📚 my best friend is a femboy Part 3 of 7
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GAY SEX STORIES

My Best Friend Is a Femboy

My Best Friend Is a Femboy

by Hourglass_twin_erotica
19 min read
4.82 (11500 views)
femboygayanalbreedingromantic
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I awkwardly tried to pull my keys out of my pocket as I grappled with the numerous carrier bags hanging from my arms and hands. My fingertips were scraping against the keychain in my pocket, but I couldn't quite reach far down enough to grab them. Raising one leg and leaning my body to the side, I finally managed to gain some purchase, slowly, agonizingly pulling out the keys as I pinched my index finger and thumb together. With them finally free, I clumsily pushed the key into the door, turning it and pushing the door open, stepping inside the flat and nearly tripping over as the weight of the bags dragged me to one side. Staggering towards the kitchen counter, I lifted the various items I had purchased onto the side, finally able to stand properly and take in a deep breath. Checking my watch, it had just passed three in the afternoon meaning Ash wouldn't be home for at least another two hours and I still had plenty of time for what I had planned. Returning to the front door, I closed and locked it, taking off my jacket and shoes, putting them in their proper places by the door before returning to my bags. Beginning to unpack them I slowly pulled out and organized everything I was going to need for the night ahead.

Today was our six month anniversary and I had been planning for this day for weeks. Ash had been having an especially tough time lately as his Mum had resurfaced, but as per usual, it wasn't so she could reconnect with her son, but instead begging for money to buy more booze or asking to come and stay with us as she'd been kicked out by her latest "boyfriend." Ash had of course refused, learning long ago that fueling her behavior just made things worse, but his mood had definitely dipped and he'd needed a lot more attention from me lately. This just meant that I wanted tonight to be even more special, so he could forget about everything going on around him, university, housework, socializing, his mum, everything, instead just focusing on the love I have for him. I smiled softly to myself as I pictured his beaming face in my mind before returning to the task at hand. First I needed to set up the bedroom, taking two of the bags into what used to be my room, but was now the space we both shared and where we slept together.

Emptying out the bag onto the bed, I sorted through the various items I'd purchased in town, starting with the tealights. I placed them all over the room, on the bedside tables, along our dresser and windowsill and by the time I was done, there wasn't a square inch of available space that didn't have a little candle waiting to be lit. Next up were a pair of love heart shaped balloons which I inflated and tied to the headboard, making sure they would be well clear of the flames of course. While I hoped that the flames of our passion would be hot, I definitely didn't want to start a house fire, although that would certainly make for a memorable anniversary! Finally I took out two huge bags of rose petals, scattering them across the floor, out of the bedroom door and down the hallway to the door that opened into the main living area. With some candles left over, I decided to line them up along the walls of the hallway too. It would take a long time to light them all, but as I surveyed the scene I had set up, I was happy with my work, picturing how happy Ash would be when he saw it, his dimpled little cheeks blushing as his eyes sparkle like they always do when he looks at me. I could feel my heart beating faster in my chest as I thought about my boyfriend, taking a second to calm myself down before returning to the kitchen. There was still a lot to do.

Checking the time, I only had around ninety minutes until Ash would be home, so I needed to get a move on if I wanted to have everything ready by the time he gets back. Emptying my grocery bags I got to work on our food for the evening. First up was our starter, a true classic in the form of a simple caesar salad. I prepared the lettuce, bacon, cheese, croutons and dressing, putting each into the fridge ready to be put into a bowl and tossed prior to serving. I had bought a premade sticky toffee pudding for dessert which would need putting into the oven shortly before Ash got home, so I turned my focus to the most laborious task, our main course. Ash' love of anime also stretched to Japanese culture in general and I'd spent the last several weeks learning everything I could about sushi making, watching videos online and reading articles and now it was going to be my first try at actually preparing it myself. I was nervous to try, but I knew I needed to do a good job, once again picturing my beautiful boyfriends smiling face to give me the necessary motivation.

Laying out some squares of cling film on the counter I applied each with the sushi rice I had prepared earlier in the day, ensuring all of the space was covered and that the layer was as uniformly flat as possible. Taking the sharpest knife we owned I started adding crab along with some thin slices of avocado and cucumber. Now came the trickiest part, using the bamboo mat to roll the sushi up. I loaded up a video to remind myself of the correct technique and after a couple of attempts, I managed to pull it off. Removing the roll of sushi, I sliced it into individual portions and sprinkled sesame seeds on top. Comparing it to pictures online, it wasn't a bad first attempt at a California roll and I repeated the process again so we would have two portions. I also tried making some nigiri, thinly slicing raw salmon to top small mounds of rice, which was significantly less fiddly than the rolling had been. I probably should have started with them, but nevermind.

Pulling out a large white platter I set about meticulously placing each piece of lovingly prepared sushi on it, lined up neatly to look as aesthetically pleasing as possible. I poured soy sauce and wasabi in little bowls ready for dipping before I carefully slid the food into the fridge and checked the time. Thirty minutes left. I looked around the kitchen to make sure everything was ready to go, quickly setting the dining table and running off to jump into the shower and get ready for the evening of celebrations ahead. Once I had finished my routine I stood with a towel wrapped around my waist looking at my reflection in the full length mirror in the bedroom, my short, wet hair looking like a bird's nest, broad, muscular shoulders and my toned chest and stomach proof of all the hard work I put in at the gym over the past several months. I have never considered myself to be a vain person, but I couldn't deny that I felt good looking at myself now. Investing time into my own personal fitness as well as the love and compliments from my boyfriend had really boosted my self-confidence, but it was very important to me that I didn't let it get to my head, that I stayed humble and grounded. I'd known too many people growing up that I had thought were friends but eventually they'd abandon me when they became more popular, athletic or attractive than me, discarding me like an empty crisp packet into the trash. It was part of why me and Ash had been so close, he'd never left my side, always supporting and loving me unconditionally, always there to comfort me when I'd been let down by someone I thought I could trust. He was my safe place and someone I could always depend on, no matter what.

Dropping my towel I took one final look in the mirror, my cock gently swelling and throbbing as my mind raced at the thought of the night ahead with the boy I loved more than anything else. Opening my drawer I pulled out a pair of tight black boxers that would really hug my body and would guarantee to have Ash going crazy with desire once he saw them, pulling them on along with a matching pair of socks. Going into my wardrobe I took out a pair of smart black slacks and a white shirt, putting them both on before finishing the outfit with my recently polished black shoes. Checking myself in the mirror again, I was happy with how I looked, smart yet casual, my fringe hanging over my eyes a little and a soft smile on my lips. I unbuttoned a couple of the buttons on my shirt to expose some skin and show off my chest, a little hair peeking out and making me look really masculine. I looked good, I couldn't deny it and hopefully Ash would feel the same. Checking the time, I realised that he would be home in a few minutes, scrambling to return my towel to the bathroom and making sure the bedroom looked perfect. With only a couple of minutes left, I set about the painstaking task of lighting all the candles, finishing the last couple with only seconds to spare.

As I walked back into the living room, I heard Ash turning his key in the lock, positioning myself in front of the door and leaning casually against the wall. I wanted to look as good as possible for him and as the door swung open, he came inside, eyes looking towards the ground. He kicked off his shoes, hanging up his coat and bag, before finally turning to face me. The second he laid his eyes on me, his jaw dropped, mouth agape, cheeks turning red as I saw that sparkle in his eyes that made my heart flutter every time. He seemed transfixed for a few moments before looking around the room, seeing the table set for two and smelling the aroma of our dessert wafting from the oven. "What's all this?" He asked in a slightly confused, wavering voice as he took a couple of steps towards me.

"Happy Anniversary!" I exclaimed happily, spreading my arms to welcome him home and Ash immediately ran to me. Wrapping his arms around my waist he accepted my embrace gratefully, head resting against my chest as he bounced up and down on his toes, excited happiness flowing through his body as our hearts both beat faster in our chests.

"Happy Anniversary Bruce," he replied as he looked up at me, those deep brown eyes of his threatening to swallow me whole as I gazed into them. "I can't believe you remembered!"

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His words stung a little, but it was a fair comment, I was notorious for being terrible with dates. Despite now being an adult, living independently and studying for a degree, I still couldn't remember my parents birthdays, fathers day, mother's day etc off the top of my head. The only date I could actually remember was Ashley's birthday, which Mum and Dad used to gently tease me about when I was younger. I was glad I'd had the foresight to set a reminder in my calendar when I woke up after our first night together and as I held this beautiful boy in my arms, my mind was cast back to that fateful morning where Ash went from my best friend to my boyfriend.

I had awoken tangled up with his body, which was hardly out of the ordinary based on our friendship, however, what was unusual was the fact we were both almost naked and my raging boner was pressing against his arse. My immediate response was to release myself from his embrace and run away, but something in the back of my mind told me to stay. As the grogginess subsided, fractured moments of the previous night started to come back to me. Ash in his sexy little outfit sitting on the sofa and looking anxious. Our first kiss. Him on his knees, my cock buried in his throat. Sliding inside him slowly, feeling him wrapped around me, truly becoming one for the first time. As it dawned on me what had happened between us I pulled him closer to me instead of pushing him away, breathing in his scent, savouring the feeling of his small, warm body against mine. His skin was so soft and his sleeping face was nothing short of angelic. My heart ached in my chest as I looked at him and remembered my final thoughts before passing out the night before.

As I lay there, I felt Ashley stirring, letting out a soft yawn as he stretched, unintentionally digging my cock against his perky little cheeks even more so than before. I felt a shiver of pleasure run through my body as Ash let out a satisfied sigh with a hint of lust as he felt my hard member against him. "Mmm, I must still be dreaming," he mumbled to himself, eyes still closed.

"I'm afraid not," I replied, kissing him on the top of his head softly. He just about jumped out of his skin, eyes snapping open wide, alarm written over his face as he looked at me.

"What the fuck Bruce?" he asked, embarrassment and shame evident in his voice, "Why are you hard?" Instinctively I released my grip on him, brain scrambling to try and come up with the right words. He started to pull off the covers, glancing down and quickly putting the duvet back, pulling it up to his neck. As he turned to me, his cheeks were burning a deep, deep red, lip quivering, tears forming in his eyes. He clearly wasn't properly awake yet and couldn't remember what had happened between us. He must be so confused, waking up in lingerie in bed with your best friend, erection pressed against you. I still couldn't think of what to say, so instead, I blurted out the first thing that came to my mind.

"So you don't remember last night?" I asked, cautiously, trying to give him time to recall what had happened.

"Last night?" he asked, looking confused, mind whirring as he tried to remember. I watched as I saw the pieces slowly fall into place, small smiles and glints in his eye showing the memories coming back. After what felt like forever, he finally spoke again. "Wait..., that was real?" He asked in a bewildered voice, "not a dream?"

"Very real," I replied, leaning forwards to gently cup his cheek with my hand, "and it was the best night of my life."

Ash whimpered in response, clasping his hand over mine, pupils dilating as he stared into my eyes. "R..., really?"

God damn he was cute. I wanted to bend him over and fuck him right there and then, but we still had plenty of time for that in the future. Instead, I leaned forwards to kiss him, starting to close my eyes before he stopped me with his hand. "Morning breath," he explained awkwardly as I just smiled back at him.

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"I don't care," I said calmly and confidently, "now shut up and kiss me cutie." He almost purred with happiness, softly vibrating in my arms as I placed my other hand on his face pulling his lips to mine, serotonin rushing through my body as I felt their softness against me. We kissed tenderly, bodies intertwining more with every passing second, minds exploding with euphoria as we expressed our newfound love in the bed where we had first cemented our relationship.

After several minutes we finally parted, resting in each other's arms, Ash's eyelashes fluttering as he looked up at me. "That was nice," he whispered shyly, "I'm surprised you haven't run away after last night," he admitted, his self-confidence issues coming to the fore once again. Hooking my finger under his chin, I tilted his face up to look at me. He looked so innocent, small and fragile. As a friend I'd promised myself I'd always protect him, but with his heart held together with string and sellotape sitting in my hand, I knew that keeping him safe was more important than ever.

"I'm not going anywhere," I whispered softly to him, a huge smile covering his face immediately. "I actually had a question for you." His eyebrows shot up, but he stayed quiet, allowing me to continue speaking. "I know this may seem sudden, but we've been best friends for years and last night..." I trailed off for a moment, searching for the right words. "It felt strange at first, but once I got past that, it just felt so right, y'know?" Looking down at Ash, he was nodding at me in agreement, nervously gazing at me, eyes getting wider by the second. "I know we will have a lot of challenges, but I don't care. We can deal with them together. Ash," I paused, gathering the courage to finish my sentence, "will you be my boyfriend?"

Apparently I had zoned out, lost in my memories as Ash speaking broke me out of the haze of fuzzy feelings I had been revisiting. "So, what do you have planned for us?" he asked gleefully, bouncing up and down with excitement as I held him.

"Well, I've spent all day making a special meal, so why don't you take a seat and I'll dish up our starter?" I suggested, pulling out a chair and inviting him to sit down.

"Such a gentleman," Ash commented as he took his place, gently stroking my arm as he sat down and I tucked the chair underneath his cute little booty. Leaning down to kiss him on the head, I stroked his arms gently before making my way over to the fridge, taking out everything I would need and placing it on the side before returning to the table with a bottle of wine in hand.

"This is a 2023 vintage," I explained in my best attempt at a posh somaliers voice, "with rich notes of grape, wine and booze, this bottle was acquired from a local independent artisan store." As I unscrewed the bottle cap and started to pour some of the fragrant red liquid into Ash's glass, I leant down to whisper in his ear, "otherwise known as the local off licence," making him giggle in the adorable way that only he could. I stood upright, waiting for Ashley to have a taste and deliver his verdict. Playing his part perfectly, he swirled the wine in his glass before sniffing it and taking a light sip. After moving the liquid around his taste buds and swallowing, he looked at me, putting on his own hoity toity voice.

"It shall suffice," he said, doing his best to keep a straight face, quickly cracking as we both laughed together and I poured some more vino into his glass. Placing the open bottle on the table, I made my way back to the kitchen, combining all of the elements of the Caesar salad into a bowl, grabbing a pair of tongs and the dressing before carrying it all over to the table. Setting it down, I looked over to my boyfriend, who was studying me intensely as I added the dressing to the bowl, mixing it thoroughly so that all the ingredients were properly combined and coated in the creamy, rich, tangy sauce. Once satisfied I used the tongs to make us both a plate of the appetiser, handing one to Ash as he smiled over at me. "I hope that's not the only time you toss my salad tonight," he teased with a cheeky little wink, causing a rush of desire to surge through my body.

Taking my seat, I pushed down the urges surging deep within me, instead focusing on the food in front of me and giving my partner a magical night. "Well, you'll have to be a good boy and be patient for me," I explained, "I still have a lot planned for our evening."

"Mmm, I like the sound of that," Ash replied with a naughty little smile before taking the first bite of his food. "This is really good Bruce!" he exclaimed, reaching across the table to take my hand and give it a little squeeze. "Thank you," he whispered tenderly. I knew that he didn't just mean for the meal, but for everything that had transpired between us in the past six months. Tonight was going to be my attempt to show Ash how much he means to me, although I know that no words or gestures could ever match the way I felt about him, however hard I tried.

We spent the evening enjoying each other's company and the food I had prepared for us both. The starter went down well and while my sushi was certainly an amateurish attempt, Ashley was very kind about it and said that he thought I'd done a good job, which made me swell with pride. The room was filled with love and laughter as we talked about our respective days, the past few months together and what our future would hold. By the time our spoons hit our empty dessert bowls, the last remnants of pudding starting to digest in our stomachs, the bottle of wine was empty and we were both feeling full, tipsy and more than just a little bit randy. As we looked across the table at each other, the tension was palpable, threatening to overflow at any second, but I was determined to be a gentleman.

"That was amazing," Ash said warmly, relaxing back against his chair and stretching with a large, satisfied yawn. "Thank you for doing this for me baby."

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