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“I don’t know…I mean, I’ll be honest Jake, I don’t usually date straight guys. I’ve been hurt before” Cassie says looking slightly embarrassed. I look into her gorgeous deep brown eyes, already lost in them. Her smooth, almost elfin face has a perfect complexion, though slightly blushing at this point. She tilts her head down and a cascade of dark brown wavy hair partially obscured her face.

“I’m sorry if I made you uncomfortable, Cassie. I just…I figured I would give it a shot. I have to admit I’ve been crushing on you for a while. Even before I heard you were…” my voice trails off, not wanting to say it out loud in the busy hospital cafeteria. The last thing I want to do is make this more awkward for her.

She smiles as she tucks her hair behind a perfectly kissable ear.
“Trans. You can say it you know. I don’t exactly hide it.” She says looking at me expectantly.
“Well, you don’t exactly advertise it either. I had no idea until Katie mentioned it one day. I was crushing on you the day you started here, and was clueless. To be honest, when Katie said you were trans it all kinda clicked in my head.”
Cassie rolls her eyes dramatically, “Fucking Katie! I love that bitch, but she has a big mouth!”
I laugh, knowing that Katie is the source of all gossip on the unit.

“Still…there is a reason I usually don’t date straight guys. Like I said, I’ve been hurt before. Some guys think this is what they want, until they are face to face with it, and then they freak out. It hurts when a guy you like suddenly runs off like he made a mistake.” As Cassie says this, I hear the hurt in her voice. Without even thinking about it, I reach out to hold her hands on the table.

“Hey, Cassie, I promise you I’m ok with it. You being trans doesn’t change that I’ve been dying to take you out since the day I met you. I think you are absolutely beautiful, and the fact that you are packing doesn’t change that for me.” Cassie snorts laughter at my use of “packing” and pulls her hands free.

Cassie smiles, and then looks at her watch “Oh Shit! I gotta go back to the floor. Look, I’ll text you my address. Tomorrow at six? Just a date?”
“Just a date! Absolutely!”
“Don’t fuck this up…”
“I’m a perpetual fuck-up. But I promise I won’t fuck this up the way you think I will.”

She gives my hand a final squeeze and stands to leave. As she stands I take in her full figure, the hospital scrubs tight and hugging her curves. Five and half feet tall, maybe 130 lbs, but in all the right places. Her breasts aren’t enormous, but look to be a comfortable hand holding size, perky and round. Flat stomach and slender waist that round out to wide hips that scream to be gripped and held. As she turns to go, her best asset comes into view. Her scrubs tight against her round strong ass, shifting rolling as she walks away on firm smoothly muscled legs.

As she goes she looks over her shoulder, hair bouncing, and I know she knows I’m very intently checking her out. She rolls her eyes, and mouths “Dork” as she leaves.

Our first date went much the same as many first dates: dinner, a movie, laughs and stories shared. At the door to her apartment, there was the awkward first date end of the night nerves.
“Soo, you want to come in?” She asked.
Looking at how her skirt and low cut blouse hugged her body, I definitely wanted to take her up on the offer, but I was determined to not fuck this up.
“Maybe another time…taking this slow right?” I leaned in and kissed her full lips, and after a moment of indecision she kissed me back, our lips parted and for a brief moment our tongues touched. We made hasty plans to see each other again and I left before the bulge in my pants became too evident.

The third date was much more relaxed, we had started growing into each other and this night we just went to a local pub to hang out. She was wearing a pair of tight jeans and an off the shoulder top that looked to be two sizes too small, but in the best methods efficient. After a few drinks and chatting, we found our way into her apartment. Sitting on her couch, we kiss lightly as first and she eventually sits on my lap, straddling me. Hands running up and down her back, sucking her ear lobes, kissing her neck, my hands slide over to cup her firm breasts, massaging and then pulling her top off.

As she grinds against me, I play with her gorgeous tits, rubbing my thumbs over her erect nipples, then sucking on them, lightly biting. I feel my cock getting hard, but also feel something hard rubbing against me. For the first time I feel her girlcock pressing against mine, and the feeling makes my whole body shiver in anticipation.
Cassie looks at me with her sparkling brown eyes and bites her lip lightly. “I think it’s time for this to come out…” and she reaches down to undo my pants.
Soon we are both naked, I gaze up at her perfect body, everything I had imagined now on full display. Entranced by her wonderful curves, she sat again on my lap, our hard cocks rubbing against each other.

“So…are you ok?” Cassie asks nervously. The small tremble in her voice makes me feel so protective of her. In response, I reach down and wrap my hand around her, slowly stroking, loving how soft her skin felt in my hand. She lets out a low moan and smiles at me, running her hands up and down my chest.
Reaching behind her to the table, she produces a bottle of massage oil, and squirtes some into her hands. Sliding up closer to me, she wraps her hands around both our cocks, slowly stroking us together.
“Oh, Cassie…yes…” I moan, leaning back, enjoying the feel of our shafts rubbing together between her hands.
“Let me take care of you baby…” Cassie says as she works us both.

I continue to divide my time between playing with her breasts, running my hands over her delicious curvy hips, and squeezing her tight ass. As the feeling builds in my balls, I let out a moan, breathing faster. Cassie squeezes us tighter, stroking faster.
“Cassie…baby…god I’m close…”

She locks eyes with me, and leans forward to kiss my lips, the kiss turns into a bite, my lower lip lightly between her teeth, then she leans closer to lick my earlobe, I feel her hot breath on me, “Cum for me baby…please…cum for me Jake…”
My body tenses and I surrender to a huge orgasm, my cum spurting up over her hands, leaking down over her own throbbing cock. Cassie let’s out a squeal and cum erupts from her cock as well…I feel her body trembling on my lap as her orgasm takes her, I wrap my arms around her, holding her close until her shaking stops.
I push her back and kiss her lightly on the lips.
“Thank you, Jake” she says.
“For what?” I say laughing.
“For not fucking this up.”

NSFW: yes

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