coral_reef

First Time with Dad’s FriendI'm 18, standing in front of the..

Published: June 26th 2025, 11:28:29 pm

First Time with Dad’s Friend

I'm 18, standing in front of the mirror, applying a final touch of lip gloss. My friends dad, Tom, has always been a rugged, masculine presence in my life, and I never imagined he'd be interested in me, especially not like this. But here I am, dressed in a feminine outfit, my heart pounding with a mix of nervousness and excitement. I've always been curious about my feminine side, and tonight, I'm exploring it with Tom.

Tom is in his late 30s, with a strong jawline, broad shoulders, and a deep voice that commands attention. He's the kind of man who fixes things with his hands, who hunts and fishes on the weekends, and who has a no-nonsense attitude about life. I never would have guessed he was into ‘traps’, as he puts it, but here I am, about to find out.

I hear a knock at the door, and my heart skips a beat. I take a deep breath and open it, revealing Tom, his eyes widening slightly as he takes in my appearance. I'm wearing a tight, pink dress that accentuates my curves, and my makeup is done perfectly, highlighting my delicate features. I've never seen Tom at a loss for words, but he is now, and it makes me smile.

"Wow," he manages to say, his voice husky. "You look... amazing."

I blush, stepping aside to let him in. "Thank you," I say softly. "I'm glad you think so."

He enters, his presence filling the room. I can feel the tension between us, the unspoken words, the unspoken desires. He looks around, his eyes landing on the bottle of wine I've prepared.

"Wine?" he asks, raising an eyebrow.

I nod, pouring two glasses. "I thought it would help us relax."

He takes the glass, his fingers brushing against mine, sending a spark through me. I take a sip, my eyes never leaving his. He does the same, his Adam's apple bobbing as he swallows.

"So," he begins, his voice low. "Why did you want to see me tonight?"

I set my glass down, taking a deep breath. "I wanted to explore this side of me," I say, gesturing to my outfit. "And I wanted to explore it with you."

He raises an eyebrow, a small smile playing on his lips. "Oh, really? And why me?"

I step closer, my voice a whisper. "Because you're different. You're not like other guys. You're... real."

He chuckles, setting his glass down and pulling me closer. "I am real," he agrees. "And I want you to be real with me."

I nod, my heart pounding. He leans in, his lips capturing mine in a passionate kiss. I melt into him, my body pressing against his as his hands explore my curves. I can feel his desire, hard and insistent, pressing against my thigh.

He pulls away, his breath ragged. "Is this what you want?" he asks, his voice hoarse. "Because once we start, I won't be able to stop."

I nod, my eyes locked on his. "Yes," I whisper. "This is what I want."

He growls, his lips crashing down on mine again. He picks me up, my legs wrapping around his waist as he carries me to the bedroom. He lays me down gently, his body covering mine as he kisses me deeply.

His hands roam my body, exploring every curve, every dip. I arch into his touch, moaning softly as he cups my breast, his thumb brushing over my hard nipple. He breaks the kiss, his lips trailing down my neck, my collarbone, before capturing my nipple in his mouth. I cry out, my back arching as he sucks and nibbles, his hand squeezing my other breast.

He continues his exploration, his hands and lips leaving a trail of fire in their wake. He hooks his fingers in the waistband of my thong, pulling it down slowly, his eyes never leaving mine. I lift my hips, helping him remove it, and he tosses it aside, his eyes roaming my naked body.

"Fuck, you're beautiful," he growls, his voice hoarse with desire. "So fucking beautiful."

He leans down, his lips capturing mine again as his fingers find my center. I moan into his mouth, my hips bucking as he circles my clit, his fingers slipping inside me easily, I'm so wet. He fingers me slowly, his thumb continuing to circle my clit, building my pleasure higher and higher.

I break the kiss, my head falling back as I cry out, my orgasm crashing over me. He continues to finger me, drawing out my pleasure, his lips capturing my nipple again, sucking and nibbling as I ride his hand.

He pulls away, his fingers slipping out of me as he stands, unbuttoning his jeans. I watch, my breath coming in gasps, as he pulls out his cock, hard and ready. He crawls back onto the bed, his body covering mine as he kisses me deeply.

I can taste myself on his lips, and it sends a shiver down my spine. He positions himself at my entrance, his eyes locked on mine as he pushes in slowly. I moan, my eyes fluttering closed as he fills me, stretching me, completing me.

He starts to move, his hips thrusting against mine, his cock sliding in and out of me. I wrap my legs around him, my heels digging into his ass, urging him on. He obliges, his pace increasing, his breaths coming in ragged gasps.

He leans down, his lips capturing mine in a passionate kiss as he continues to thrust into me. I can feel another orgasm building, my body tensing as he hits that sweet spot inside me, over and over again.

"Tom," I cry out, my nails digging into his back. "I'm close. So close."

He growls, his pace increasing, his body slamming into mine. "Come for me," he demands, his voice hoarse. "Let me feel you come all over my cock."

And I do. My orgasm crashes over me, my body convulsing as I cry out his name. He continues to thrust, drawing out my pleasure, his own orgasm building.

With a final thrust, he stills, his body tensing as he comes, my name a groan on his lips. He collapses on top of me, his body slick with sweat, his breath coming in ragged gasps.

I wrap my arms around him, holding him close as we both come down from our high. He rolls off me, pulling me into his side, his fingers tracing patterns on my back.

"That was... incredible," he says, his voice soft.

I smile, my fingers tracing his jaw. "It was," I agree. "And I'm glad it was with you."

He leans down, his lips capturing mine in a soft kiss. "Me too," he says. "Me too."

I snuggle into his side, my eyes fluttering closed as I drift off to sleep, content and satisfied, my first time with a man, with Tom, a memory I'll never forget.