sex on first date with [M]y first mil[F]

Not so long ago I finally achieved my dream to fuck a milf, although I was more attracted by the woman herself than by the fact of being a milf

Me : lightly muscular avg height and weight with an avg 5.5in cock, not so lucky with girls and virgin until 19

& She : slightly shorter and lighter than me but super fit with a better looking body than most girls of my age I know, 34B breast, perfect round ass both in shape and size, and a pretty unique cute face

From the beginning : I used to see this woman just once a year just days before Christmas.

I used to work in a mall and thanks to the fact she often comes shopping where I work, we always had the opportunity to have some convos so I’ve known her for quite some time. However due to our huge age gap [F44] [M25] and her being a milf, I never considered giving us a chance, not even imagining that something was even possible to happen with her. For this reason I took for granted she was married and stuff (luckily she was no more).

Once, she walked in to the store, looking for a specific item but because it was out of stock, it happened we exchanged our numbers so I could let her know when would have been available what she was lookin for, and we had our first touch as she did put her hand on my shoulder while I talked to her… back then that was emotional enough for me!

From that day I never saw her again but she had my number and I had hers.

I used to think to her sometimes ’cause I liked her tho

Almost a year later, three weeks before Christmas I received a text from her, asking me if she could still find me at my workplace

I answered no because I didn’t work there anymore but gently asked how was she doing

She replied telling me she was enjoying her life as a no more married woman

An entire world opened in my mind, so I felt free to start chatting with her with complete nonchalant and from there we started to keep in touch

(As I said before, I get the chance to meet this girl only once a year during Christmas holidays for long distance reasons, so before Christmas we chatted for all the two weeks left and while chatting not only we found out to like each other but we also planned our first “real” one-two meeting , or more simply “our first date”. She agreed with me upon everything and did all the things I ask her to do, as I wanted our first date to be pretty unforgettable and so it was…)

[I didn’t have sex for one and a half year before this moment, not for my choice, I felt devastated (I would wish not even to my worst enemy to not have sex for so long), so I couldn’t believe that was about to happen.]

We agreed to never send pics while typing to each other, not even with clothes on, but to reveal ourselves to each other once we met. This condition made the hype increase a lot. So our first date took place : As soon as she tells me to be two blocks away from my house, I unlock the door and start to take my clothes off, then go to the bathroom and wait for her under the shower.

Hot water falls on my body while an amazing feeling of happiness and enthusiasm dominates my head (I don’t like waiting but that was the most beautiful wait of my entire life so far). I know she’s in my house now as I hear the door’s been closed, the adrenaline and disbelief in me increases.

I’m enjoying every seconds of that magic wait until she open the door of the bathroom, and I can already see, even if blurred out by the shower glass, her naked body.

The shower door is now open, my cock is pulsating of joy and I’m at the pinnacle of adrenaline and excitement as she is fully naked in front of me and I’m completely naked in front of her.

I’m speechless and the only thing I can do is to esclamate “wow” and noticing with pleasure, the very first thing she does after seeing me entirely naked in front of her : her eyes falling and staring at my full erection. (saw me naked for the first time and first thing she looks at is my cock!)

she finally joins me in the shower and first thing I do is to assault her mouth with my tongue, start french-kissing her and grope her butt with all of the joy I have and feel. (me after all these years chasing girls (often in vain), finally having this amazing moment with a real woman! I was on the moon)

(I still remember how that butt groping felt in my hands, her butt were firm, toned and soft at the same time that I can’t wait to fuck)

We keep kissing with passion while discovering our bodies for the first time, then I salute her nice boobs squeezing, licking and sucking them while she start to softly, slowly caress and stroke my cock which she stared at so far.

While playing with her butts and kissing her, she keeps stroking my cock until I gotta stop her : hey don’t make me cum yet. – she smiles and gently push me to the tile shower seat.

I’m sitting down with my cock harder than never before and she starts to sit upon me like this :

comes close to my face, lookin straight into my eyes, takes my cock in her hand, brings it close to her pussy and before putting it inside, she tells me something I can’t never forget : “lemme suck your tongue and keep your eyes open. I wanna make sure to look all the lust in your eyes while you penetrate me.”

I obey and let her take the charge. She finally starts to put my cock inside her pussy and I’m starting to feel one of the best sensations ever, closest thing (if even better) to when I lost my virginity 6 yrs before.

Her pussy is soft and tight, more wet than the shower we are in and wraps my cock perfectly in an almost tailor-made way.

We start to fuck smoothly and tenderly, I’m enjoying it but I can’t wait to fuck her brains out considering how long I dreamed for her.

We keep fucking for about 5 minutes in the shower, with me spoiled of choosing if kissing her lips, lickin her tits or spankin her ass in the meantime ; she likes it smooth and happens something I never thought was even possible with girls I had sex with before her : she starts to have an orgasm while riding my cock “I’m cumming on your cock” her pussy seems to vibrate on it, and starts to release air from her vagina. Those little farts are one of the most horny noises I’ve ever heard, such a turn on for me!

(As a said before I knew days earlier we would have met, so I saved my cum and didn’t jerk myself off for about 4/5 days before our date, for this reason I couldn’t edging myself for too much long, so after this passionate beginning in the shower, I decided to give her all I got)

At this point I come close to her left ear and tell her : You fucked ME, now let’s go to the bedroom ’cause I wanna fuck YOU. She doesn’t hesitate, pulls my wet cock out of her pussy, takes it in her left hand and literally brings me in the bedroom pulling me by the cock. I actually think I was dreaming as she was taking me by the cock while I stare and spank at her butts walking ahead of me.

We finally approach the bed with our bodies still wet (not an issue as during winter my house inside is hotter than summer) and I start to fuck her doggy style, starting smoothly but then I can’t hold on anymore and I start to fuck her harder and still raw obviously… she starts screaming and her butts starts clapping, my breath and rhythm intensifies and she screams more and more until she cums again and her legs start shaking. (it was a massive confidence and self esteem boost for me as I never thought I could be able to fuck like that ; I often had erection difficulties in the past due to me feeling insecure, now for the first time I realized my cock is able to remain hard and working well)

While cathcing our breaths I order her : “I want you to sit on my face and bury my face into your ass”

She obeys and sits on my face. I start to eat her pussy and her ass almost with love and she feels it.

Meanwhile my cock is pulsating of joy and she notices it, so she lays down and we start to have a wonderful 69 until she cums again with my tongue. While she’s cumming she keeps my cock in her mouth but stops sucking it as she starts moaning for the pleasure given by my tongue.

During her orgasm she keeps moving her ass on my face “forcing” me to lick her asshole too and I notice she likes it a lot.

I give her ass a hard spank and change position to do my last stint as I’m almost at the limit and I cannot edge so much more.

She on top of me again, we start kissing again and start to fuck the same way we did in the shower before, but this time just the first seconds are smooth as I start to fuck her at a normal but quicker pace.

The clapping sound is so loud she whispers me I’m hurting her a little bit, but her pussy is so wet, I didn’t fuck for more than a year so I pretend not to hear what she said and sadistically start to fuck her harder. She starts screaming.

The clapping sound is even harder and I feel she’s starting to cum again, but I can’t resist anymore ; I slow myself down and tell her “I wanna cum in your face” (I didn’t know if she was on bc so I avoided to creampie her even if I would have liked too) – she looks exhausted but satisfied and agrees so she quickly gets on her knees while I’m standing up stroking my cock.

I tell her : “swallow my cock and make me cum” – so she takes my balls in her right hand and starts to deep throat my cock, sucking it loudly and in a very sloppy way.

1 minute of my cock going in and out from her throat and I can finally say to her “I’m cummin” –

her tongue out, her mouth and her eyes wide open looking straight into mine

I feel that I’m exploding and so I do

first spurt on her tongue, second and third on her right cheek, than I move my cock to make sure to cover all of her face with all the cum remaining

I was screaming, grunting of joy and lust at the same time and she likes it.

After almost 20 months of no sex I never had such a relieving and liberating orgasm

She’s even more beautiful with her face covered in my cum

Then, with my cock I move all the cum from her face to her mouth and she swallows it all.

Later, she has another shower and then joins me in my bed.

[We slept together that night and we fucked once a day almost everyday for all the holidays, (when me and , especially she, happily found out that I’m able to fuck for almost 2hrs nonstop) until she left and we decided to go separate ways for other reasons]

Now I happily live my life with another partner, the best partner I ever had in my life in every aspect. Although, my current gf has a much higher bodycount than me, and sometimes it’s a turn on for me, sometimes I envy her for her past, a lot.

My bodycount unfortunately is stuck at 7 but this affair I had with this milf is the one that comforts me the most about my not-so-exciting past (at least me too got some memories to share), my biggest relief after a terrible almost-endless non-sexual activity period, and by far the greatest satisfaction and achievement of all my entire sex life, so far. She’s been the first one to ever made me feel like a real man and I’ll happily remember it forever.

Source: reddit.com/r/gonewildstories/comments/12s1lpl/sex_on_first_date_with_my_first_milf

1 comment

  1. Well written awesome story…and an experience you’ll remember all your life. I love how refreshingly honest and honest this felt..

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