[m]assage [f]un with my milf ladyfriend | 2016

Dating life can be a challenge for single parents; my job is really demanding and I have to take calls at odd hours so it's tough to really set a firm "date" ... but recently I've been lucky to meet a hot milf who has a similar situation and is ok with unplanned, spur of the moment adventures.

My lady friend, let's call her Babydoll because that's what I call her when we are together, in her 40's, about 5'6", slim and trim, great skin, beautiful freckles all over, a natural ginger with that skin tone that goes with it ( I love it ), great bone structure, gorgeous face, blue eyes that are so shy and always smiling. This woman takes care of herself and turns heads just wearing jeans and a t-shirt... when she dresses up she will take your breath away.

Did I mention her boner-inducing long slim legs and her nice little ass that's just the right size for my large hands to each grab a cheek and squeeeeeeze?

Me, also in my 40's, keep in great shape, 6 ft, white, blue eyes, light brownish hair with a bit of gray in my short trimmed beard - people tell me I'm good looking, I get compared to Kevin Costner or Jeff Bridges sometimes. I guess I see the resemblance but whatever.

I love to give massages to the women in my life and if I may say so, I'm pretty good at it. So yesterday I'm at my desk, dealing with the ordinary daily work bullshit, and I get a text from Babydoll... it says, "hey I really need a massage, can you come see me after work?" Well instantly, I feel the blood start flowing to my dick... I sit up a bit straighter in my chair... and I reply, "hell yes see you soon and have the coconut oil ready."

www.CouldNotWaitFor5pm.com

I show up at her place, she opens the door but is hiding behind it... when I get inside I see she is naked except for a lacy see through lingerie cover-up, and fuck me high heels. Damn, girl, I was already sporting half a chub and now I'm rapidly experiencing blood loss to my big brain.

After a moment of stunned admiration, I pull her to me, give her a big hug and kiss and squeeze that ass as I said, "ok, so where do you need this massage?" thinking, maybe she has a sore neck... she says "on the bed, now" ... ok then, straight to the bedroom, I get out of my clothes in record time, when I turn around she is naked on the bed, face down, pointing that hot little ass at me and just squirming.

"Do you still want a massage?" I ask... yes is the answer, her back is sore ( and I know exactly where, from previous experience ) so I get out the coconut oil, warm it up with my hands as I straddle her legs, pointing my now rock hard dick at her sweet little booty, and start massaging her back with long, slow, deep strokes, warming up the muscles... we've been together enough that I know she can take some deep pressure (ha!) and before long I'm using my big strong hands to rub deep into the sides of her glutes and right in that one spot in her lumbar back where she needs it.

Pro-tip for amateur massage artists - lower back pain is often associated with chronically tight muscles on the front of the hips, so with Babydoll laying on her stomach and plenty of coconut oil, I reach under the front of her hip bones and carefully feel out the tight spots and dig around with my fingers, working them out. Not too long or too much pressure on any one spot, so I give the little "hot spots" a chance to breathe and go back to working big broad strokes up and down the spine, the glutes, hamstrings, and front/sides of her legs.

She's loving all of this, of course, and we are making progress in helping her back pain. I guide her into some basic stretches to release some tension, with assistance so I can target the tight spots. All of this while we are touching naked on the bed, it's so erotic and I am rock hard the whole time, occasionally rubbing my dick on her, always keeping some body to body contact, it's so intimate and feels great.

Every once in a while I get distracted and ease down to gently kiss and nibble on her butt, or nuzzle her back, right between her shoulder blades where she's soooo sexy ... but I mainly remain focused on the job at hand, working out those tight muscles.

I move up to get her neck and shoulders; necks are difficult to work out and she has a recurring problem on her left side so after warming up the area I have her flip over to lay on her back ... damn now I'm looking at those gorgeous soft boobs... and her sweet flat tummy going down to a little tuft of hair right above her sweet little snatch... ok focus, back to the mission.

Now I'm on my knees next to her chest on the bed, her sideboob snuggling against my thigh, nice and warm and soft, my fully erect cock hovering over her, I reach behind her neck from the front and give her long deep strokes on the front and back of her neck at the same time, digging with my fingers and thumb to separate the fibers of the muscles, kneading and releasing, while my other hand is pressing up underneath her collar bone to relax the surrounding muscles.

I know she loves a bit of choking play during sex and her neck is a big erogenous zone, and I can feel her hips squirming slowly as I'm doing this. Her eyes are closed in ecstasy... I notice her nipples are getting erect... I lean down and plant a soft tender kiss on her lips, she moans and moves to kiss me back, harder... yep she's enjoying this.

Time for some more work to release the front of her hips... I move my hand, palm flat, down to her tummy, lots of coconut oil (we are both getting pretty slippery now) and gradually work the muscles of her lower tummy and fronts of her hips.

Going near and around her mons but never touching... not yet. I'm working the muscles here, including the fronts of her thighs, lots of tension there so I run my hands up her quads, again separating the muscle fibers, digging deep into the muscle, shaking them loose. She parts her legs a bit, giving me better access to her inner groin... I'm using the edge of my hand to massage the innermost muscles of her thigh / groin, incidentally occasionally accidentally brushing her vagina.

She gasps a bit as I brush the sensitive spots... she wants to squirm, to move, she's moving her hips to get my hand closer to her sweet hot pussy, but I'm busy working here, so I lay my other forearm across her hips, holding her in place with gentle force.

After a few minutes, I switch to the other leg, repeating the process... gotta keep them even. I pause for a moment to press my mouth gently onto her mons venus, just above the pube area, nuzzling, kissing, then I work my way down with my hands to her calves and feet, she wears heels a lot and I know those are just killer on a woman's calves and feet so I make sure to work all the little tiny sore spots, deep in her calf and that one place underneath the ball of her foot.

Finally, still rock hard, the smell of coconut oil pervading the room, a bit of pre-cum dangling from my cock, I crawl up and lay on top of her, my legs outside hers, my erection pressing down on her mons, and we kiss, gently at first, now with some intensity, she's moaning and squirming underneath me as I hold her down, gently moving her head to the side so I can kiss and nuzzle and bite her sexy neck... she loves it of course, feeling my hot breath on her skin.

I pause, look at her, asking "where do you need massaged next?" with a devilish grin.

"JUST FUCK ME" she says... with an intensity that takes me back a bit... "you don't have to ask twice!" I say, still pinning her down with my hard-on... and start slowly kissing my way down her neck, her shoulders, running my hands in her hair, caressing her ears and neck and face, then to the tops of her boobs, just teasing, squeezing from the sides, never quite touching her nipples that are standing, begging for attention.

She's still squirming her hips, she likes to try and get me to slip my dick in... so impatient, I just keep teasing her as I cup her breasts in my hands, thumb and forefinger circling the edges of her areolas but not quite touching them, and I breath my hot breath on her nipples, holding my open mouth sooo close. She tries to lift her chest to me, wanting my mouth so badly but I move with her... "not yet dear" I say as I purse my lips and blow a stream of cool air around her nipple. I love the sight of her hard nipples... she can orgasm from just titty stimulation and I enjoy teasing her.

Finally I can't even resist anymore and in one motion I open wide and take as much of her entire breast in my mouth as I can... getting the whole nipple and sucking hard while my hand encircles and squeezes the rest, my tongue flicking and circling her nipple as we both moan... I'm still teasing her clit with my erection as both our hips are moving, squirming, I feel her trembling deep inside... is she having an orgasm already? Sure sounds like it, I think, as my other hand squeezes her other boob and I switch my mouth to that side... have to be fair to both of 'em, they both deserve lots of attention. I squeeze them together, kissing and nuzzling and sucking and flicking with my tongue... she's moaning that she wants my dick... keeps saying "oh fuck me please baby"

"I will, honey" I promise... just have a couple more things to do first... as I start slooooowly sliding downward, kissing and nuzzling her underboobs (one of my favorite parts... sooo soft) as I work my way down her tummy, towards her sweet sexy womanly hips. I place my nose right in the little valley where her thigh meets her hip, she's ticklish there so I hold her down til she screams and pushes me off... she loves it as I give her a quick deep kiss before heading back down ... I want my mouth on her pussy but not before I tease her some more by squeezing her butt cheeks strongly from underneath, my thumb reaching around the inside of her thigh nuzzling close to her sensitive tight little butthole.

She loves anal play and arches her back, wanting my thumb to be massaging on her sphincter as I tease her with my mouth and beard on her pussy, licking around her groin, breathing my hot breath on her sweet labia lips which are now glistening beautifully with her juices. She has a beautiful little pussy and I take a moment to just admire and file away a memory of appreciation.

Then I open her legs up, turning my head a bit sideways to take as much of her vagina as I can into my mouth, sucking on those gorgeous lips, slurping my tongue up and down and all around, spreading and opening as I circle and lick and probe, seeking to open up the lips hiding her clit, circling with my tongue, positioning my mouth directly over her hot little button and then I open wide and suck, hard, holding the suction with my lips as I twirl my tongue around, flicking her clit, my hands strongly gripping her hips and ass so she can't move as I slooowly creep my thumb toward her twitching anus...

Her hand is on my head, running thru my hair, I can hear muffled moans as she holds a pillow over her face with the other hand (she does make some noise... I love it) as I hold that suction, moaning from deep in my chest, vibrating her pussy with my mouth as I suck ... and pretty soon she screams into the pillow, clamping her thighs around my head, grabbing a fistful of my hair, pushing me harder onto her pussy as she bucks her hips into my face... yeah I think she likes that a little bit.

We stay like that for a moment as her orgasm subsides; I gradually release the suction and my vise grip on her hips as I come up for air.. I can feel my beard is soaking wet with her juices and coconut oil. I slide up her body for a sweet kiss, loving the happy smile twinkling in her eyes.

"Feeling a bit better now?" I ask... "Yes but I want your cock inside me right now!" she replies... I already knew that of course as I'm teasing her again, positioning my dick just on top of her clit and wiggling around... feels so good... my urge to thrust deep inside her getting very strong now. "The massage isn't done yet... you still need a massage from the inside" I say.

Her answer is only a moan as I ease back, letting my cock head slide down from the top of her mons, slowly down her lips to the entrance of her pussy, feeling the heat radiating from it, both of us slick with juices and oil.

It's time, I need to be inside her and I push forward, pressing against the tightness and then... mmmmm I'm inside... she moans and sighs and wraps her legs around me, pulling me in deeper, curling up into a ball, squeezing me as I bury my face in her neck, pushing all the way in, opening up deep inside her pussy... God that's good... just resting there a moment, both of us in ecstasy, squeezing, as I feel the deepest limit, trying not to hurt her as I bottom out on her cervix but God it feels good.

We fit together really well, one of the reasons we are so sexually compatible I guess.

I'm losing control now, feeling the primal urge to fuck, as I slowly pull out then push back in, wanting to prolong the moment but knowing that I also need to fuck her so hard.

After a few long slow strokes I hold her down with my hips, pressing down on her mons and clit and squirming ... holding the pressure as I feel her spasming on my dick... "yeah baby, come all over my dick" I say... "you feel how fucking hard you make me?" I say as she moans and quivers. I notice her nipples, super hard, pressing against my chest.

Then it happens, the animal in me takes over and I'm pounding her, fast hard strokes, my balls swinging, slapping against her butthole, a low deep growl escapes my mouth as I pin her hands over her head with one hand, grabbing her breast with the other to hold her in place as I again suck her entire nipple into my mouth, moaning, feeling her pussy squeezing my cock.

I look down, what a beautiful sight to see my thick dick spreading her tiny little pussy, glistening with juices.

I look at her beautiful face, the face of ecstacy, like she's in a trance, eyes closed, heavenly bliss.

I can feel my orgasm building in my balls, wanting to unload my sperm deep inside her... but not yet, I want to make it last.

We slow down... catch our breath... have a sloppy makeout session as I'm inside her, slowly stroking, then holding still with my head just barely inside her, teasing her, she loves it when I just barely put it in like that, short-stroking just the tip for a few strokes then I have to go all the way in, slamming her hard and holding it there, grinding our hips... oohhhh there she goes again, she's really coming hard this time, I bury my cock all the way in as I feel her pussy clenching me, wow she's really wet now.

She's saying "ohmygod ohmygodohmygod" over and over, breathing rapid and shallow. "Yeah baby was that a good one?" I ask... in reply she grabs my head and pulls me in for a passionate hard kiss, squirming her hips.

"Ok babe" I say, "you're about to get pounded for real now" as I get to my knees, careful to stay inside her, holding her hips and swinging her leg over so now she's on her side and I'm behind her, spooning almost but I lay back to get a better angle as I stroke slowly... feels so good, so intimate, her back and shoulders are so sexy to look at, her hair cascading across the pillow.

I snuggle up and pull her tight to me, wrapping her up in my arms, wanting to merge with her, be touching everywhere. I feel the need for intimacy, wanting her to know how special she is to me knowing that I'm about to unleash my raw animalistic desire and it may get a bit rough.

I kiss her neck and ear, feeling her beautiful breasts. And then I shift my weight, rolling her onto her stomach - she knows this is my favorite position, she's flat on her stomach, I'm on top, inside her from behind, her legs together, my thighs are outside hers, pinning her down, her hot little ass framed perfectly as I watch my dick sliding in and out. My balls are cupped by the insides of her thighs... God it feels good, she's moaning and squirming her hips, wanting me to be as deep as possible, raising her ass up to meet my thrusts... My dick is so sensitive that I can feel the texture of her g-spot as my head rubs across it with each stroke.

I feel her starting another orgasm but I'm not going to stop for her this time, I just keep fucking her, long steady strokes as she screams into the pillow again, quivering, clenching my dick as I feel a fresh gush of wetness.

I lean down next to her ear, teasing it with my lips and whispering as I thrust "God baby you are so wet, you sexy woman you feel so good on my dick when you come like that." In reply I get only a trembling moan. Damn she's good for my ego.

As I've gotten older, sometimes it takes a while for me to come. I'm getting so close but I know I'm going to need a break soon or my dick will get... not "numb" but sometimes it helps to switch things up before going for the big climax.

So I stop thrusting, holding inside her and snuggle down kissing her ear and her shoulders. "Stay there baby, don't move" I say... of course she cant move anyway because I'm sitting on her legs, pinning her in place. Gradually, slowly, I pull back, leaving just the tip of my dick in her for a while... she's still spasming a bit, God that feels good. I'm looking at her sweet little ass, she's got quite a nice tight little set of buns, so pale and soft and round.

I want to get her off again, tease her, make sure she knows that that pussy is mine, do with it whatever I want. I pull the rest of the way out, getting a sad little moan as I sit back and wipe the sweat from my brow... I've been working hard and just now realize that I'm covered in sweat.

I get up to make sure the a/c is set to max, get a bottle of snapple to share with my girl as we take a brief break. Then I lay her back down on her tummy again, face down like before and I straddle her again, grabbing some more coconut oil and kneading it into her lower back and squeezing her butt cheeks and the sides of her hips, reaching around to the front of her thighs... then grabbing between her legs, massaging her upper hamstrings right in her most sensitive zone, brushing my hand against her pussy.

"Damn girl you are so wet baby, that's so hot" I say as I reach under and rub the front of her pussy, cupping it in my hand and feeling the heat... she's squrimning as with my thumb I tease her tight little butthole, massaging around it while my fingers grip her mons. Her face is in the pillow again and her gasps are fast and shallow as I use two fingers to pinch and squeeze and twiddle her clit while my thumb massages her from her anus to her taint to her vagina, then back again.

She wants my finger in her butt and I give it to her, feeling her clenching on me, is she coming again? Yes I think she is... so I roughly spread her legs, quickly lick the fingers of my other hand and tease my way into her vagina, rubbing her gspot.

This is so hot to see from my viewpoint, she's pinned down by my legs, one hand holding her butt while my thumb teases her butthole, my other hand underneath her, massaging her clit with that thumb inside her, rubbing her g-spot, yeah she's really coming hard this time, making little stuttering gasping sounds.

Now the urge overcomes me and I quickly spread her thighs apart, line my dick up and plunge it home, all the way deep in one steady thrust, feeling her spasms as I hold it deep then I have to just fuck her, hard, fast deep, animalistic.

I hear myself making growls and grunts but I'm lost in the moment as I feel a massive load of semen building in my balls... Babydoll feels it too, she starts saying "ohmygod ohmygod ohmygod" as my dick gets even harder than I thought possible, feels like it's swelling half again larger and then the point of no return, I'm releasing, spurting, holding her down so hard, getting as deep as I can for what seems like forever... filling her up.

Gradually I return to my senses... feeling her spasms and my aftershocks twitching my dick, noticing her happy little satisfied smile on the side of her face, the sweat dripping off of me onto her sexy back as I lean down to kiss and nuzzle any part of her that's in reach.

"Damn baby that was a big one, you are so fucking awesome, you just bring out the animal in me" I tell her... she giggles in reply, she knows it and she's proud of herself.

We gradually relax and I pull her over into spoon position, staying inside her, just chilling and breathing and touching each other for a while.

...that's it for now, I hope you've enjoyed my little story...