My Boyfriend and My Best Friend

Alex has the perfect best friend and a gorgeous boyfriend. What happens when these two worlds collide at a suburban pool party? Meet Ben, Jeff, and the rest of the crew in Chapter 1 of My Boyfriend and My Best Friend.

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  • 10 Min Read

Chapter 1 – Ben and Jeff

Alex Pov

I met Ben working in a call centre 15 years ago. Ben and I were both gay and just navigated towards each other, I found Ben extremely attractive, he was tall with a bit of muscle on him, not too much, he had a scruffy beard happening and looked like he was packing downstairs…. lol and I would have loved to date him; I got the vibe that Ben didn’t feel the same way.

I had dropped a few hints over the years to get a sense of any interest, but there wasn’t anything on Ben’s side, so we just became best friends. Ben had a wicked sense of humour, which I loved, and we liked to go out for a drink after work a few times a week to burn off the stress of our jobs. We would have a couple of drinks and gossip about what we’d heard about our workmates and bosses, and share who we liked and who we thought were the office wankers.

We also talked about our dating lives and hookups. Ben was much more successful in that area than I was. He had this easy confidence that drew guys to him like moths to a flame. I’d watch him work his magic at the bars we frequented, sometimes feeling a pang of envy mixed with admiration as he’d catch someone’s eye from across the room and within an hour be leaving with them.

“It’s all about projecting what you want, Alex,” he’d tell me whenever I asked for advice. “Most guys can sense hesitation. You overthink everything.”

He wasn’t wrong. My analytical nature served me well at work but was a liability in my love life. I’d second-guess every interaction, every text message, until potential connections fizzled out from my indecision.

 

Three years ago, everything changed when I met Jeff at a bar in Fitzroy. Ben and I were at UBQ on Smith Street, dancing, drinking, and having fun. I went up to the bar to get us some more drinks. There was this tall guy, he must have been at least 6ft 4in with blonde hair, beautiful green/blue eyes, and muscles that stretched out his top showing off a bit of hair, mmm, just my type, he looked at me.

Hey, handsome, how are you? He asked (not very original, I know), I looked around just to check he was talking to me…lol, I told him I was doing great, I was here with Ben, my friend, having a bit of fun. After chatting for a bit, I asked Jeff to join us for a few drinks.

I could tell Ben was definitely liking what he saw when Jeff joined us. Mouthing to me when Jeff wasn’t looking, “fucking hot”. We hit the dance floor when the DJ started playing our favourite Kylie and Gaga songs. Jeff kept dancing close to me, and at one stage leant in for a kiss. We kissed for a bit, then went back to dancing.

A few of Jeff’s friends joined us on the dance floor, and Ben was definitely having fun dancing and flirting with these guys. The drag show started, and everyone moved towards the stage at the front of the venue. Jeff grabbed my hand and moved me in front of him to watch the show, slowly moving his body in sync with mine. I could feel the bulge in his jeans.

As Jeff pressed against me, I felt a delicious shiver run through my body. His hands rested on my hips, thumbs gently stroking the small of my back through my shirt. The drag queen on stage was belting out a Whitney Houston number, but I could barely focus on the performance.

“You’re so sexy,” Jeff whispered in my ear, his breath hot against my neck. “I can’t keep my hands off you.”

I turned my head slightly, our lips nearly touching. “Then don’t.”

The rest of the night was a blur of dancing, drinking, and stolen kisses in dark corners of the club. When closing time came, Jeff asked for my number, and I eagerly punched it into his phone. Ben gave me a knowing wink as we parted ways outside the club, Jeff heading off with his friends while Ben and I shared an Uber home.

“He’s fucking gorgeous,” Ben was saying, I know, right? I told him, hopefully, we’ll catch up again.

I was surprised when Jeff texted the next morning. Usually, after a night like that, guys would wait a few days, playing that ridiculous game of who can seem less interested. But not Jeff. His message was simple: “Can’t stop thinking about last night. Drinks next Friday?”

I showed the text to Ben when we met for our Sunday brunch ritual at our favourite café in Brunswick.

“Well, well,” Ben said, raising an eyebrow over his flat white. “Someone’s eager. You going?”

“I don’t know,” I replied, though I absolutely did know. “Too soon?”

Ben rolled his eyes. “There you go, overthinking again. The man’s hot, interested, and apparently doesn’t play games. Just say yes, for fuck’s sake.”

The next week, we met up for a drink. I had to look twice when I saw him; he was in this hot navy business suit, the pants were tight-fitting, showing off a nice bulge in the front and a tight-looking ass at the back.

He worked for an accounting firm in the city and told me the job was pretty busy during the week. He worked late most nights but really liked to relax once the weekend arrived. I worked for a Telco in the city at the time, so we didn’t work too far apart; he was just a few blocks away.

After a few drinks, I got a bit of Dutch courage and asked Jeff if he wanted to come back to my place, as my flatmate was away for the weekend, and he agreed with a big grin on his face. We Ubered to my place, as soon as we were in the front door, Jeff was all over me, his hands were on my ass, and his tongue was down my throat…lol.

I pushed him into the bedroom, and we were out of clothes in less than 30 seconds. He had a gorgeous chest with a bit of hair. I pushed him onto the bed and started to kiss his body, licking my way down his neck and sucked on his nipples, giving them a playful bite. I continued down his front, kissing his stomach and his belly button.

 

I stuck my face in his crotch and just breathed in; he smelt like musk and soap. He had a nice, big cock, probably 8in with a lot of thickness to it. I was a similar size, maybe a little smaller. I grabbed his cock, giving it a good feel, starting to wank him, and pulling his foreskin back so I could lick the head.

For the next 10 minutes, I was in heaven worshipping and slobbering over his beautiful dick. Bit by bit, I took him down my throat. After a while, he moved me up so we could kiss again, mmm, his tongue tasted so good, he told me it was his turn.

He kissed and licked his way down my body and took my cock into his mouth. He started sucking on my balls and then began to lick lower. He pushed my legs up and then started to play with my ass. He would kiss and lick my cheeks and then playfully run his tongue through the crack of my ass.

He licked around the rim of my hole, oh fuck, his tongue was hot, I thought I would cum just from the stimulation of his tongue on my hole.

He pushed his tongue in my hole and was practically tongue fucking me now. I was moaning like a madman; I was so in lust with this guy. He kept stabbing me with his tongue, and I was moaning like crazy. I told him he needed to fuck me now; we were both on prep, so we decided to just go with the lube, maybe a bit risky at this early stage, but I had a good feeling about this guy.

He teased his cock over my hole for a bit, slowly bit by bit, he pushed his cock inside me, fuck, I felt so full. This had to be the biggest cock I’d had. I gasped as he slid all the way in, my hole stretching to accommodate him. Jeff leaned down and kissed me deeply, swallowing my moans as he began to move his hips in a slow, steady rhythm.

“You feel amazing,” he whispered against my lips, his eyes locked on mine with an intensity that made my heart race. “So fucking tight.”

He gradually increased his pace, angling his thrusts to hit my prostate with each stroke. I wrapped my legs around his waist, pulling him deeper, my fingers digging into the firm muscles of his back—the bedroom filled with the sounds of our heavy breathing and skin slapping against skin.

“Harder,” I begged, not recognising my own voice, so thick with desire. “Please, Jeff.”

He obliged, driving into me with powerful thrusts that had the headboard knocking against the wall. I was in heaven, he kissed me deep, sucking on my tongue, while fucking me hard, I told him I wasn’t going to last much longer, my cock was rock hard and the friction of our bodies was enough for me to blast a hot load of cum all over our stomachs, Jeff felt me lose my load, he was fucking harder now and was moaning uncontrollably, ohhh fuck he moaned….as he was filling me up with his load.

Over the next few weeks, we started seeing each other a couple of times a week, sometimes at his place, sometimes at mine. We had already decided we wouldn’t see anyone else after a couple of months, and after dating for six months, Jeff asked me if I wanted to move in with him. Of course, I said yes, and we have been pretty much inseparable since then.

I can’t believe how quickly I fell for Jeff. This man was truly gorgeous, but also kind and thoughtful. He was always pampering me, bringing me my favourite desserts or my favourite bottle of wine.

During this time, I was still hanging out with Ben, of course, he’s my best friend. Sometimes we would go out together, and other times Jeff would come along as well. They seemed to get along well. Ben, being the eternal flirter, always had his arms around Jeff, kissing him on the cheek or patting his ass. Jeff loved the attention.

I was so in love with Jeff; I knew he loved me, and I didn’t have to worry about Ben and Jeff. Ben and I had been friends for years; he would do anything for me, and there was no way he would ever hurt me.

Ben was over at our place one Saturday afternoon, watching the latest episode of Drag Race. He had his feet in Jeff’s lap as sometimes happened, and mentioned he was having some friends and family over for his birthday in a couple of weeks.

He invited Jeff and me. It was going to be at his parents’ house, as they had a large entertaining space and pool in their backyard. Ben told us we could stay in one of the bedrooms, so we didn’t have to worry about drinking and then getting home.

I had met Ben’s dad and step mum a few times over the years at different family events and had always gotten on well with them. Ben’s dad, Max, was always very friendly, very tactile, always going in for a hug and rubbing your shoulders and back.

He was in his early 60s but still had a great physique from going to the gym with his boys. He always had a bit of bulge going on in his pants, so I knew that big dicks must run in his family. I had seen Ben’s cock many times in the work toilets or getting changed in his bedroom when we were going out, not that I was really looking…lol…of course I was, Ben didn’t let on even if he knew I was perving on him.

Ben’s biological mother had passed away before I met him, and his father had remarried; his step mum already had two boys, Liam and Chris. The moment I met Ben’s stepbrothers, I was intrigued. Chris was this redheaded 6ft hottie with nicely defined pecs and large arms from working in the building industry. He had this great smile and an infectious laugh that you couldn’t help laughing with him, whatever the story he was trying to tell.

He definitely had some strange ideas when you spoke to him about COVID or politics, or his flat-earth theories, but each to their own. Recently divorced, Chris seemed a bit bitter toward his ex-wife but was still moving on with his life.

Liam was the other brother; he looked older than Chris but was actually younger. Blonde hair with a beard and a moustache suited him, a little shorter at 5ft 9, not quite as built as Chris, but still had a nice body; his ass was very nice looking in those tight jeans. Liam was a bit of a moody character, the type who thought the world owed him a living; he always had some conspiracy theory about what was happening.

The day of Ben’s birthday arrived quickly. I finished my shift at work early, rushing home to pack an overnight bag, making sure I included shorts for swimming. It was going to be a very casual affair; I had black jeans and a casual top, nice enough for a birthday celebration. Standing in front of the bathroom mirror, I fussed with my hair, wondering who else would be at the party.

“You almost ready?” Jeff called from the bedroom, already dressed in fitted jeans and a navy button-down that accentuated his broad shoulders.

“Just about,” I replied, giving my reflection one last critical look.

The drive to Ben’s parents’ house took about twenty minutes, winding through Melbourne’s leafy eastern suburbs. As we pulled into the driveway, I could already hear music pumping from the backyard. Several cars were parked along the street—clearly, we weren’t the first to arrive.

To be continued….


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