I Stumbled into a Daily Blowjob Ch. 05

Fuck!...I feel like a dirty old man...but I would never break Jill's trust and attempt something with Ashley, especially not after sharing about her early pregnancy...she's just 18, but I figure nothing wrong with looking at the menu, right?

"I'm starting to wrinkle up Ashley, and I'm getting hungry... I think I'm getting out."

"Me too Andy, I liked talking with you"... which made me feel just a little better about myself as she started her way out of the recliner to find the step.

"You're wet and your feet are soft now, so careful not to slip" as I watch Ashley from the rear as she climbs out. Damn!...the jets have forced her bikini bottoms into her butt crack and created a thong... I have the best view in the house of that near naked, perfectly rounded 18 year old ass for the first time as she climbs out. ...ahhh, to be a teenage boy again with a chance to knock on that door.

She turns around to tell me.."I made it out safe and sound, pulling her bottoms out of her crack" and giggles. She has her hands straight down her sides, pushing against herself and hoping one foot to the other in the cool air. Her wet swimsuit sticks to her breasts like cellophane wrap, almost transparent, and she is unaware of how naked she looks now or the effects she has on my groin... my cock has been stirring in the hot water and that ass view has my cock swelling.

Ashley is facing me as I begin to get out, that wet bathing suit is perfectly outlining every curve of her magnificent 18 year old D cup breasts, she may as well have been nude.. Her nipples are poking out like like #2 pencil erasers, sitting uphill, same as Jill's, erect as possible from the dramatic change from heat to cool air and I can see a prominent outline of her puffy little bush holding the bikini bottom away from her skin.

I have no idea how many seconds I was staring at this teen supermodel, her hair wet except around her head and bangs. She knows I'm looking her body up and down when I catch her eyes. She has a sort of blank, peaceful expression, not at all embarrassed, almost "are you finished looking at me yet?" look. Maybe it's my imagination, but Ashley seemed ok with it...I can't be sure, but it was hard not to take in her slender teen figure under the circumstances.

We grabbed towels... and as I was closing the hot tub.. "Go ahead and change first, so you can alert your Mom and I'll be right up behind you".

Standing there wet and waiting for my turn to change, I happened to look down to see how badly I was dripping on the floor and realized Ashley probably got a good glimpse of my swollen cock as well. My trunks were sticking to me too, and my cock was bulging and outlined, the wet trunks clinging to my skin had my cock trapped against my leg.

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Walking into the kitchen, Ashley is helping her Mom set the Island for dinner. She is such a sweet girl and helps her Mom anytime she is asked. The wonderful smell of Jill's pot roast with potatoes, carrots and onions, along with her seasonings permeates the kitchen... Sharing the hot tub with Ashley, then dinner on the table... another pretty good evening is shaping up.

Jill has taken a different approach tonight, wearing slim fitting red Capri pants with drawstring sides that fit her fanny just fine. A pair of wedges increase her height by about three inches, making her legs look longer, a very feminine white ruffled collar blouse, generously unbuttoned, but not overly with a white lace choker. She obviously took her time while we were in the hot tub to get her makeup and hair perfect along with a pair of dangly earrings just for me. She looks stunning... and I appreciate her effort to look so beautiful just for dinner.

"Wow...You look beautiful Jill!" just standing there taking in this gorgeous MILF.

"Thank you, Andy!" a blush look from the corner of her eye.

Ashley is taking in our interplay... grinning at us both.

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The meal was outstanding, I was starved but would have passed on seconds had I known she had cheesecake for dessert.. Small talk about our day carried on as the girls cleaned the Island and loaded the dishwasher, everything back in its place and the kitchen looks like it was never used.

"Well that's all done, I'm in the mood for one of those drinks...what are they called Andy?

"Bahama Bay Breeze... Man, It's been a busy day and I could stand to relax with one myself"

"Since I'm going back to class tomorrow, can we all watch a movie together tonight"?... Ashley inserts out of the blue.

"Honey, you can watch a movie up here, Andy probably wants to watch his basketball games."

"No, I like that idea sweetheart...it would be nice for the three of us."

Jill has this eye thing going... flashing her eyes to the right several times...I'm chuckling inside because I know she wants me to agree with her....that I want to watch sports so she can have me alone again tonight, but there's plenty of time for that.

"You busted your tail in my room today...you pick, I have Hulu and Netflix...anything in mind?"...It's only been two days since we met and Ashley seems to want to form a bond and I want to encourage that.

"Not really, but I can find something...I'm gonna change into my PJ's first, so meet you down there?"

"I'll fire up the TV sweetheart"... Ashley grins at my term of endearment and heads off to her bedroom.

"It's not even eight o'clock yet Jill, she was in her room all night last night, and I don't want her to be by herself again tonight ".. I tell her...Jill gives me that put out look, but I know she is glad we are getting along so well.

"If I didn't know better, I think Ashley is getting her first crush on you Andy"...Jill retorts with a little grin.

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We head downstairs, Jill walks towards the tv to drop off a couple of afghans and a pillow in the center of the sofa that she brought down, while I make my way behind the bar and grab a couple of glasses.

I pull the pitcher out of the fridge, Jill is heading back my way... "Looks like enough for two more drinks, and just enough pineapple and cranberry left to make one more batch".

"I can pick up more at the grocery tomorrow...what kind of Rum"?.. Jill is circling the bar to join me as I ice down the glasses.

"That would be great, get a couple of cans of pineapple and a couple jugs of cranberry, it's bound to be cheaper there...I'll pick up the Appleton over by one of my houses...there's a Party World close by and has the best price I've found"...pouring the final two drinks, then rinsing out the pitcher to start on the new blend.

"Show me the proportions and I'll keep some mixed for you"...Jill moves in close, prying her way in between me and the bar counter to watch, me having to mix with her standing between my arms...I feel her hand trying to locate my package and starts running her fingers up and down my cock outside my PJ's...my cock immediately responds, quickly thickening up, growing...

Jill looks around and up to give me a sly smile..."I've been thinking about this cock all day long!" still looking over her shoulder, and winks.

"And I've been thinking about you, thinking about my cock all day"...with a little chuckle and a wink back..

"And you would be correct, Mmm...it's getting thick...your cock is so nice and long".. looking down at my growing bulge. She has a good grip now pulling on me, looks up at me with that little lip bite that she likes to do all the time..

It's almost like an involuntary gesture that she communicates a certain....shall we say... mood she's in?...and I admit I absolutely love when she does...it's a hot little innocence that really trips my trigger!

Ashley comes trotting down the stairs, those 18 year old breasts are bouncing braless all the way....Jill moves to the side so I can work unobstructed, as Ashley makes her way into a bar stool and ... "You guys ready to watch something"?

She's wearing a babydoll with baby blue embroidered lace patterned cups and white ribbon trim. The rest of the material below the cups is close to see through, falling loosely to her hips showing the outline of her slender teen figure...A pair of baby blue cotton boy shorts to match...

..The spaghetti straps come over her shoulders, down in a V fashion. A simple white ribbon runs all the way around her torso, tied in a big bow in front. It's the only thing holding the cups together below her cleavage, the front is open the rest of the way down...

Damn, just that little white ribbon holding those perfect teen breasts together with more than ample exposure, her little tummy and belly button exposed as she walks toward us....Jill seems to have no issue with Ashley dressed this way around me.

Ashleys sits at a bar stool, her breasts and stunning cleavage sitting atop her folded arms, her steely blue eyes just below her straight cut bangs make contact, no embarrassment at all in such skimpy top, smiling at me for overruling Jill ...and I can't help but stare as Jill continues to rub on my raging hard on below the counter.

"Can I have a soft drink Andy?"

"Sure...there's popcorn in the cabinet you can microwave too, if you want some later."...sliding a can drink to her.

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I'm standing behind the sectional and Ashley is leaning forward against the back of the sofa beside me...her ass looks so fine in those boy shorts, separating those round cheeks, while I make my way through menus to get Netflix up and hand her the remote. "Here ya go"...She makes her way around the sectional as I watch that teen ass jiggle with each step, till she sits to surf listings.

Jill has already found her spot, between the stack of afghans and my recliner, Ashley has stretched across the other wing of the sectional, laying down, legs bent with her feet in the air doing little swings back and forth with her feet. Her head laying on the pillow with the remote, running down the movie menu..

I sit down, prop my feet up in the recliner and Jill rubs my thigh..."This is nice, all three of us".

Ashley stops at the RomCom listings and scrolls across and I'm thinking "Oh great, a teens fall in love flick for the next two hours", but cheerfully go along as Jill and Ashley have agreed on a selection.

We are all settled in now. Ashley is still stretched out across the other wing of the sofa, her head towards the stack of afghans that Jill had dropped earlier. Jill has popped her wedges off, her legs pulled up, feet on the sofa with her arms holding them together around her ankles..

The Girls chit chat about how cute the boy is for the first ten minutes or so of the movie. I'm stuffed full of pot roast and cheesecake, tired from being in and out of the drizzle all day...I have no interest in this movie and find myself slowly nodding off just listening to the dialog with my eyes closed.

Then nothing.....

I wake up with Jill's hand inside my PJ's doodling with my cock, gently massaging me, a random pull down the length, a slow run around the head with her thumb...just playing with it, enjoying the feel of my half hard cock....I don't know how long I've napped but as I'm opening my groggy eyes, I see the boy is kissing the girl on screen, the music score is soaring, so I figure it must be nearing the conclusion.

Ashley has moved, now facing the other direction from when I drifted off. An empty popcorn bowl sits on the floor. She is covered in an afghan up to her waist, arm stretched out below her head, laying on the pillow....She is engrossed in the movie, but with her head now at the other end of the sectional if she looked my way, it would be a clear view of my lap.

Jill is intently watching the movie too, has her feet behind herself leaning slightly my way, evidently that's her comfort position, covered with an afghan across her lap with just enough over my waist to cover her hand going inside my PJ opening.

She notices I'm stirring, places a free finger over her lips pantomiming a "Shhhh!", but I'm giving her the "Ashleys right there eye point" right back. She gives me that little lower lip bite and a wink then begins slowly pulling on my cock downward with her fingers, the way she started out last night, and my cock quickly begins to thicken up, growing, getting harder...

Pleased with her success in overruling me, she gives me a silent little "teehee" smile...and I'm trying to keep from moaning out loud as the real pleasure begins.

It's obvious to anyone her hand is moving under the afghan as she slow strokes my cock several more times. Jill playfully squeezes me to get my attention, and once she does she runs her tongue slowly across her upper lip and gives me another wink, indicating she is enjoying the riskiness she's undertaken and what may be coming.

Alrighty then...it's her daughter!... so I lay back with both my hands behind my head and settle in to enjoy a nice leisurely cock massage until the end of the movie... I'm thinking to myself, "What a fucking life, what more could a man ask for?!" ...Jill is being gentle and soothing, just doodling with my cock with no real purpose and it feels so relaxing.

The credits start to roll and Ashley raises up on her elbows and looks over at me, then down at my lap...the afghan has movement right there where my tool is located, when Jill realizes Ashley is looking and stops dead still.

"I liked it Mom, did you?...and you slept through the whole thing Andy"!..she giggles a little...

My mind reels at Ashley's comment...I don't know if it's she's been watching Jill playing with my cock while I was asleep, or she's just trying to shame me in a fun little way for falling asleep, unaware what her Mom has been up to.

"Yea..yea I did, sweetheart...I'm just tired and you caught me!"

"It was funny in places, and that boy was a cutie"! Jill chimed in.

"Well...thanks for letting us watch together anyway Andy... you can put your game on now....I'm going to go pick out something for tomorrow and chat with Lana to see what I've missed."

"I've heard that name a couple of times...who is Lana"?

"That's Elane...Ashleys best friend...Remember six am comes early honey, I know how you two can text for hours", Jill is gently pushing Ashley to leave.

Today has been my first real time spent just with Ashley out in the hot tub.. She really is the sweetest thing, her bubbly teenage personality... I really like having her around too, especially the view as she makes her way around the ottoman and right past me, easily imagining her naked in that babydoll...Damn... she is stacked!.

Ashley heads across the long room and Jill tugs at my leg to open. She finds my balls, and gently squeezes and rolls my nuts through the cotton material, her other arm across the back of the sofa, watching as Ashley disappears up the stairs...and man, it feels good after my cock being doodled with for a half hour..

Jill leans over and nibbles on my earlobe for a minute, the scent of her perfume, her breathing is a little heavier, turns my face with her free hand to look at her...She is simply beautiful, her makeup is perfect, that white lace choker and dangly earrings shimmering in the dim light and the way her hair swags over her right eye, soft in demeanor. she is breathtaking...."anything left in these from last night I need to take care of"... with that little lower lip bite.

I can't find a reply as Jill has me mesmerized in her eyes. All that's running through my mind is "Damn, this woman carries herself with so much class...how did I stumble into such luck!"

"I know you're tired tonight Andy"... running her fingers over my boner..." watch your game and rest...I'll play for a little while to help you relax before bedtime if you want".. looking at me innocently...almost a hope expression in her eyes.

"That sounds wonderful Jill...how about a little music instead"?...I pick up the remote and turn off the tv, then turn on the stereo and hit a preset to a soft rock station. I know it would make for a better mood and I would much prefer closing my eyes, getting lost in a nice cock massage to music with a slower tempo.

Tears for Fears ``Head over heels' ' is playing, I adjust the volume down to background volume so we can talk... Immediately Jill slides down to lay on my stomach, reaching in my PJ's for her toys.

"I just love this song"...as she pulls my cock and balls out, runs her fingers all along my shaft and down to caress my nuts...."I feel so safe with you Andy....I could lay here like this all night".. and lets out a long sigh, continuing to doodle with my package..

My eyes closed, I searched for her braless breasts with one hand, and with no resistance from Jill, I squeeze and massage her soft mounds, finding her erect nipples through the ruffled front blouse, lightly brushing over them in circles and lets out a whimper...Jill has my cock in both hands as I gently stroke her hair with my free hand... We continued to engage in the lightest of foreplay for several minutes, listening to the song coming towards the end... not a word has been spoken until Jill rolls back to look at me.."let me go check on Ashley...I'll be right back, K"?

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About 10 minutes or so has passed, the station has played a few songs I would consider 70's 80's Yacht Rock... I vaguely recognize any of them, much less the artist. It's not necessarily my cup of tea but they all have that easy tempo, perfect to just close my eyes and let Jill stroke my cock for a little while till I blow my nut.

Then an En Vogue song "Never gonna get it" starts playing and I see Jill coming down the stairs in the corner of my eye. Jill has ditched the Capri's for white thigh high nylons with wide lacy top bands. They perfectly complement her white lace choker and white ruffle front blouse that just hangs over her hips.

As soon as she recognizes the song, her lips pucker an "Ooo, ya"...she slows herself down to a foot over foot strut in those wedges, and works that ass.. Her legs look long and sexy as hell....

Jill has her hands on her hips, just strutting it across the room...her head tilted down just a bit, eyes looking up at me with a naughty look as she walks towards me...I have an arm over the sofa watching....and all I can think is "fucking wow"!

She comes around the sectional, stands with her back to me, spreads her legs,.. straight in her stance, Jill bends forward, hands on her knees, arching her ass up to give me a clear view of those swollen pussy lips outlined in her white cotton panties, swaying that perfectly rounded rear end from one side, then back to the other with the tempo of the song.

I'm just sitting here stunned, taking it all in...facing the other way as she slowly raises up, ass still swaying, and I can tell she's unbuttoning her blouse... I can hardly believe what I'm witnessing... This is that prim, proper Jill at the office I've known the past three years???.

Jill turns around, her head tilted down, eyes closed, lost in the song, her arms crossed over her breasts...treating me to the ultimate lap dance..."Ooo,Ooo,Ooo,Ooo" the song goes as she lowers her arms pointing down and away from her torso, with palms out....a "here it is, all for you gesture".

That white ruffle blouse is completely unbuttoned, sleeves pushed over her shoulders, her breasts fully exposed, free to sway and bounce to the music...only stockings and white cotton panties with lace bands sitting high over her hips, coming down low in front, just covering her treasure, as she moves her ass right to left with the music...

My mouth is hanging open...she is simply a vision to behold....I'm watching in real time, day by day, as Jill is exploring her needs, wants, desires...a new beginning from what she has repressed her whole to please others, feeling safe with me, and unfolding before my eyes...