If you haven’t read [part 1](https://www.reddit.com/r/gonewildstories/comments/8zxq39/mt_my_first_time_with_a_transwoman/) of this story, I encourage you to go do that now. To those of you that have read the first part and encouraged me to write this, I’m not sure it lives up to the first part but here it is all the same.
As I feel my energy returning, I start to plant kisses on her skin. I make my way down to one of her nipples and take it in my mouth. I suckle on it and flick my tongue across it. She moans in response. I gently bite it and she yelps. “Bad boy!” She playfully swats me on the head.
The fire has started to die down and will be nothing but smoldering embers shortly. I test my legs to see if they’ll hold my weight again. They seem to be back to normal and so I stand up. I offer an outstretched hand to the vixen kneeling on the deck and help her up. Continuing to hold her hand, I start to walk to the sliding glass door to take the party inside. She doesn’t follow me. I turn around and she says she wants to stay out here under the stars. I shrug, close the distance between us, and begin kissing her. By the time we break the kiss, we’re both a little out of breath. She wraps her delicate fingers around my cock, starts slowly stroking it, and says, “My turn?” I nod and she squeals a little bit. She goes over to her bag, pulls out a bottle of lube, hands it to me, and then goes over to the railing of the deck.
She braces herself on it and thrusts her booty out at me. I step over to her and pop the top of the lube off. I coat my cock in lube before pushing a lubed up finger into her asshole. She pushes back a bit and her tight ring swallows my finger. She giggles when she does it. I swirl it around a bit before I pull it out. I apply a small dollop of lube directly on her asshole. She shivers when the cold lube touches her. I press my cock against her hole and she grunts a bit. Eventually it yields to my insistence and the head pops in. She purrs again and starts to push back against me like she did with my finger. Her ass swallows my cock with the same ease that it swallowed my finger. I let out a breath I didn’t realize I was holding. I’m balls deep in her gloriously tight hole and she wriggles back and forth a bit. “Fuck me, papi.” There’s that word again. And the accent. And the lust. A surge of testosterone courses through my veins.
I grab a bit of her hair and she hisses her approval. Placing my other hand on one of her hips I start thrusting in and out of her, gently at first. She starts speaking in tongues again as I fuck her. Well, I mean, I know it’s Spanish. I just I don’t understand a word of it. She starts giving me directions. Harder. Deeper. Harder again. The sound of our bodies coming together is cast out into the cool night air. The feeling of her ass gripping my cock is divine. We fall into a rhythm together before long. Eventually her breathing starts to quicken and she tells me she’s gonna cum. I do my best to maintain that depth, angle, and speed. She lets out an adorable squeak and her body quivers as her orgasm hits. She pulls away from me and I withdraw my cock from her ass. When she turns around, our mouths crash together and we start making out again. Our tongues dance in each other’s mouths for a while before separating. She tells me that she’s ready for bed so we gather our clothes and other items off the deck and head inside. We climb into bed together and fall asleep nuzzled together.
I wake up to her gently stroking my cock. I say to her, “Good morning, baby girl.” She blushes and says “Good morning, papi.” My cock twitches and she feels it in her hand. She asks me if I’m up for round two. I tell her I’m not totally sure but but that I’m game to try. She gets a big smile on her face and reaches for the lube. She straddles my hips while I apply some more lube to my cock. I notice she’s looking out the window. The sun is already a decent height above the horizon and has a good start on its inexorable journey through the sky. “Looks like I’m gonna skip my morning run.”
“I’m pretty sure you’ve had enough cardio over the last 12 hours or so to make up for it.”
“Think so?” I nod. “You’re probably right.”
Once I’ve got my cock coated in a sheen of lube, she raises her hips up off me and guides me into her. My dick slides in and I’m in heaven again. This is the first time I’ve been able to watch her tits while we fuck and it’s mesmerizing. It’s a simple, but purposeful, fucking. She places her hands on my chest and digs her nails in a little bit. The little bit of pain it causes feels amazing. I grab her hips and pull her down onto me on her downstrokes. She enjoys that for a while but eventually she moves my hands to her tits. I squeeze and massage them and play with her nipples. She likes that even more. I decide to push things a little more and so I slide one of my hands up to her neck. Before I can ask her if it’s okay, she leans forward and presses her delicate neck into my hand. I start to squeeze gently and she lets out a moan. I slide my hand down to the bottom of her neck and let it settle on her collarbones. I use it for a little bit of leverage to help her ride me with a little more force and we settle into a good rhythm. We fuck like that for a little while before I feel the familiar tingle of an orgasm. I tell her and ask her where she wants it. She tells me I can cum wherever I want. I growl and grab her hips once again. As soon as I pass the point of no return, I forcibly bury myself to the hilt inside of her. I grunt as I reach orgasm. My cock jerks and spasms inside of her. “Yessssssssss….” she hisses as I fill her hole with my cum.
When I finally pull out of her I ask her if she came and if she needs help. She says no but that she’s okay with it because she should probably get going. I’m a little disappointed but I nod and watch as she gets dressed. Once she’s dressed she leans down to kiss me one last time.
“Goodbye, baby girl.”
She blushes again. “I love it when guys call me that. Goodbye, papi.” And with that she walks out of the beach house, and out my life.
A few hours go by and when lunchtime hits, I head out to go get something. When I come back I see a cop car in front of the house. I pull into the driveway and when I step out of my car, the cop steps out of his. He introduces himself as officer something-or-other from the local PD and I ask him what brings him here. He tells me that he got a complaint from a couple that was walking on the beach last night that a man and a woman were having sex on the deck last night. He asks me if I know anything about that.
I shake my head and tell him I’ve got no idea what he’s talking about. He seems annoyed, and maybe a little angry even, when he reminds me that there are decency laws. He says that if I was ever so inclined to have sex outside that I would be wise to do it somewhere a little less exposed so that passersby don’t see and call the cops on me. I tell him I’ll keep that in mind if the mood ever strikes me in the future. He thanks me for my time, and bids me a good day before getting in his car and leaving me to enjoy my lunch under the afternoon sun on the deck. While I eat, I realize I never got her name.
Source: reddit.com/r/gonewildstories/comments/90jcgy/mt_my_first_time_with_a_transwoman_part_2
You’re really good in writing stories. I hope you’ll have more experience with transwoman cause the sex with them is amazing. Maybe some time we’ll meet and have a good time. I’m trans too?
“Woman”
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