[MF] My first time

I didn’t realize the day my girlfriend, Shannon, asked me to skip school with her would be a day which would change my life, but as she led me into her quiet house, and into the living room, I began to understand that this day would be like no other.

Shannon was my obsession. She was tall, with long brown hair as smooth as silk, and a body shaped like an hourglass; designed by God himself to make me forget any other woman on the planet existed.

We’d been dating for about a month, and though we’d spent some quality time in the car making out, letting our hands roam further and further each time, the question of when we’d finally break down and have sex never came up. Only Shannon knew of the date and time, and she was keeping that gift a secret from me.

Things moved quickly once we settled on the comfortable leather couch. All this built up passion and emotion seemed to burst as our lips touched, and our hands freed to explore one another through our clothing. Shannon pressed her soft body against mine, letting those curves shatter away any reluctance I still might have; assuring that I would be putty in her skilled hands.

Shannon’s blue-grey eyes searched my face after a good half an hour. She wanted me to ask a question, or maybe take control, but having been rebuffed once before, early in our relationship, I feared overstepping the bounds, and ruining what was shaping up to be a glorious morning.

“Would you like to come see my favorite teddy bear?” Shannon finally asked, her voice heavy, stuttering with nerves and impatience.

She’d told me about this bear numerous times, naming it after me so she could hold it while she slept, and imagined I was with her during the long lonely nights of us being apart.

I quickly agreed, but my inexperienced mind still didn’t quite grasp the magnitude of the moment. *I was going to a girl’s bedroom!*

Shannon led me up the stairs by the hand, her perfect body swaying back and forth before my eyes like a seductive pendulum, placing me in an unbreakably seductive trance.

Once inside Shannon’s bedroom, I found myself living in my boyhood fantasies, enthralled and excited by her inner sanctum. The top drawer of her dresser lay open, exposing an array of colorful underwear and bras, tickling my curiosity as to what they must look like wrapped across her impressive figure.

Clean clothes were stacked in one corner, while stuffed animals of various sizes sat smashed together on a wicker chair in the other.

I loved every part of this, especially the queen-sized bed in the center, which Shannon sprawled her lean body across, motioning me to join.

I don’t think I still understood what was happening. Or maybe I did? My mind was racing so fast, my heart thumping in my ears, and my hands and feet trembling so bad, I’m not sure I could form a rational thought.

Shannon cozied up to me on the bed, and began where we’d left off on the couch only a moment ago. Our lips locked together tight, Shannon’s hand snaking it’s way down my body until her long fingernails unbuttoned my jeans.

It was her giving me a sign that it was okay to move forward; there would be no rebuffing today.

I followed Shannon’s lead, undoing her jeans, and sliding my hand down until I felt the bursting heat beneath her panties. My hand continued it’s trek south, across the matted patch of fine hair, until I reached the clean smoothness of Shannon’s swollen core.

While this was going on, Shannon was doing her own bit of exploration. She undid my jeans with ease, sliding the down far enough so she could wrap her hand around my throbbing cock.

Her hand felt cold and dainty as she gently pulled upward. I’d masturbated so many times, but that couldn’t compare to the feeling of a woman’s soft touch caressing, and teasing your frustrated dick.

My middle finger found it’s way between Shannon’s smooth slit at about the same time. Her wetness was intoxicating, spreading across my finger like a slippery lotion, allowing me to toy with her hardened button.

I slid my finger inside of Shannon, watching her face contort as I slowly moved in and out, amazed by how her tightness gripped around my finger like a vice.

Shannon soon had enough of this prolonged tease. She’d brought me to her home for one reason, and now it was time to cut to the chase, and seal the love we had for one another.

“Take of your clothes,” Shannon whispered, pulling her hand free from my cock, and removing my hand from inside her pants.

I watched in awe as Shannon removed her clothes; her tanned body sculpted and lean, with just the right amount of feminine softness to make me insane.

I followed suit, though much more reserved and shy than Shannon. But, I swallowed my fears, and Shannon pulled me on top of her, positioning our bodies for us to take the plunge to the next level.

Shannon stared me down with those sultry eyes as I swiveled my hips in a futile attempt to find her center.

I’d never given this part any thought. How do you line yourself up? Do you just press yourself inside? Does it just kind of happen?

I didn’t know, but Shannon soon saw my struggles, and reached between us, wrapping those soft fingers around my hardness, and guiding me inside.

Nothing can prepare you for that moment. No amount of porn, no amount of masturbating, and no amount of heated fantasies or dreams can match the soft warmth as it grips against your rigid skin like a glove, allowing you inside, then resisting with tightness as you try and pull away.

I was addicted to Shannon. From that moment on, I would move mountains just to feel her body wrapping around me once more.

Shannon could see the nervousness on my face; could hear the way my breath hitches in my chest. We’d never discussed our past, but she instantly knew my inexperience.

“How many girls have you been with?” she asked, while holding me inside of her.

I didn’t know what to say. Should I lie? I didn’t want to seem pathetic.

But Shannon has given herself to me. Trusted me enough to share this moment together, and I never wanted to be untrue to the woman who’d given me the gift of manhood.

“Just you,” I replied, holding back my shame.

It was like something had possessed Shannon the moment my admission snuck out of me.

Shannon’s soft legs wrapped around mine, pulling me deeper inside of her, while her powerful arms interlocked behind my neck, pulling her lips up to meet mine.

The way Shannon’s hips began to move soon broke any self-control I had. She swirled her softness around me, pulling me in, and pushing me out, seemingly in one seductive motion.

“Be careful,” she warned, knowing I couldn’t handle this all out assault.

I shook my head, my breath no stammering out of my chest. I’d spent enough nights alone in my room to know my limits, but the way her slippery warmth tugged at my most vulnerable spots was something I couldn’t believe.

I huffed a few short words of defeat, and pulled myself free from her; the feeling of wanting to dive back inside nearly overwhelming my senses.

But Shannon was prepared. She reached her hand down once again, wrapping her soft fingers around my seizing shaft, pulling my built up frustration out of me until it coated her silky tanned skin in a contrasting sparkle of white.

That was the beginning of what would become a nearly daily ritual of love and lust, passion and pain. Shannon and my love burned bright, only dulling when she found someone new to explore with a year later.

I should be angry, and hate her, but how do you stay mad at the woman who gave and taught you so much?

Source: reddit.com/r/gonewildstories/comments/a4n3du/mf_my_first_time

2 comments

  1. I wish I could give this more than one upvote. It is so refreshing to read a guy who isn’t afraid to show his vulnerability. Most things I read, people make themselves out to be some sort of sex-athlete on their very first experience. Thank you so much for sharing!

  2. I’d like to also give my love for this post! As a woman, listening to a man discuss his insecurities as he enters this unknown world is so hot.

    As for Shannon. She knew the night before exactly what was going to go down. I can imagine her thoughts as the conclusion to her little plan comes closer and closer to coming to fruition. Love it. Kudos OP

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