497 - Babysitting Ellie Part 2

As I laid her on her back on the bed her eyes opened slightly and she had a slight pained look on her face..
Ellie: “I got a bit of a belly ache Frankie, can you rub it for me” she said softly and I immediately thought it might be something that she’d swallowed maybe but sincerely hoping that it wasn’t..
Me: “Aww sweetheart, we can’t have that, of course I will rub it for you” I said very sympathetically as she laid flat, I sat on the edge of the bed and gently eased up her nightshirt to just under her little bee stings exposing her tiny flowered patterned panties and with her legs slightly apart I couldn’t help notice her little lady slit between her legs, I reached out my hand and in a soft circular motion started to rub her soft stomach which from the healing sighs was doing some good..
Ellie: “Mmm.. that feels nice Frankie” she said softly and as I widened the circle my fingers pushed under her nightshirt brushing against her little bumps and then on the way down slipped an inch or so into the thin elastic of her knickers, I wanted as much coverage as I could and she seemed to be enjoying the soothing effects..

Me: “How does that feel Ellie, is it any better” I asked softly as I continued rotating my hand lightly on her stomach and she gave me a wry little smile as she put her hand on my knee..
Ellie: “It’s a little better but it feels nice, you got magic hands hehe” she said with a giggle and I could see her eyelids getting heavy again, at least a bit of therapeutic treatment saved me from reading her a story..
Me: “That’s good Ellie, maybe I could kiss it better too, that often helps too” I suggested and she certainly wasn’t opposed to the idea of it indeed made her feel better..
Ellie: “Oooh you could try it, it could work” she said softly accepting my suggestion and I figured that in order to get the best possible benefit I would have to change positions..
Me: “Ok, let me get between your legs then Ellie, I can bend down and it’ll be easier to reach” I said as I went to the end of the bed and widened her legs a little so I could kneel between them telling her to just relax and I would make the discomfort go away..

I reached up continuing to rub her belly moving up and pushing her nightshirt up exposing her little bumps and could see in the soft lighting that her nipples had stiffened a little which I think was a good sign and as I rubbed around them I gave them a little tweak which she seemed to like and then as I worked back down her body to her navel it suddenly occurred to me that her knickers may be too tight which could be causing the discomfort, I didn’t act on that just yet and leant forward and started to gently kiss her navel area around her belly button, she let out a soft giggle as I licked and kissed her soft skin..
Ellie: “Oooh that tickles a bit but it’s nice, it gives me tingles” she sighed softly as I worked my way down to the top of her knickers kissing the little flowers, I had an idea and gently pulled the thin elastic waistband down an inch which confirmed my suspicions.. the waistband had left a line across her belly telling me that they were way too tight..
Me: “Aha.. I think I’ve found the problem sweetheart, I think your underwear is too tight and putting a lot of pressure on your abdomen..” I said encouragingly as I looked up at her tired eyes, she gave me a confused look but soon realised that this could well be the issue..
Ellie: “Oh wow.. maybe I should take them off then.. I am outgrowing them I think” she mumbled as she tried to keep her eyes open and with her permission I sat up on my heels and gently eased her panties down her legs and seeing the indent left by the elastic it at least gave me an area to concentrate on, I think she was more relieved at me finding the issue than any embarrassment at being fully exposed plus when I saw the start of her pubic hair coming through that only added to the issue..

I again reached forward running my hands back up to her little breasts and rubbed around her stiffening nipples as I bowed my head down to kiss along the indent and I could tell by her breathing that she was at last getting some relief from my actions and as my tongue wandered down to her developing pubic area I made sure I gave her gentle licks to smooth away her aches and as the sweet aroma filled my head I saw that she’d instinctively widened her legs a bit more, obviously for comfort reasons however when temptations are put my way it was very difficult to resist and I couldn’t stop myself from giving her sweet coochie a gentle lick which immediately sent a shudder through her body..
Ellie: “Oh wow that feels nice, so tingly and good” she mumbled as I flicked my tongue around her hole tasting the developing wetness..
I brought my hands slowly down her body and slipped them under her thighs grabbing her arse cheeks and with her knees now raised it allowed me to lift her up to a more comfortable level as I went to town on her delightful little hole and using my fingers I opened her up a little digging my tongue deeper into her forcing her body into a completely different dimension as she fought off the tiredness to enjoy the feelings I was giving her, my tongue was working wonders and with my nose pressed up against the pubic bone I felt the tickles on my nose from her little pubic growth, my cock was rampant by now and I continued to feast on her until she could take now more..

After experiencing what was probably her first ever orgasm she lay there shaking, her eyes were heavy and I knew by the moon shining through the window that it was getting late so I pulled off the bed pulling her nightshirt down and covering her up with the thin sheet so she could enjoy her nights sleep, I left the night light on for her and considered giving myself a quick tug off but was too tired myself deciding instead to take Elsie up on her offer and jump into her bed, I had no idea what time she’d be home but I knew I would welcome some sleep after my first successful babysitting job..
Elsie had a big bed so it wouldn’t be unnatural for both of us to sleep there without any sexual connotations so I slipped off my shorts and climbed in and boy was it comfortable, I just sunk in there and pulled the cover up to my belly and before I knew it I was fast asleep..

Being in a strange house was a little scary and I don’t think I went into a very deep sleep and seemed to wake up at the slightest noise one of which was about half past midnight when Elsie arrived home and although she was being as quiet as she could I still heard her stumble up the stairs before she appeared looking just as gorgeous as she was when she left however it was obvious she was a little worse for her alcohol intake.. my eyes slowly opened as she slowly walked into the bedroom..
Elsie: “Sorry if I woke you Frankie, is everything alright?” she asked trying hard not to slur too many of her words as she came over and sat on the edge of the bed looking at me all snug and comfortable..
Me: Everything is fine Elsie, how was your evening.. looks like you had fun” I replied seeing her lipstick a little smudged and her eyes a little red.. she smiled back at me as she crossed her legs showing quite a lot of her slightly aging thighs..
Elsie: “Well Frankie, my supposed date was a total washout but the food and drink was excellent.. how was you’re evening with my little treasure” she asked glancing down at my bare chest and I was in two minds what to tell her and not knowing what Ellie would remember about it I decided that honesty is the best policy which I’m sure Elsie would appreciate..
Me: “Oh I think she had a fun time although she did have a bit of a bellyache when I put her to bed, but I gave her a soft belly rub and found the problem to be the tightness of her underwear” I said stopping right there to gauge her reaction before continuing.. she gave me another warm smile and I could see in her face that she was pleased that had I diagnosed the problem and I was sure by the look on her face that she was keen to know if I’d also solved the issue..
Elsie: “Well she’s a growing girl and I guess she needs some new underwear, did you solve the problem, is she ok now” she asked with a little concern on her face so I decided to tell her as much as I needed to..

Me: “I think she’s fine, I could see the indent that the elastic had caused so decided to remove the offending article and continue to rub her, I think that soothed away the aches and she fell asleep.. I hope you don’t think I overstepped any boundaries but her comfort was my top priority” I said reassuringly as I eased up the bed a little which exposed a little more of my midriff, she seemed very satisfied with my solution and pleased that I’d put her wellbeing at the front of the line..
Elsie: “Oh god no, I would’ve done exactly the same and it’s very pleasing that you took good care of her, I’m truly impressed Frankie” she said uncrossing her legs and giving me a warm smile..
As she stood up I see her glancing down at the covers and over at my shorts which were on the side quickly realising that I was naked in her bed..
Elsie: “I’d best peep in and give Ellie a kiss goodnight and then I think I need some sleep.. Hmm.. I see you like sleeping in the altogether and I hope you won’t mind me jumping in beside you.. it’s a big bed after all” she said giving me a playful wink and I certainly didn’t mind that at all, I was her bed.. I watched as she slowly walked towards the door and it was obvious she was a bit unsteady on her feet but she had a decent night so she fully deserved to let herself go, that’s what babysitters are for isn’t it and I couldn’t help but notice the tightness of her dress around her arse, it certainly had me drooling but I knew her state and told myself to behave myself..

I was still in a state of dozing when she returned a few minutes later smiling that her granddaughter was peacefully asleep and I had no idea what her intentions were but she stood by my side of the bed for a couple of minutes just looking down at me and with the landing light still on I could see right through her dress which was just inches away from my face, the tightness of her panties along with her slim petite figure had enhanced her thigh gap and didn’t leave very much to the imagination, there was a very awkward silence as I tried to subtly focus my eyes on her timeless curves..
Finally Elsie broke the silence with a question that I think had been playing on her mind and with the Dutch courage she’d had tonight maybe she thought now was the right moment to ask..
Elsie: “Please forgive me for asking this Frankie but apart from being and excellent and caring babysitter what other things are you interested in doing, being without a man in the house there’s always little things that need taking care of and I also think you’ll be a great role model for Ellie.. have you given that any thought and of course you’ll be well paid for your time” she asked as she tried to keep her balance standing by the side of the bed and she even had to widen her stance in order to keep upright which only enhanced the view I was enjoying..

I have to admit that I had wondered if babysitting was the only task I could perform and as I found both Elsie and Ellie very nice people I was kinda hoping that I could be of service in other areas and the paid perks could be well worth my time, there was another awkward silence as I processed what she’d said and thought of the best way to answer it.. suddenly it came to me and again I sat up a bit in the bed being careful of the cover that was only half covering me..
Me: “It’s so nice of you to ask that Elsie and the way I look at it I am hired by your good self albeit tonight as a babysitter but I’d like to think I’m at your service for anything that you need, I’d like to think I’m very adaptable and refusal is not in my vocabulary” I said which was the best way I could put it.. this made her extremely happy and certainly gave food for thought however I could see she was flagging..
Elsie: “That’s exactly the response I was hoping for and we can discuss things further after a good nights sleep, maybe you’d be kind enough to scoot over so I can get in, I hope you don’t mind sharing the bed” she said softly as she walked to turn off the light in the hallway leaving only the moonlight shining through the window which was just enough to see her peel her dress off leaving her in just a small pair of panties, she proceeded to climb in beside me leaving an adequate space between us which I felt was pleasant..
Elsie: “Goodnight Frankie and thank you” she said softly turning towards me in an effort to get comfortable..
Me: “Goodnight Elsie and thank you too” I responded as I lay on my back thinking about what she’d said and glancing at her topless body in the moonlight out of the corner of my eye..

It didn’t take long for Elsie to fall asleep but the problem I had encountered in the past with sharing a bed with both my mother and my sister is that people move around in their sleep and accidental bodily contact is quite a normal occurrence even in a big bed like I was sharing with Elsie, another issue was the mixed aroma of alcohol and her sweet perfume which I was finding to be a pleasant mix and add to that the fact that males tend to get erections at night meant that anything was possible and it soon became evident that Elsie was struggling to find her position moving ever closer to me, so much so that I could feel the warmth of her body and I was already starting to get a chubby..
I certainly wasn’t complaining and even the near on 50 years age gap was exciting as I did find Elsie a very attractive woman even in her advancing years but I had to consider my long term income based on what we’d talked about earlier as I could easily have misjudged the situation and this was all just innocent.. I even tried various positions myself in order to get back to sleep but being in a strange bed made that quite difficult, who exactly knows what goes through a lonely widows mind but the fact that we were within touching distance did excite me, I had an awful feeling this was gonna be a long night..

To Be Continued…