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He's so fucking sexy. I see him every day when I stop for my morning coffee. I try to time it so that I'm either behind him in line so I can ogle that cute pert ass. When I'm early, I make sure I loiter at one of the tables so I can see that boyish cute face of his. He just does it for me. He's everything I like about a man. Plus he has that air of mystery about him.
I took to calling him boots. Every time I saw him, he was in black boots. They gave him an inch or so, making us about the same height. I don't think I ever saw him without his black scruff beard, or his curly white boy fade hair done just right. The dress shirts and slacks he always wears are always pressed neat and clung to his slender frame nicely.
I knew he worked or lived near the shop since it was always on my way to work that I got to see my coffee shop hottie. I never see him any other time, and trust me I looked. On lunch, breaks, on my way home. Those flirtive looks we exchanged, though, told me he was into me as much as I was in to him, I mean who wouldn't be?
I was your typical butch masculine queen that could sass out in an instant. I had a perfect gym toned body with broad shoulders and a superhero chiseled jaw. The lines of my suit always flattered my V shaped body. With my bangs always doing that little curl in front no matter what, everyone called me Superman. Little did they know, I was also a man of steel in bed too.
Three months, three long agonizing months, we played this little flirting game. Monday through Friday, even on holidays, we did our little coffee shop flirt. It got so bad even the staff was getting tired of our will they, won't they. So much so, they conspired. It must have been really bad and obvious for an entire coffee shop has to intervene.
It was a beautiful spring morning when they enacted their little plan. I had gotten there before him, and he was three behind me. I kept turning around, pretending to glance out the window, so I could sneak glances at him. I ordered my usual double shot latte and went to wait by the barista.
I waited patiently, not noticing that the two behind me had already gotten their coffees while I was still waiting. When I noticed he was beside me, my stomach tied in knots. I'm actually really shy. No matter how badly I wanted to say something to him, I just couldn't. We just kept stealing glances at each other as we waited for orders.
The barista called my name and then his. We both stepped up to grab our orders. The barista had a smug smile on her face as she held our cups just out of reach. "Boys." I saw the other staffers trying not to watch. "Aaron," she handed me my drink, "this is Stephen." She handed him his. "Now you know each other's names. My work is done. You two continue."
I looked at Stephen, who smiled with blushing cheeks. I absentmindedly ran my free hand through my hair. I had a name to go with that adorable face. The barista cleared her throat as a way for us to proceed, but away from her counter. "It's nice to finally have a name to go with face." I finally said, trying to break the ice.
"Yeah." His smile was sweet. "Look, I have to get to work, but how about I give you my number and we can make plans to meet up some place where the staff isn't watching us like some nature show?" It was true everyone was watching us, even the regular customers. It was Wild Kingdom presents The Mating Rituals of the Gay Male.
We moved off to the side so we wouldn't be in the way of the other customers, and away from the prying eyes. We exchanged numbers. I found myself staring into those soulful brown eyes. I walked him out, neither of us knowing what to say. Outside we fidgeted, feeling silly, when he said, "It was great meeting you. I hope to hear from you soon."
"Oh, you will." I held up my phone for emphasis. "Have a good day at work." He gave me a wink and headed off to work in the opposite direction of me. He turned and caught me watching him walk away. I saw him laugh before he disappeared into the crowd of people. My heart was leaping for joy while I made my own way to work.
I wasn't at work five minutes before I sent Stephen the first text. He responded a few minutes later. By noon we had made plans for dinner. The rest of the day we texted back and forth, getting to know each other. If my phone didn't go off within five minutes of sending a text, I got worried that I offended him. Just as I was resolved that I had ruined it, a message would come to ease my fears.
We met at a little quiet cafe that was close to where we lived. It turned out he was just a block over from me. I found myself gazing into his eyes as we talked. I told him about the exciting world of a CPA and he told me of the horrors of being a personal assistant. Afterwards I walked him back to his building, even being so bold as to hold his hand as we walked.
We made plans to see each other on Saturday then he pecked me on the cheek good night and disappearing into his building. Whether it was intentional or not, we moved slowly. We met up at the coffee shop every morning, kissed each other goodbye after getting our coffees, spent our weekends together going to dinner and movies.
After a month, I decided to broach the subject taking it to the next level. This was the first time I dated someone where we weren't naked, hot and sweaty in bed by the third or fourth date. I was kissing him good night in building foyer, my hand was resting comfortably on Stephen's cute bottom. I knew he could feel my yearning for him pressed between us.
I was about to suggest we continue back at his place, or mine if need be, when he pulled away from me, leaving me confused, wondering if I had done something wrong. He looked at me with fear and worry. I knew what was coming. I had seen that look many a time, even gave people that look.
"Aaron, there's something I need to tell you." My mind was going through all the scenarios. I just wanted him to get it over with so he could ease his mind and break my heart. "I like you. I like you a lot." Those words were daggers in my heart. "I want to go further with you, but," the infamous but, "I have to share with you something first." I braced myself for the inevitable. "I'm transgender."
Of all the possible things he could have said, that was the last thing I had expected. I was ready to rage and scream, but now I was in a quagmire. I wasn't sure how to respond as I looked into that expecting face of the man I flirted with in the coffee shop and went out on dates. My mind was telling me one thing, while my heart told me another.
"I'll understand if you never want to see me again." The sound of his voice brought me back to the man that was standing before me baring his heart and soul. I saw the hurt that my silence was causing. I could see the pain and misery that I could stop. "I'm going to go upstairs now." I caught a glimpse of the tears he was holding back.
"Don't go." I grabbed his arm, stopping him from fleeing up the stairs. I pulled him back to me. "I'll admit this is a lot to digest." He didn't fight me when I wrapped my arms around him. "I have to sort through this, but don't think this is going to change how I feel about you. Don't write me off so easily."
"I can give you time." His voice held the hint of a sob in it. "Just don't take too long. I can't give you forever." I brought my lips to his, trying to kiss away the pain. "I need to go." He said pulling away. He stopped on at the base of the stairs, turned back and looked at me. "I'll talk to you tomorrow?" It was more a question than a statement.
"You will." I smiled, saying the words so that I believed them. I watched him disappear up the stairs. I went home. My mind and heart were at war with each other. I laid in my bed, looking at pictures of us on my phone. Was I going to let this information really change how I felt about him? Sure he was a woman, but he is a man now. Wasn't now all that mattered?
In the end my heart won out. I sent a text, not wanting him to hear the hesitation in my voice. "I want to be with you. Come over tomorrow. I want to see you. All of you." I sat my phone down, closing my eyes, ready to let sleep take me when my phone lit up with a notification. I opened it, seeing the response back. "I'll see you tomorrow then."
I fell asleep with a smile on my face. When I woke up, I refused to let my mind color my view of Stephen. I drank my coffee while we made plans for him to come over after lunch. I was tempted to search on line for what to expect. I could only imagine what I would have pulled up, so I decided to wait till I got to see the real thing in person.
I heard the knock on the door at one exactly. I opened the door to see that shy boy I had been fawning over in the coffee shop standing before me. I quickly pulled him to me, not saying anything, just holding him close. I felt his body relax as he embraced me back. I didn't want to let him go.
"Are we going to just stand here holding each other with the door wide open?" Came his soft laugh. I kissed him on the cheek before letting go. Shutting the door, I took his hand and guided us to the couch. "I know what you said in text." I heard the hesitation in his words. "The thing is, when it's in person, things tend to change."
That's when the idea hit me. It was silly. It was bizarre. It was brilliant. "Fine." I said standing up. It was my turn to give him the unexpected. "I'll show you mine if you show me yours." Before it could register with him what I had said, I pulled my shirt off. I stood before him, with my flat stomach and hard muscle chest. "Your turn."
Stephen laughed at my silliness. "You're crazy, you know that?" I started posing for him, flexing my muscles like some body builder. "Fine." He stood a grin on his face. "I'm not posing." I watched him lift his shirt. I admired his svelte toned body, the soft lines of his muscles and those kissable apple red nipples. "Do you like?"
My answer was shucking my pants in record time so that I was standing there in my boxers. My cock was stirring at the idea of seeing him naked. He was laughing at my zealousness. "You know when a man is standing before you in his boxer shorts, the last thing he wants to hear is laughing."
"I can't believe we're doing this." Stephen bent down, taking his boots off. "You know this is really sweet." He looked up at me with a grin. "Sweet and sexy." I waited impatiently for him to follow through. He stood, then dropped his pants, showing me the cotton jock strap he was wearing. "Do you think you can handle more?"
I removed my boxers as my answer. There was no missing my hard and ready cock. There was more than a casual interest in the look Stephen gave me as he drank in my body. His hands went to the waistband of his jock then stopped. "I can't." He turned his back to me. "I don't know why I thought I could, but I can't."
I went to him, turning him around to look at me. "May I?" He thought for a moment before shaking his head yes. I dropped to my knees. I looked up at him, making sure he was still okay. He smiled down at me. I took the soft fabric in my hand and tugged it down his legs. I looked at him, seeing what was lying beneath. I looked up at him then kissed his belly. "You're beautiful."
I kissed my way down, through his trimmed patch of hair till I was there. I saw it. His penis. His cock. His man dick. My tongue went out and flicked the tip of his four inch aroused cock. Before I knew it, he was in my mouth. "Aaron, you don't, fuck" Stephen's legs trembled and his hands were fisting my hair.
I moved him so he could fall onto the couch, legs spread and ready for my hungry mouth. I looked up at him, watching him watch me as I sucked him. I pulled off his cock then went for it. It had been some years since I had ever eaten pussy, but this was no pussy. This was his boy hole, his delicious wet boy hole.
I spread his legs revealing the soft tender lips. My tongue explored the warm moist folds. "Fuck, eat my boy cunt." Stephen moaned, pulling my head into him with one hand. I couldn't believe how hard I was. I kissed and licked, driven by Stephen's filthy encouragements. I dove in deep, letting my tongue explore and toy with him.
Stephen pulled me from his delectable delight to thrust his tongue into my pussy wet lips. The kiss was filled with passion and need. His hand found my aching seven inch dick and began stroking me. "Get up." He said breathlessly between kisses. I stood, staying stooped so that the kiss would not be broken.
He sucked on my lower lip before moving to my jutting hard on. I watched his pretty boy lips swallow me. I felt the tickle of his tongue along me as he moved up and down my drooling cock. I ran my hands through his curly black hair, mesmerized by the skill at which he took me to the back of his throat then right out again.
I could see the top of that cute ass I had been admiring and fondling this past month. I stretched down, running my hand along his back, my finger just reaching the top of Stephen's crack. He arched his back for me with a soft purr. It was driving me crazy not being in him. I was ready. He was ready.
I straightened up, letting my fingers feather touch him as they moved along the curve of his spine. I ran my hand over the smooth patch of skin on his cheek, then the soft line of his jawline stubble. With his chin cradled in my palm, I slid him off me. He looked up at me with expectant eyes. "Bedroom." Was all I needed to say.
I took his hand in mine, pulling him urgently along to the bed room. We shared a hurried kiss before I pushed him onto my lonely oversized plush bed. He propped himself up on one elbow with his legs spread, one hand stroking his cock. "Show me that ass." Came the growl from my throat.
He gave me a devious smile before rolling over and presenting me his savory bottom. My cock groaned to sink deep into him. I grabbed the lube out of my nightstand. I slicked him up, running my finger cautiously over his rear entrance. I watched as it shined up with the lube, a finger slipping in easily enough, then two and three.
"I've been fucked in the ass before." I heard Stephen say as he began riding my fingers for proof. "You don't have to be so gentle." I sank my teeth in his left buttocks as punishment for his comment eliciting a yelp from him. "Quit playing back there and give me that dick." He snarled. "Fuck me, Aaron."
I pulled my fingers from him, slapping his ass when I did. I stood, placing one hand on the small of his back the other on my cock, and took aim. I lined up and pushed forward, sliding through his ring into the warmth of his insides. "Fuck me." I saw Stephen throw his head back in pleasure. "Quit dicking around and fuck me, Aaron." His voice was needy, filled with desire.
"Oh, I'm going to fuck you." I snapped back, pushing slowly into his tight confines. "I'm just going to draw it out and enjoy it." I let out a sigh of satisfaction when I got balls deep in him. "Fuck you're tight." I pulled back slightly, then pushed back in gauging him. "Damn, baby. I'm going to tear this ass up."
Before he could respond, I took hold of his hips, moving him along my length, taking a little more and more out before slamming back in. I saw Stephen's hand move under him, playing with his cock and boy hole. The thought got me going, him pleasuring himself while he pleased me. I bucked hard in to him, bouncing him against me.
Stephen took the slams into him with pleas and begging for more. I went harder, went faster. I slapped his ass, dug my fingers into his tender flesh. My nostrils flared with animalistic desire. The caged sex beast in me slammed itself against the bars. I could feel it growing in power and strength, feeding on my desire for Stephen. I wanted to do more, have more with him. I wanted it all with him.
I pulled out, hard and ready. I flipped Stephen onto his back. He looked up at me seeing the intent on my face. He moved up onto the bed, giving me room to join him. I climbed on top of him, my cock sliding perfectly into the folds of his boy hole. I watched as the elation spread across his face.
It was different, but not so that I didn't want to do it. I began the slow rhythmic humping, remembering the failed attempts of my youth with women. This was no woman though. This was a man, this was a gorgeous sexy young man with a special spot in my heart and a special hole for my cock.
I watched his face for any sign of pain, but only found pleasure. I moved in and out, kissing his pouty lips, sucking on his smooth neck. I felt Stephen's hands on my back, his nails grazing the skin, digging in slightly when I hit that spot just right. "Oh, fuck, Aaron." Came his growly voice in my ear. "You feel so good in me."
I could feel the beads of sweat forming on my body. Stephen's eyes were glazed over. I felt the dig of his nails into my back as I moved in and out. I sucked on neck, driven by the whimpers of pleasure I was giving him. I felt the hard bite of his teeth in my shoulder when his body shook underneath me.
Nails scratched across my back. "Fuck." He grabbed my head, looked me in the eye with fierce intensity. "Don't fucking stop." I didn't. I kept on, our eyes locked, his hand holding me so I could not look away. I saw him bite his lower lip. The arm that held my hand began to tremble, his hand fisted in my hair, pulling me down for a kiss.
I felt the shudder through his body while our tongues danced with one another. Our bodies were soaked with exertions of our sexual hedonism. I could feel the climatic end approaching. Stephen let go of my head, a blissful look spread across his face. I couldn't hold back. Seeing him in this angelic state I had given him set me off.
"I'm going to blow." There was no holding back now. Stephen was still lost in what I assumed was his own orgasm. I pulled out, straddled his hips and let my fist fly in blurred speed. My body tensed. Bolts of white lightening shot from my cock. My pent up load hit his skin, mixing with our sweat.
I felt light headed as the last bits dribbled out. My body finally realized that it had been sending blood to the wrong head. I fell over to the side exhausted and spent from all that we had finally done. I wanted to reach out to Stephen, but I lacked the strength to do even that. All I could do was radiate in the love we had just made.
Stephen rolled over into my arms, cuddling next to me. "That was amazing." I said in wide eyed disbelief. I put my arm around him, bringing him closer so he could rest his head on my chest. "We didn't even do any of the fun kinky stuff." I heard a quiet laugh come from Stephen. "I guess I'll be the designated top, huh?"
"Oh, no baby." Stephen pulled himself onto my chest so he could look into my eyes. He kissed me, a brief peck on the lips. "I'm fully versatile." He stifled a laugh at the look of confusion on my face. "You're a Gay man of the times aren't you?" I still had no clue what he was talking about. "Aaron, have you never heard of snap on tools?"
My cock stirred to life at that thought.
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