Part 1

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Damiano David is a confident man. Anyone that's met him can see it. He knows he's hot and he doesn't care what other people think of him, except for you. He holds your opinion very highly and definitely cares what you think about him. So when he discovers something new about himself that he wants to try out, he is very hesitant to bring it up to you. He knows that you'd never judge him and you'd probably even be into it, but his nervousness seems to still be weighing on him.

A few weeks ago, Damiano was scrolling through Instagram when he found a post of a man dressed in panties, arching his back and bent over, with a woman's hand on his back pushing him down. He could feel his cheeks heat up and couldn't help but screenshot the picture (for research purposes only of course). He didn't know why it had such an effect on him but he decided to file that away to deal with at another time.

Days later, you were out with your friends and Damiano had the whole house to himself. He lays down on your shared bed, cuddled up in the freshly-washed sheets. He opens his phone and finds the picture his mind just won't let go of. Without realizing it, his other hand drifts down his own body, pretending it's the girl's in the picture, or better yet, your hand. He imagines your breath in his ear as you push him down into the mattress. His hand tucks inside his underwear and starts playing with his half-hard dick.

He lets out a frustrated moan as he imagines your hips pressing into his ass. He puts his phone down, his imagination more than enough now, and brings his other hand down the back of his underwear, reaching in as he shifts to lean more on his side. His finger makes its way down further and he presses it lightly to his hole. He gasps at the new sensation but it turns into a moan once he decides that he really likes the feeling. He lets himself experiment a bit and starts rubbing little circles against his rim. His mind clouds with thoughts of you telling him what a good boy he's being, moaning so loud and making such pretty noises while he explores himself. He can feel this new sensation all over his body and instantly knows that this will be a staple in his self-pleasure routine from now on.

His other hand quickens its pace on his cock as he reaches his climax much quicker than expected. He can feel his hole contract on the very tip of his finger as he cums all over himself, his body shaking with pleasure. He sits there for a moment, processing what he just did and how good it felt, realizing that he definitely has to work up the courage to bring it up with you now.

The next day, he wakes up to an empty bed and the smell of coffee and carries himself to the kitchen to find you making espresso. You turn around to see your lovely boyfriend clad only in his snug underwear and open oversized flannel falling off his toned shoulders. A smile spreads across your face at the sight, pouring two cups of coffee. You can tell that he seems a little nervous for some reason by his hesitancy to walk closer to you like he normally would. He stays rooted by the doorway, shifting his weight from one foot, to the other, to the doorframe, and back.

"Everything ok baby?" you ask while setting cups down on the table in front of him and pulling out the two chairs and sitting down. Damiano follows your lead and sits across from you, taking a sip from his coffee.

"Yeah, everything's fine.... I just have something I wanna talk to you about," he confesses, his eyes casting down at his cup held tightly in his hands.

You try not to get nervous yourself at his hesitancy to tell you. "Okay, what is it? You can tell me anything," you respond, reaching to take one of his hands in your own, stroking his thumb. The gesture calms him down a bit and he takes a deep breath before replying.

"There's something new I want to try.... like, in the bedroom," he says, attempting to maintain eye contact the whole time. You instantly relax, a small smile now on your face, knowing it's not anything serious and that you'd be happy to try anything he's interested in.

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