My Real First Time

This is a story about my real first time being bottomed. I had been penetrated before, tentatively, experimentally, and guarded. This time I knew what I wanted and was ready to completely give in.

After conversation in my living room. After we catch up and connect then we move into my bedroom. We watch each other strip naked.

We stand in a soft embrace kissing. Your lips are so soft and I love your taste. My hand tightly caresses your thigh towards your hardness. When I take your manhood into my hand. Just barely touching your shaft with my finger tips. Your cock stiffens against my fingers. Your hand finds my testicles and slides along the length of my shaft to the tip. Then you place our cocks side by side and rub them as one. My skin is pale against your dark shaft.

My hand pulls your body tighter into mine. Our tongues finding each other.

You are here to do me a favor. A certain fantasy that I want to live out. I trust you to do it with tenderness and kindness. And I trust your willingness to please. Before you sink your cock into me to take my anal virginity, let me show you how thankful I am.

I nudge you towards the foot of the bed. Your hard cock pointing straight from your body. I guide you to sit on the bed. With your feet towards the floor. I gently push against your shoulder. You get the idea and lay back. All 8 inches of your turgid cock are capped with a bit of precum starting to run down your head. Perfect.

This moment is when it all changes. I am in charge. I want to do this for you. But I also do it for myself. To get lost in the moment. To indulge in my new desires.

I get on my knees between your legs. I have front row seat to your perfect cock. Strong. Thick. Ridged. It feels so warm in my hand as I steady myself and raise my mouth above you.

I lower my lips to your head and let you slip your tip into my mouth. I move my tongue across your head to taste your nectar, sweet and salty in my mouth.. Your head feels velvety smooth against my tongue as I suck on it. Just the head in my mouth. My tongue presses against your spot. I get treated to more nectar.

With that I lower deeper onto your shaft. Your head moves towards my throat. Your shaft glides through my lips and I flatten my tongue and softly press along your cocks underside. Pushing your shaft against the roof of my mouth. Each ridge and vein slipping along my pushes back.

Your cock tastes amazing. You take such good care of your equipment. Keeping it clean and fresh.

My mouth is full of you. I gently suck and Your head presses gently against my throat. Your shaft nestled against the roof of my mouth. My lips tighten around you.

I begin to rise and you glide out of my mouth. My hand around the base of your shaft moves your cock to my face. I press your cock against my cheek. And slide it over my face. I take delight in It’s weight and cool feeling on my face.

I explore it with my lips and tongue. First starting from your base. Letting my lips slide against the side of your shaft feeling your skin move past. Then letting my tongue flick across the base of your head before rubbing along the ridge of your head. Following that groove all the way around and back again. The three skin textures pleasure me. The smooth shaft. The very slippery groove. And finally the velvety roughness of your head.

I feel so empowered. I love sucking dick. I love sucking your gorgeous dick. For all my life this was wrong. Urges I rejected. But now after spending time exploring with you, I feel free. I feel true. You will always have a special place in my heart.

I lower my head onto you again. With purpose. I begin slowing bobbing along your length making you moan. I add my hand against my lips to grip your shaft as I slide up and down. Your cock is thick like a can of Red Bull. And it feels warm and wonderful flowing through my palm and fingers.

I could do this all night.

But then you remind me, you can’t do my special thing if I keep this up. And you want to do my thing. And I want you to do it.

I slowly lift off of you. And we switch positions. My cock is harder than ever. But it’s not my cock you are after.

I’ve done this a couple of times before with others, but this time is different. I trust you. And I trust my body. I am going to give in to the pleasure and let what happens happen. I feel so vulnerable and naked. At the same time feeling excited and eager to start.

I am on my back. On top of a pillow. My legs flank your head and rest on your shoulders. I watch lube us both up. Briefly teasing me with a finger inside. You ask if I am ready. Yes.

You take your hand and gently stroke me. Relaxing me. Then I feel your head push against my anus. Firm pressure. I relax and I feel you enter. It feels so nice. You continue to push. A bit firmer. And I can feel your head slip completely inside against my prostate. Firmer still. And you slide inside. You make me feel so full. It is an amazing feeling. I squeeze muscles and grip you tightly.

Then you begin to rock. Moving in and out. Getting deeper with each thrust. My mind is turning to pleasure. The world fades away until only you and I remain. You begin to push against my second hole. It hurts just a little. But it feels so good. Your hand continues to stroke me. I am surrounded by pleasure.

“Fuck me” I gasp. Wanting you to bury your length inside me. And fuck me you do. I am letting go and being in this moment. Your manhood glides in and out of me. My mind is stupid with ecstasy. Do what you want, I am unable to resist.

I look up at your chest and face. I love watching you fuck me. You start to loose your composure. Always so classy and proper. But now I can see your animal taking over you. God damn it’s sexy. And it pleases me my body can do this to you.

You are getting close to climax. And you shift your grip and take my legs into your arms. So you can pull me tighter against you. Your resume working my hole. Your thighs slapping against me. My cock is firm and left unattended.

I’ve never completely masturbated in front of a man before. But I need this. I have fantasized about this scenario so many times. This exact scene. All I need to do to complete it is to take my own cock into my hands. I am sharing my most intimate fantasy. Exposing myself completely under your gaze as you pound me.

I grasp my hard cock into my fist. Still slick with lube. With a loose grip I slide up and down my shaft. I can tell you are getting close. You grunt more. And I tighten my grip. Electricity starts to flow into my body. Just a little at first. And as your grunts intensify I stroke faster. I love how my cock feels in my hand. Familiar. Like it was made to be there.

Your thrusting increases. Oh wow. I can feel something wonderful building inside. It’s amazing. I need more of that. Oh my. Your cock is filling me up. Again and again. My ass is starting to shake. And my anus quivers.

I am quickly stroking myself. Staying to keep pace with the orgasm growing inside you.

I pass the point of no return. I ride just past the edge. Holding off as long as possible. Little droplets of fluid escape my head. I am at my absolute max. And then everything crashes at once.

I feel you let go and begin to cum into my ass. I am so excited to feel your orgasming, your semen entering me. My anal orgasm begins, my anus spasms. And with the hardest release of my life I ejaculate my cum with an incredible orgasm. The sensation heightened by my muscles gripping and releasing you. Squeezing every drop out of both of us. My cum lands against your chest. And a rope splashes on to my chest. Cooling against my skin.

The simultaneous orgasms flood my mind with pleasure. I show you my most naked and intimate self. And I am filled with joy as I fully accept this part of my being.

Completely drained. My orgasms begin to fade. Our bodies are finished. You pull out and crawl up beside me. And we hold each other together. Matching how connected we feel. And we gently begin kissing.

The sound of the world outside my room returns to us. We ignore it as long as we can. Helping this moment last forever.