

[piecenick]

I didn't babysit much, I guess I just didn't look like the type, but once my mom asked me if I could help out a friend of hers, I was broke and needed some date money. The lady had a 2 year old and she wanted to leave that night on a trip with her BF, her sister would come get the kid, but she didn't get off until 11, she asked me to be there by 7. The kid was asleep, so all I had to do was watch TV and change the kids diaper if he woke up, no problem, I took care of my baby sister when she was little.

I talked to my GF a few times, didn't want to tie up the only phone line, but she got me going by telling me all the things we were going to do tomorrow night. The lady called, she needed a phone number that was in an address book on her nightstand, would I please go look. I went into her bedroom, found the address book, gave her the number. I really don't snoop, but the nightstand drawer was partly open, I just opened it a little more and saw them, polaroids!

For 1968 these were hot, bare boobs, even Playboy didn't show pubic hair, she did. There were about 5 of them, I wore my hand and my cock out until I shut it down before her sister got there.

[andyt29]

Never got so lucky as to find "real" pictures or the couple i would sit for (this was well before the digital age) but would always look around to see what kind of stash was in the house. Would frequently find magazines and VHS tapes. Often would watch and jack off as well. One house had quite a collection so i just took one. Figured what's the worse that could happen? Tell my parents that i stole their porn? A tad risky, but so fun.

[scouty]

I found pics when babysitting. Then years later, was friendly enough with the husband to tell him how I used to pull off to photos of his wife naked. :-)

[whatnow3]

Technically my mom was the one babysitting, I was just there. Anyway she was upstairs with the baby and I was in the finished basement playing some game on my uncle's Commodore 64. I took a break and was poking around his office when I found a copy of The Joy of Sex. I was looking through that when I was called upstairs for something. Later I was back downstairs this time in front of the tv. I started digging through a basket next to the couch looking for the tv guide when I found a few Penthouse Variations type booklets. I nervously looked through them hoping my mom didn't call me upstairs again or worse come down and join me.

I seriously thought about bringing one home for some alone time in my room but decided it was too risky with only 3 of them in the basket. I can still vaguely remember my favorite photo spread of a brunette undressing on the back of a horse. It was one of those "she's the most beautiful woman I've ever seen. I'm in love moments."

When my aunt and uncle got home I also remember thinking "you kinky fuckers." Meant in a good way of course.

[Teeyes]

Reading into some "snooping" threads here, I found this old thread, which I will gladly bump into a new life...

I'm from the 70s so internet did not exist. When I was a teenager babysitting I had 3 "families" I would babysit only in the weekends, on either Friday, Saturday and sometimes on a Sunday.

One of them included my primary school teacher "Mrs. Antoinette" and I would babysit her and her husbands kids quite frequently. They were young and going to bed early, so the evenings were quiet but also boring.

One night I decided to be brave and as a curious teenager I went into the parents bedroom, knowing they would not be home for hours. I immediately opened the nightstand which appeared to be Mrs. Antoinette's side of the bed. And in the drawer there was an opened porn magazine, in the "reading part", so I glanced over the words and it was verye explicit! That turned me on very much, that my teacher loves to watch (or at least read) porn.

I carefully went through her very organized drawer. Nothing else interesting... then I opened her clothing cabinet, and unfortunately her panty drawer was way way too organized to actually check out her panties. But while carefully opening it fully, I found something "hard" while pressing my hands down and extremely carefully I pulled out the hard thing which was covered in a little towel. And yep, an actual white vibrator was in that towel!

That was enough excitement for one night.
In the follow-up I went and looked into her husband's drawer, and found a little box, which had some sexy lingerie polaroids of Mrs. Antoinette but unfortunately no topless nor nude pics.

Anyhow, it was still exciting to do!

[explorer98]

Many years ago (30-ish) we had a babysitter thing which was the other way round to most of these.

A woman down the road who had become a friend of my partner after we'd moved in used to babysit now and then for our brood. She was a very attractive thing with 'a certain manner' about her and as things went on, it emerged that my then boss had worked with her in a previous position and he recalled her as; "Oh yes - No-knickers Mags"!!!

As you might imagine, that set a bit of a tone.

As the time, we had a pretty healthy and well-developed sex life with a lot of variety. We'd done some 'soft swinging', we'd had a few threesomes and we had a nice range of toys at our disposal.

We started to notice that on occasions where Maggie had sat for us, some things weren't quite as they'd been left when we got back. Suspicions raised, next time we were going to be out, I deliberately set a few 'markers' which would provide conclusive proof of where she'd been looking (cupboards, drawers etc) and sure enough, we were right - when we checked, it was quite obvious that she'd been looking at all the sexy stuff which was put away and which you wouldn't have come across unless you were hunting for it!

Based on that, NEXT time we were going out, we 'tagged' all the relevant places with Post-it notes inviting her to talk to us, ask questions or just leave a note back if she was a little shy (like hell she was!) but nothing came of it.

Shame really, I'd have quite happily fucked her senseless while my other half sat across her face!!

Oh well...