Sex with the (Adult) Babysitter - share your stories

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bob4430

Active member
Jan 11, 2002
185
89
28
So this is a big fantasy for many of us.

I have dreamed the dream but not lived the reality.

Anyone on the board have a true babysitter sex story they can share?

From what I have read, there are a lot of crazy sex maniacs here with some awesome stories.
 
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Curious36

Member
Nov 11, 2007
500
11
18
I always threaten the wife with hiring a very hot nanny......but never a baby sitter damnit!
 
GameBoy27

GameBoy27

Well-known member
Nov 23, 2004
13,061
3,107
113
Not sure if this counts as sex with the babysitter, but it's a true story.

My friend used to have a live in babysitter when his kids were growing up. I met her when she was about 15. Very developed for her age btw. She would often accompany them up north to their cottage in the summer. Since I would be up there most weekends I got to know her really well. She was really cute and always wore a skimpy bikini. I knew that she was off limits for more than one reason but that didn't stop me from fantasizing about her.

When she was 18 she was quite flirtatious but I knew I couldn't go there. It would drive me nuts, we'd go for a swim along with one of her girl friends at night then her friend would leave and we'd go back to the cottage. With my friend, his wife and and kids asleep we'd head off to our separate rooms which were next to each other in the basement. You don't know how many times I thought about knocking on her door. Instead, I'd just lay there and jerk off to an insanely huge orgasm. lol

I lost touch with her a few years later as she moved to London ON. Then one day many years later I get a FB friend request from her. I accept and we start chatting. She said we should meet for a drink one day. She'd moved back to TO not too far from me so she invited me for drinks at her place.

Off I go on a Friday night. We sit on her couch, had some drinks and chatted about the old days at the cottage and what we had both been up to over the years. We were sitting close to each other and there was definitely nervous sexual energy between us. I decided to tell her about the time we went swimming with her friend and we went back to our rooms. I told her I wanted to knock on her door and... As I said that she leaned in and started kissing me. She said she was hoping I would have too. Well that was it, off to her bedroom for hours of sex and too many SOG's to count.

She's in my spank bank, still to this day. :)
 
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IM469

Well-known member
Jul 5, 2012
11,147
2,497
113
This was not an adult babysitter but it might be worth a mention. My first marriage we had kids and because of different shifts my wife was working and my travelling we had a teen babysitter. She was the very definition of jailbait material - young blonde freshly developed firm body with a cute smiling face. She was ~ 16 and off limits but she always complemented me and expressed interest in anything I was doing. I wasn't nuts - I'm sure she had little sexual experience and I would be a cad (jailed cad) if I let my dick do the thinking.

Sadly, she got fired by my wife when she came home early and found her in my study with my porno mags out of the bottom drawer - masturbating. My wife was horrified that she was rifling our private items in the the drawers. The close call was that I wasn't the one that came upon the scene .... as I'm really unsure of my moral resolve in that situation.
 
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mrsCALoki

Banned
Jul 27, 2011
4,936
3
0
I hired a very very ugly nanny just in case. LOL
 
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wigglee

Well-known member
Oct 13, 2010
10,877
2,962
113
my brother had a babysitter who was 14 and very naive and protected, a sweet innocent lass whose body was just bustin' out like a brick shithouse. I occasionally found myself dropping by when it was just her and the kids were sleeping, and she always wanted to wrestle me! God, it was hard not getting carried away but I was a good boy.
 
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champ

New member
Sep 7, 2001
496
2
0
Toronto
Very good friends of ours ( husband and wife ) has twin daughters. The wife of the couple is a good friend. She and I are actually closer than she and my my wife. She is a blast and we hang out often. She is very attractive in a Mary-Louise Parker way. Anyhow , one of her 20 year old twin daughters babysits for us often. She is a total sweetheart. She is great to my kids and she has blossomed into this beautiful young lady. She shows up wearing Lulus and low cut tops that accentuates a very fit and well developed frame. One day my pal ( the Mary-Louise Parker gal ) and I are hanging out beside her pool having a couple of beers. Out comes the twin who babysits for me. She and I joke around for a bit , she sits for a while and then leaves. My pal tells me a 'secret'. She says her 20 year old daughter has a huge crush on me. I laugh and brush it off but it keeps nibbling at the back of my brain.

The daughter heads off to go to University in Ottawa. I go up there every two weeks for business. One day I get a text from my friend asking if I could help her daughter receive some new furniture for her apartment. She wants me to make sure all goes smoothly with the delivery as her daughter is inexperienced in such matters. I arrive at her apartment and the furniture arrives with no trouble. I sign for some things and make sure all is good. I help the get things placed how she wants them. It's just the two of us. I am getting ready to leave and she asks what I am doing that night. I said I was just planning on heading back to my hotel. She asks if I want a drink. I act all nonchalant but in my subconscious stuff starts slowly turning around. We pour some white wine ( I actually can't stand white ) and sit at the island in her kitchen and shoot the breeze about her school , Ottawa , boys ... The bottle of wine ends up being polished off in about 40 minutes. The vibe is definitely out there. She compliments me on how funny I am and how I relate so well to young people and segues into how guys her age are so boring and predictable. No question , I can feel where this is going. She says , do you want to order pizza and open some more wine? I looked at her for a solid three count , smiled and said ... "nahh , I better get going". I gave her a hug and told her to call me or text me anytime she needs any help. I'm in town all of the time and if I'm not I have friends and family who can help etc ... I laid in my hotel room bed for hours that night and seriously calling her. Now , every time I go to Ottawa I am tempted to call her. The bottom line is this ... she is 20 years old ( less than half my age ) , is my good friends daughter , admires my wife and cares for my kids. There is simply no way to put that genie back in the bottle. The number of people I would mess up number in the double digits.

Still ... I do fantasize about that sweet little body.

Champ
 
V

vulcan99

Member
Feb 9, 2008
306
0
16
champ said:
Very good friends of ours ( husband and wife ) has twin daughters. The wife of the couple is a good friend. She and I are actually closer than she and my my wife. She is a blast and we hang out often. She is very attractive in a Mary-Louise Parker way. Anyhow , one of her 20 year old twin daughters babysits for us often. She is a total sweetheart. She is great to my kids and she has blossomed into this beautiful young lady. She shows up wearing Lulus and low cut tops that accentuates a very fit and well developed frame. One day my pal ( the Mary-Louise Parker gal ) and I are hanging out beside her pool having a couple of beers. Out comes the twin who babysits for me. She and I joke around for a bit , she sits for a while and then leaves. My pal tells me a 'secret'. She says her 20 year old daughter has a huge crush on me. I laugh and brush it off but it keeps nibbling at the back of my brain.

The daughter heads off to go to University in Ottawa. I go up there every two weeks for business. One day I get a text from my friend asking if I could help her daughter receive some new furniture for her apartment. She wants me to make sure all goes smoothly with the delivery as her daughter is inexperienced in such matters. I arrive at her apartment and the furniture arrives with no trouble. I sign for some things and make sure all is good. I help the get things placed how she wants them. It's just the two of us. I am getting ready to leave and she asks what I am doing that night. I said I was just planning on heading back to my hotel. She asks if I want a drink. I act all nonchalant but in my subconscious stuff starts slowly turning around. We pour some white wine ( I actually can't stand white ) and sit at the island in her kitchen and shoot the breeze about her school , Ottawa , boys ... The bottle of wine ends up being polished off in about 40 minutes. The vibe is definitely out there. She compliments me on how funny I am and how I relate so well to young people and segues into how guys her age are so boring and predictable. No question , I can feel where this is going. She says , do you want to order pizza and open some more wine? I looked at her for a solid three count , smiled and said ... "nahh , I better get going". I gave her a hug and told her to call me or text me anytime she needs any help. I'm in town all of the time and if I'm not I have friends and family who can help etc ... I laid in my hotel room bed for hours that night and seriously calling her. Now , every time I go to Ottawa I am tempted to call her. The bottom line is this ... she is 20 years old ( less than half my age ) , is my good friends daughter , admires my wife and cares for my kids. There is simply no way to put that genie back in the bottle. The number of people I would mess up number in the double digits.

Still ... I do fantasize about that sweet little body.

Champ
Click to expand...
You're a trooper. I would have caved like a house of cards :)
 
C

champ

New member
Sep 7, 2001
496
2
0
Toronto
Demfeller and Vulcan,

Two things ...

1) Don't inscribe my name on the 'Humanist of The Year' trophy award just yet. I could fold like cheap suit next week!

2) A staunch Catholic old colleague of mine was completely and totally adamant that even if you think sinful thoughts you're a sinner. Trust me, I 'wax the dolphin' often and a lot with graphic images of that tidy little frame naked and in my clutches. I just know it would be heavenly. I also know that I am such a twisted f@#k that the next step in my descent into total depravity is to plot to bang the Mary-Louise Parker mom as a follow-up. At some point the dotted lines move down the arc to me sitting in a dark , dank crappy motel room alone considering how I literally fucked my way into a living hell.

Anyhow ... enough bright and cheery thoughts on this lovely winter's day :)

In the clear sober moments of clarity I have I am resolute that pulling my goalie for 5 minutes , cleaning up and sitting back while polishing off the Doritos and Welches grape juice watching NHL Centre Ice is a less dramatic way to live.

Champ
 
M

MuffinMuncher

And very good at it
Oct 3, 2001
4,604
5
38
56
Here
champ said:
Now , every time I go to Ottawa I am tempted to call her. The bottom line is this ... she is 20 years old ( less than half my age ) , is my good friends daughter , admires my wife and cares for my kids. There is simply no way to put that genie back in the bottle. The number of people I would mess up number in the double digits.

Champ
Click to expand...
Champ my ass. Chump is more like it. :crazy: J/K

Trying to get the genie back in the bottle is part of the fun.

Good for you - you did the right thing. There will be a seat reserved for you in the homo section of heaven. LOL
 
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