Babysitter

I was a college student looking to make extra money the legal way so I started baby sitting for professors. They would refer their friends to me for other baby sitting jobs too. One professor referred one of his high school buddies to me to watch his kids while he was in his studio and his wife was at work. He was a musician and was often busy very late at night recording while his iwfe worked overnight shifts. I would come over around 8 pm, bathe the girls and put them to bed. Then I would sit in the living room with the baby monitor and kinda just watch TV and make sure I checked on them as he couldn't hear them when he was recording. Well, he often came down to get drinks and takes breaks. Being yound and adventurous and liking creative types at the time, I shamelessly flirted. He flirted back. Being the naughty girl that I was, I ended up naked in his lap on the couch, riding him as he watched us over my shoulder in the wall mirrors that surrounded the living room. It became a regular thing after that until I lost interest in him.

Does that suffice? :p


Great story... (now I will make a mental note that you like artsy guys, and you like to ride the bologne pony express naked in the living room :) )
 
baby sitter this weekend

It was supposed to be a date night, starting early afternoon, drive to the shore, nice dinner, fool around, come home. We have a regular baby sitter(Kristina) that we've been using for years and when we plan to stay out past midnight, she usually just stays over.

We'd been planning this date for several weeks and had the baby sitter scheduled, the reservations set, new movie for the kids to watch. At some point during the weeks leading up when all this was being scheduled, the Kristina's mom spoke to my wife and arranged for her to stay the weekend with us so THEY could go out of town. Now, Kristina is 18 and we've known her since she lived 2 houses down, but her family moved 2 years ago to a mcmansion that's all size and no character and Kristina doesn't like to be alone there and her Dad is afraid she'll throw a party to avoid being by herself so this worked out.


.. and then it happened. One of my wife's colleagues got sick- meaning she was now going to have to go to NY to make the presentation. Last minute scheduling meant she was going to have to go Friday evening instead of Sunday, but the company was going to pay for her a mini-vacation over the weekend as compensation...for her.

MY compensation was a little luxury I like to indulge in now and then called massage. I have a lovely massage hottie who is both very very good (she does work for a couple of local professional sports franchises) and very very hot and very very professional in that, while it's never come up, there are definitely no sense of extras being available. That said, she's not shy, she will work on your groin muscles and gluteous maximus and so on, and while she uses a sheet, it seems as though it's main purpose is to communicate that there are no extras, but she's pretty relaxed about using the sheet and letting it move out of place. So with a babysitter in hand, I scheduled Kim for a 2 hour massage saturday evening right after dinner.

When Kim comes over, we turn our "Theater" room into a massage studio, the room is secluded, has big space in the middle, controllable light levels and music, with an adjoining bathroom, and she sets up her table in there.

I normally drift in and out of consciousness during the massage but there are points that I pay attention to... where I'm face down and she's right in front of me, I can see her lovely feet- she always works barefoot, in short shorts or yoga pants and a tank top, sometimes with sometimes without bra, today was without. Also when she works on my hands and forearms, she puts my arm in her lap in a way that I can feel her breast on my arm and the heat of her crotch on my hand. I have also been known to fall asleep, snore and even get erections while asleep on the table. She'll only comment that I must have been having nice dreams and wink at me.

So, I'm on the table, Kim is working on me, Kristina and the kids are in the living room watching a movie and my wife is in NYC. I drifted off and came back realizing I could hear voices. Kim and Kristina were talking. I was still face down and there were no feet in my view. Kim was explaining to Kristina about massage, chi energy, pressure points, etc., and about how she finds knots or other places in the muscles that need to be worked out and how she 'releases' the muscles and so forth. Kim finds a spot on my back and starts to apply pressure but stops and calls to Kristina- come feel this spot. See how hard it is? That's a cramped up back muscle that needs to be released.

So Kristina is standing on one side of me and Kim is on the other and I can feel them both now, Kim is alternately showing her what to do then letting her do it. After a few minutes of this she moves to the lower back, glutes, which usually means my ass is uncovered....and there it goes... I'm now bare assed on the table in front of my hot masseuse and the baby sitter while they're now both rubbing on me with oily hands.....and now Kristina has not only seen my bare ass but touched almost every part of it.

After gluts she covers me except for my feet and starts back up again. Feet, one of my favorite parts, pretty much always puts me back to sleep. Calves also are relaxing, then hammies. by this part, the sheet gets pulled the other way and I always know I'm exposed because I feel the cool air hit my frank n beans! This is where Kim is like an ultra cool- professional. She will work the muscle and if she grazes things in doing so, so be it. She doesn't really try to avoid it in the sense that you can tell she's just working the muscle and it happens, so yes, she's touched me with the back,side,edge of her hand, right on my bits, many times. But Kristina is watching. And I'm having to lay with my hips a bit to the side because of my full blown erection. Normally, I can keep it down and just let it lay on the table between my legs. But today is different. The awkward part is that this is the last bit before I flip face up. That's when Kristina says the movie is over and she's going to put the kids in bed.

So I relax a bit and we do the flip and Kim is working feet and legs from this side now. Kristina comes back in. Now I'm face up and can see. She's wearing the old t-shirt I gave her for a night-shirt now, bare legs and feet with the shirt coming down to about mid-thigh. Even though the shirt is longer than most of the shorts she wears, the thought of what may or may not be under there makes it totally hot. OH and those eraser nipples were plainly visible. So were Kim's. Damn, there they were at the top of my thighs as I'm realizing all of this and with the sheet pulled back enough for the tops of my legs to be visible, my erection lifts the end of the sheet right up. Kristina took a deep breath and started giggling furiously. Kim was trying to keep it together and remain professional but she lost it too. They would look at each other, look at my hard on and laugh unconrollably, until they were crying and holding their sides. Seriously after what seemed like 5 minutes of this I started to soften.

Kim caught herself and quickly composed. She started apologizing, covering up an explaining to Kristina- this is natural, it happens sometimes, as a professional we're supposed to ignore it/work around it as long as the client isn't trying to be inappropriate. In this case, I'm very glad that the client I have done this to is a long-timer who i know well and I'm pretty sure he'll forgive me. AFter assuring her I was fine and everything was ok, she continued. Now to the hands/arms. She was explaining, again, to Kristina what she was doing and told her- get another chair and get on the other side and pull his arm off the table and rest it on you like this- where she puts my arm right on her booby and down in her lap, almost sitting on my hand at first. So Kristina does the same thing and.. she grazed her nip on my arm and OMG, she put my hand in her lap and I'm 99% certain the ends of my fingers ended up in her pubes! She's not wearing panties. So now I have a total tent of an erection on the table and no-one seems to notice yet. I really want to move my fingers to see what I can feel, but it HAS to be totally incidental. So I cough and sort of twist and readjust my body, but the only thing I'm focused on is my fingers, yep, definitely pubes- but then she shifted too, and she has her little snatch right on the end of my middle finger. Then Kim moves my one arm and puts it back on the table and tells Kristina to do the same. Except Kristina totally pulls my hand across her pussy, no way that was an accident, oh how I wanted to bring my hand to my face to smell and taste her.

After arms, it's head, neck , chest then abs. Not much here until you get to abs, then the sheet gets pulled down right to my penis, which had subsided again, thankfully. That's when Kristina noticed- he doesn't have any hair there. Kim laughed and said, yep that's one more thing about this job, you do usually get a sense of how people like to groom themselves- or not, yes, he shaves or waxes. Why does he do that? You'll have to ask him. So 30 seconds of conversation about my pubes while looking at and touching the area was all I could take so I was hard again out of the sheet. Kim laughed again, and that's another thing, you learn that you can keep or lose control of um, THIS, she said and actually grabbed it briefly when she said it just by what you do or DON'T talk about.

Kim finished up and said her usual bit, ok, we're done, everything ok? miss any spots? lay here a minute while I pack my things then you can hop off the table when I go to the restroom.

Kim walked out and Kristina was still in there. Being an exhibitionist I took advantage and got off the table and stretched fully, as I usually do. Then 'pretended' to have forgotten Kristina was there and apologized and grabbed my robe. Kim came back and I paid her and she left.

So there I was with Kristina, me in just a robe, with a hard-on, her in just a t-shirt and based on her nips and my brief contact with her pussy, she was as aroused as I was.

So.... you wanna see what's on TV? YES! So we start surfing and land on that movie Underworld with kate Beckinsale. I love her. Kristina asks, so what's it like to get a massage? Well, I tell her, it's very relaxing and helps me keep my back loose. But what about, like, where she rubs your feet? oh, that, well, I'm on my feet a lot, it's so relaxing, that's my favorite part. Will you massage my feet? I want to feel it. Sure....

want to know the rest?
 
and now....for the rest of the story

I had her lay back on the couch and put her feet towards me as I turned towards her so that her feet were between my legs in front of me and I put a pillow under her knees to raise her legs up comfortably. And that is when I got a perfect view of her neatly trimmed crotch.

I've been getting massages a long long time. In doing so, I've learned a few things. I can give a near orgasmic foot massage to a willing recipient. My wife is so ticklish that she won't let me indulge so when I do get the chance, I go for it. After about 10 minutes she was so horny that I could see the wetness and even smell how aroused she was. I asked her if she ever touched herself and would she like to do it now. She immediately put her fingers on her pussy and started working it. I started sucking on her toes, licking her soles and generally devouring her feet. She started coming so hard that I had to get her foot away from my mouth as she jerked and kicked me in the eye.

When she recovered a bit and saw my STILL hard on sticking out of my robe, she asked me if I was going to "leave it that way"? I asked her if she'd mind taking the shirt all the way off and letting me jack off on her naked body. She said, um, can we pretend I'm giving you a massage with a happy ending? Um, why yes, that'd be fantastic, but can you still get naked? SURE! so she stripped off and got the oil and began stroking as she knelt next to the couch. I was so worked up that I reached behind her head and pulled her to me and began kissing her as I started coming all over both of us.

That's when we heard my son coming down the hall. She quickly threw on her shirt and went to put him back down. I headed to my room and told them "gnite" on my way by.

The next morning we both went back to normal except that on her way out she whispered in my ear that she couldn't wait for our next sleepover, that next time, we didn't need any help from a massage lady.

yeah, wifey might have to stay in NY thru the weekend. I'm probably going to need some help this weekend, ya think?
 
Many years ago, when I was in college, one of the gals in the office where I worked and I started flirting. She was about 7 years older than I and had a daughter. One day, she said she wanted to go out with her g'friends but didn't have anyone to watch her daughter. Being the nice guy I am, I offered. She took me up on the offer and went out for the evening. When she came home, she "repaid" me in bed. I "babysat" for her many more times. She'd go out with her friends and come home and we'd spend the next few hours in her bed!

Nice twist - sounds like an excellent arrangement
 
hasn't happened yet

that was this past weekend. may or may not get a chance this weekend, will know on thursday!
 
well...

Wife is coming home tomorrow but it turns out that I forgot to pay Kristina for last weekend, she's coming over this afternoon to collect.....
 
hmm.. learned a few things

Apparently Kim and Kristina exchanged digits and Kristina expressed a desire to learn massage therapy when she realized I paid Kim $200 for a 2 hour massage (at my house). Kim has connected her with a program so apparently that's going to happen.

She then apologized for helping herself to the margaritas I made for myself and Kim but she had to confess to that to explain her "other" behavior. she wanted to me to know that she wasn't "like that" and didn't go around doing "stuff". I asked her if she was sorry that what happened happened. Her eyes shot to the ground and she blushed furiously. I told her that I'd take that as a no. She nodded. I asked her if she'd like me to massage her feet again sometime. Blush and nod. Have you touched yourself when you thought about it? She looked up and made eye contact and nodded. I had her sit down and picked up her foot and slipped off her sandal. If I suck on your toes for a minute now, will that give you something to think about tonight? and...her phone rang she was supposed to be somewhere... so on her way out she told me she was going to use her babysitting money on a pedi.... if that was all right with me...

goodness gracious.
 
that was it for the weekend...

as wifey came home BUT... plans are, um, afoot for sometime in the next couple of weeks..
 
A little wierd

[under age]
 
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so I get a call from babysitter's momma

She wanted to thank me for introducing Kristina to Kim, because she's really excited about massage therapy as a way to earn while she's in college. THEN, she said.... "and I really appreciate you helping Kristina with the cramps in her feet. She's gotten them since she was a little girl and she said your foot massage helped her more than anything we've tried. I was wondering, you guys are only about 10 minutes from us... I get those same foot cramps, could I call on you sometime to see if it works for me? If it does, maybe you could teach my husband?" uhhh... sure, glad to help!

uh oh. wonder what she told her mamma?
 
She wanted to thank me for introducing Kristina to Kim, because she's really excited about massage therapy as a way to earn while she's in college. THEN, she said.... "and I really appreciate you helping Kristina with the cramps in her feet. She's gotten them since she was a little girl and she said your foot massage helped her more than anything we've tried. I was wondering, you guys are only about 10 minutes from us... I get those same foot cramps, could I call on you sometime to see if it works for me? If it does, maybe you could teach my husband?" uhhh... sure, glad to help!

uh oh. wonder what she told her mamma?

the babysitter and her mother! enticing twist. Can't wait to see how she responds to the foot massages...
 
She wanted to thank me for introducing Kristina to Kim, because she's really excited about massage therapy as a way to earn while she's in college. THEN, she said.... "and I really appreciate you helping Kristina with the cramps in her feet. She's gotten them since she was a little girl and she said your foot massage helped her more than anything we've tried. I was wondering, you guys are only about 10 minutes from us... I get those same foot cramps, could I call on you sometime to see if it works for me? If it does, maybe you could teach my husband?" uhhh... sure, glad to help!

uh oh. wonder what she told her mamma?

hmm sounds like an interesting proposal... Just wondering is she told momma that the massages have a happy ending :D
 
well that's just it...

hmm sounds like an interesting proposal... Just wondering is she told momma that the massages have a happy ending :D

see- momma is a Polynesian beauty. the thought of this is intoxicating. Poppa, on the otherhand, is retired ex-military and an amateur boxer. He is very much a no nonsense sorta fella and it's hard to imagine that he'd be amused by any of it. Can't really see him being interested in having me anywhere near his wife or her feet. And she's usually very very demure. So... this is most unexpected and both exciting and troublesome...

I guess I just have to wait for the call and see how it sets up....
 
more Kristina

The quick update is that we haven't had her baby sit but.....

Kristina's mom told me that her daughter confessed to her that she "enjoyed" her foot massage "more than she should have". I asked her what she meant by that and she swore me to secrecy that her daughter "would just die" if she knew I knew that she had "reached a climax" during the massage.

I then confessed that "I could tell" and that further, I probably should've never agreed to do it because Im not unfamiliar with the arousal that can ensue. She asked if I could give her one, but be discrete- she would not want her husband to know and would prefer my wife not to know because "women know". Trust me, she said, your wife knows why a woman would want this from you. And she told her daughter that she didn't mind, that this was preferable to risky sex.

So she has scheduled me to "work on their computer" one night this week, but really I'm giving 2 foot massages!!
 
The quick update is that we haven't had her baby sit but.....

Kristina's mom told me that her daughter confessed to her that she "enjoyed" her foot massage "more than she should have". I asked her what she meant by that and she swore me to secrecy that her daughter "would just die" if she knew I knew that she had "reached a climax" during the massage.

I then confessed that "I could tell" and that further, I probably should've never agreed to do it because Im not unfamiliar with the arousal that can ensue. She asked if I could give her one, but be discrete- she would not want her husband to know and would prefer my wife not to know because "women know". Trust me, she said, your wife knows why a woman would want this from you. And she told her daughter that she didn't mind, that this was preferable to risky sex.

So she has scheduled me to "work on their computer" one night this week, but really I'm giving 2 foot massages!!

Keep us posted!! ;)
 
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