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The first time I[M] had sex with my ex’s best friend[F]. Part 1: Backstory and Buildup
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use-meloseme is a male
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I’ve always been more of a pleaser when it comes to sex. I like to bear witness to the pleasure I can inflict as we explore each other. I love watching a woman’s eyes roll back as they lose control of their bodies, moaning and writhing in pleasure. I cannot get enough of the intense and passionate response a woman’s body has to good sex but I have an insatiable need to taste a woman’s lust and desire. There is nothing more raw and electric than feeling her pussy quiver on your tongue as you taste her cum and her thighs clutch the sides of your head leaving you feeling like a watermelon in a vise grip. My friend Molly loved to have me make her cum on my tongue.

Molly was originally a friend of my ex, back when we where actually together. Molly and i were on good terms and had similar mindsets about the world. Back in the day, when we were like 19-20, we would all hang out and engage in various forms of drunken debauchery. It was fairly common for my ex, Molly and Myself to spend an evening drinking and getting each other naked and fooling around, however Molly never let me actually penetrate her.

Molly was gorgeous! She was petite in every sense of the word, short and slim but still curvy. Her breasts where small but exquisitely proportional to the rest of her body and would fit perfectly in my hand. Though her ass is by far the cutest tightest little white girl booty I’ve ever had the pleasure of handling and biting. Not only did this girl have a damn near perfect body but she is also one of the most objectively beautiful women I’ve ever laid eyes on. Porcelain skin, with the perfect amount of freckles, innocent doe eyes, glasses, a cute little nose and the most amazing curly black hair.

Molly had grown up religious and did not lose her virginity till she was in her early 20’s, maybe a year or two after the time this all happened, but she was down to get naked and fool around as long as there was no actual PIV. I think part of that was also due to her having a long distance boyfriend. That never stopped us from spending most weekends with my head buried between Mollys legs, sometimes with my ex sometimes just the two of us while my ex went to bed. It was a pretty good arrangement cause if my ex wasn’t feeling it id be able to get my fill of sexual shenanigans with Molly.

This all kind of came to and end when Mollys boyfriend moved to town. There was still the odd weekend when we got the chance but we were literally sneaking around cheating at that point, or at least she was. Then there was a falling out between Molly and my ex and Molly and her boyfriend and pretty much Molly and everyone in her life. As far as i know the issues between Molly and my ex had nothing to do with me and Molly and more to due with Molly’s life kinda imploding and her taking it out on the people around her, one of which was my ex who tried like hell to still be her friend but felt kinda burned by how things turned out.

Fast forward almost 5 years and i got a random facebook message from Molly, she wanted to reach out to my ex and make amends for how thing ended. My ex was hesitant but I encouraged her to reconnect with Molly because they had always been such close friends. I’d be lying if I wasn’t also thinking about the possibility of getting to have some more fun with Molly but she had a new boyfriend and seemed to be really doing her best to get her life in order and be a decent human being.

My ex went to meet her and a few weeks later we were all hanging out again, it felt like we hadn’t missed a step but at the same time there was no longer any naked hijinks. Things went on like this for some time till one night we were all hanging out and my ex got tired and checked out early so Molly and i settled in to watch a movie. I was sober and being a compete gentleman, i kept my hands to my self and was trying not to think about how this would have gone back in the day. It would have started with her asking me to rub her feet and it would have ended with her coming on fingers and in my mouth. But this was now and she was a better person and i had grownup so much and…. I felt her feet slid into my lap, not pressing against my quickly stiffening cock but near enough that she had to have noticed.

I looked over at her and she almost whispered “Can you rub my feet?” I was done, i knew where this would end up and in that moment I didn’t care.

My ex and I had been in a rough patch because i caught her cheating. She had gone behind my back and hooked up with a couple different guys without telling me. I only found out because I felt like something was off so I snooped in her phone and found texts that confirmed my suspicions and had confronted her about it (we where toxic af and are better off as ex’s). Because of all of that I had not had sex in a while and this may be a dick thing to say but i always thought Molly was more attractive than my ex. All that being said my will, which was already paper thin with Molly, was non existent.

I slipped a finger in the top of her sock and pulled them off her dainty feet one at a time. Generally I’m not a foot guy, i can appreciate that some feet look better than others but most are gross and id rather lick an asshole than a foot. Molly’s feet are the exception to the rule. That might be because i know that they are one of her erogenous zones and it’s a pretty sure fire way to get her turned on. I started slow with deep pressure kneading my finger tips along the bottom of her perfect feet. She sighed as my fingers slid up to her toes and i bean teasing them. It took all my effort to not just slide my hand up her legs to find her pussy but i held strong till she wiggled her cute little butt down and gave me access to her thighs. I knew that I needed to remain slow and steady to build her up so I kept rubbing her feet and calves while slowly moving my hands higher.

A few strokes later and my finger tips where brushing between her thighs close enough to feel the heat of her desire burning through her sweats.she sighed again only this time there was a hint of a moan mixed with the sigh. Then her legs parted even further. With this invitation i moved my hand along the inside of Molly’s thigh, this time my movements were more deliberate, yet still slow, teasing out the building tension between us. When i finally reached the top of her leg she shifted again rolling her hips towards my hand slightly as if beckoning my touch to the warmth of her sex.

My fist touch was light, i caressed her through her sweats and could feel the slickness through both layers of cloth that held fast as a barrier, she wanted this as much as i did. I began to rub her more forcefully and glanced over to see her head tilt back, eyes half closed as her lips slightly parted with a silent sigh. It only took a few more moments of teasing her through her cloths before she relented, lifting her legs and hooking her thumbs into the waistband of her pants and in one slow smooth motion Molly eased her pants and panties off revealing herself to me.

Molly’s pussy is exquisite, small and tight like the rest of her. There was a minimal amount of hair covering her perfect little slit and in the soft blue glow from the long forgotten tv i could see the glisten of her lust along her lips. She truly has a flower of a pussy that blooms when she’s turned on. I shifted my body to be facing her and began to finger her in earnest. My digits exploring the folds of her most intimate of places, tracing over the alluring opening and gathering up the moisture using it to rub her clit.

She was lost in the ecstasy of my touch and began to give her soft breathless moans. She was always quiet during these encounters, only ever letting out nearly imperceptible little gasps and moans as though she was afraid to give voice to the desire within. As she writhed and her breathing quicken and became ragged I repositioned my fingers, resting my thumb against her clit and continuing to rub in slow forceful circles while my middle finger found her entrance. Years before when we had engaged in these naughty activities i had only really ever been able to fit one finger inside her without it becoming uncomfortable for her. Since then she had lost her virginity and while her pussy was still so tight that i had to tease her open with just my middle finger after a few strokes i was able to slip a second inside. She arched her back in response then sat forwarded and fumbled with the clasp of her bra, sliding the straps down her arms and revealing her perfect little breasts while keeping her shirt on, the fabric pooling above her chest.

When I say that Molly is petite I’m not sure I’ve truly explained just how small and cute the woman is. As my fingers slid in and out of her i could feel the walls of her sex pressing against them as though she was trying to force me out of her. After a few long strokes while watching her face contort in pleasure, mouth in a wide “O” I then slid my fingers back , not removing them from her but repositioning so I could reach her gspot. She is so small that i only needed to insert my middle finger up to the first knuckle to find the rough patch of flesh behind her clit. She vibrated under my touch, oh how i had missed this.

I did this for a short bit then removed my slick finger and she gasped in disappointment and opened her eyes locking them on mine with a stare of intense desire. I held her gaze and brought my slick fingers up to my mouth to taste her. I missed her taste so much. Molly’s flavor is perfect, subtly sweet with the most arousing aroma of musk. Her sweat also has a hint of this scent and there have been times we’ve hung out on a hot summer day and I’ve suddenly become aroused just from smelling her begin to sweat.

I shuddered in my own ecstasy before shifting towards her, bringing my lips up to meet her pert little nipples crowning her supple breasts. She let out a low humming moan and watched as i kissed my way down her soft pale tummy, along her hips and down one thigh. She gave an impatient wiggle and i kissed my way back up her other creamy white thigh till i was hovering just above her mound. I locked eyes with her again as i kissed the tuft of hair just above her pussy then another kiss a little lower, and another till finally my lips locked around her clit and i let my tongue swirl around the little nub. She convulsed and thrust her hips towards me, grinding herself into my mouth. As my tongue danced i moved my fingers back into position and began teasing her gspot again, this time using two fingers to stretch her tight little hole. She writhed and it was not long before she came on my face and hand. I slowed my touch, letting her orgasm subside and sat up while caressing her body with my left hand and licking her cum off the fingers of my left hand.

Molly was spent. She is typically only a one orgasm kind of lady and that had not changed but she was still riding the waves of pleasure as they ebbed down and encouraged me to relieve myself while she lay there naked. This was fairly common for how our encounters went. So I released my rock hard cock from it clothed prison and began to stroke my self as she watched. She caressed her own body and before long was teasing her clit with i stroked myself. It was not long before i came, doing my best to not get any one her because i knew she was not fond of the feeling of cum on her.

We dressed and she hugged me goodbye and left. The next day i told my ex what had happened and she was not surprised and seemed ok with what had transpired. Things were normal the next time Molly and I hung out and she continued to be with her boyfriend.

Stay tuned for Part 2

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4 months ago