My New Life

Disclaimer: This story contains bisexual man-on-man sex. It marks the beginning of J's exploration of his new life, fully accepting of his bisexual needs. If you find this offensive or uncomfortable, go back to the menu and pick something else to read.

It started simply enough, with a thread on FetLife entitled, "Bi fwb wanted - Orlando/ Winter Garden/ Clermont Area."

"Looking for another discreet bi buddy to explore with on occasion. Looking to build on trust and hoping we can keep this ongoing discreetly. It's nice to know you have a "friend" you can call to help de-stress.

If you can keep it discreet, you should send me a message. Also - if you are going to respond, you should live relatively close to my area (within a 45 minute drive)."

It sounded like one of the things I was looking for. No stress. A chance to explore and experiment, to figure out what felt "right" without pressure to be anything but physically involved with no emotional baggage.

I clicked on his handle and went to his profile. Biflexible. His description was focused on women and barely mentioned anything same-sex. There were two pics, one in boxers and the other showing what looked to be a clean, attractive, well-groomed cock and balls. Cut. Maybe 6-7" with good girth and a nice head.

I hit the "Mail" button to send a direct message and started to type:

"Seems like we're very much looking for the same thing. Trust and discretion is important to me, too.

I'm a bi-flexible bottom, I've been pegged and loved it and I want to do more. I'm not looking for a deep emotional relationship, but a FWB situation where we can get together, have fun, and take care of each other is perfect.

Check out my profile. There's some fetish stuff there, it's all fair game if you're interested, but doesn't have to be. Let me know what you think and we can meet in public soon."

A couple of days later I heard back and he suggested we meet at a hotel bar between our two places at Happy Hour the next day (a Thursday). I liked his thinking, it would have a few people around but mostly be low-key. He said to call him "M" and he would call me "J." Worked for me.

So as the day went along I found myself to be more and more distracted while working from home. Eventually my phone wound up leaning against my laptop screen showing bi-sexual porn with the audio routed to my wireless headphones. I could feel my dick dripping in my shorts!

When it was almost time to leave for the meeting, I took a few minutes to evacuate my bowels and do a quick warm water rinse. I threw a couple condoms and a small disposable tube of lubricant in a fabric pouch that I put in my cargo shorts pocket. I was a Boy Scout in my younger years and always lived by the motto to "Be Prepared." This meant I also put a medium jeweled butt plug in place.

As I drove, the plug was a firm reminder of where I was going and what might happen. For the first time I was prepared to cross a line I had never crossed. Was it really what I wanted? There was a minimum of debate in my mind and my decision was galvanized.

When I got to the hotel parking lot I texted M that I had arrived. He said he was ordering drinks and asked what I wanted - and told me he had a booth in the back corner. I sent my drink preference and said I'd be in momentarily. I parked the car, took a minute to collect myself and leveled out my excitement.

I got out of the car and had to keep telling myself to stay cool and not hurry. I entered the hotel lobby and made my way back to the lounge entrance.

Once inside I had to pause and let my eyes adjust to the darker ambience. As I looked right I saw the bar with a few people watching a game on TV and chatting. The only staffer was the bartender. Music was playing, some eighties rock and roll song, perfect volume to be present and not loud enough to interrupt conversations. Booths lined the left side wall across from the bar and the second to last in the back corner was M.

M was pretty much what I expected. Dusty blonde, clean shaven, probably mid-40's or a well kept 50. He probably stood 6' or so, a little overweight but in better shape than me. Casually dressed, he was wearing shorts and a fishing shirt. I made my way to the table and he looked up, making eye contact and gave a slight wave. By the look on his face I could tell he wasn't caught off-guard either.

We shook hands and said hello to each other. No drinks yet, so I sat across from him and complimented him on his choice of meeting spots. We made some chit chat and our drinks showed up: whiskey & coke for him, a boilermaker for me. We toasted and I threw the shot back.

We talked about ourselves, familiarizing each other, no different than any two guys would do early in a friendship. We had things in common, both of us had families and wives that had gone cold. We both worked white collar jobs from home and travelled a reasonable amount for work. I finished my beer, motioned to the bartender for two more and excused myself to go to the bathroom.

The hallway behind M made a hard right turn and there were three doors. The first was the women's restroom, the next a uni-sex room that was handicapped accessible (large, with a higher toilet, hand rails, and an accessible vanity), and then the men's room. I went into the men's room and found a couple urinals and two stalls, one accessible. It was in my nature to notice this stuff, which I was glad for.

When I got back to the table the second round of drinks had arrived. I raised my shot, "To special friendships!" M repeated my toast with a grin and we touched glasses. The second shot prompted a soft warm glow to start to form.

At this point, the conversation turned to expectations and preferences. M started the whole "I've never really done anything like this, I'm not gay, I just want to try things and relax and enjoy myself..." I assured him that I understood, I felt the same way, and wasn't remotely looking for an emotional attachment. We both loved our wives but needed more and getting involved with another woman would almost certainly lead to too much baggage.

As we talked, M described himself as a top with an interest in maybe trying bottoming, though he'd never experimented receiving anal. He primarily felt dominant, but again was curious about switching. I told him I was very much his compliment, almost perfectly opposite but had experience with anal penetration and enjoyed it. He asked if I had ever climaxed from anal and I admitted that I had a couple of times but had to be very aroused and very stimulated.

He then asked me about some of the pictures on my profile. Whips, crops, floggers, my bruised ass. I told him that I enjoyed the pain when I was aroused. But I told him it was on the table but not any kind of a requirement. He seemed relieved. Then he asked me about my fetishistic cross-dressing and I told him I enjoyed the feeling of the lingerie and underwear and that I often wore women's underwear under my masculine clothing. I told him that it wasn't that I wanted to be a woman, but dressing helped me let my feminine side come out, and focused my submissive bottom tendencies. He asked if that too was on the table but not a requirement and I chuckled and said it was, but only for special friends. He blushed a bit.

Before we knew it, we were deep into our third round of drinks and I could tell he was pretty buzzed (so was I) and very aroused (ditto). I told him that I wasn't easy to get off and asked about his stamina. He said he was pretty average for his first climax, but could get up again pretty quickly and could withhold his second as long as he wanted to. He said he thought about even trying porn acting but was too shy and didn't think he was big enough.

"So M, are you daring?" He looked at me inquisitively. I leaned forward and said, "I'm going back to the middle door. It'll be closed but unlocked. Give me two minutes."

At that I rose and went back to the uni-sex bathroom. I went inside and closed the door. Quickly, in near total darkness, I pulled out the pouch of condoms and lube and set them on the TP dispenser, stripped down and hung my clothes on the hook behind the toilet and sat down facing the door. I was already just past half-mast and slowly rubbed my nipples in the dark.

The door opened tentatively and I saw M's head poke in. Enough light came in for him to see me inside and he stepped over his line and into the room. He quickly locked the door and turned on the light. His clothes came off quickly, his shorts and boxers easily dropping over his shoes. He hung his clothes on a hook on the back of the door, turned toward me, and approached me.

He stopped a bit in front of me as if to allow me to stand. Instead, I grabbed his hips and pulled him close to me, between my knees. My right hand slid across his abdomen to grasp his inflating cock at the base and my left hand kept pulling him in. His cock found it's way into my mouth and I went to work, starting with one or two quick knob polishes and then swallowing him whole to the root.

As I deep-throated him, alternating with polishing his head with my tongue, my right and left hands moved up to caress his nipples. M groaned from deep within himself. Between the hard, warm saltiness of his cock and that deep moan, any inhibitions or reservations I had left me at lightspeed. M gently started rocking his hips with my sucking and he slouched a bit to allow his hands to find my nipples. Always a sucker for having my nipples stimulated, my energy went up a couple of notches and I started a low, barely audible humming.

In a few minutes of concentrated blow-job, I could feel that M was ready to erupt. I took him deep into my throat and gave his nipples a firm pinch and twist, igniting his launch. His hot seed shot down my throat and I barely tasted its salty viscosity. M's second and third hard spurts accompanied solid thrusts into my face and I relished in taking him deep. He must have been building up for weeks, he kept pumping strong thick shots into my throat.

As his load finished and he started to drop back to normal, I moved my hands to rub his lower back and his ass. He had contained his moans pretty well and was now catching his breath, trying to collect himself. I could tell his knees were weak so I pulled him in and hugged his middle, giving him support.

Once his afterglow subsided enough, I let him step back and pull away. "Wow," was all he had to say and he looked over to the TP dispenser. "What is that?"

"I made sure I was prepared for whatever and if you can resurrect that dick, you can see what's in there."

M reached down and started pulling at his cock. I reached out for his balls and cupped them in both hands, rolling them softly but firmly. I tugged him to me and pulled him down to sit on my lap. My mouth went to his left nipple and my left hand to the right one. It didn't take long and I could feel him starting to stiffen and grow against my belly as he stroked.

As I continued to work on his nipples I reached over with my right hand and grabbed the pouch, handing it to him. He opened it up and pulled out a condom and a tube of lube. He ripped the wrapper of the condom using his teeth and pushed me back so he could roll it on his mostly erect shaft. He stood and took a half-step back, giving me room to stand, turn, and bend over the commode. M casually pulled the plug from my ass and set it on the TP dispenser.

I heard the top of the lube tube pop and then felt the cool lubricant being squeezed on my anus. M used a finger to push lube into me, rubbing to relax me. He took his time, working up to three fingers and making sure I was well greased. Over my left shoulder I saw him set the mostly empty tube on the dispenser and pull a strip of TP to clean his fingers.

With his greased cock in his left hand and his right hand pulling my right cheek open, I reached back and pulled my left cheek to bare myself completely to him. "You have no idea how horny that makes me!" he hissed.

His head pushed into me and he was forceful but gentle and slow. As he slid inside, I could feel his head clear my anus and the warm burn from stretching my canal. He was hot, firm but not rigid and felt magnificent. Yeah, I thought, real cock is WAY better than fake stuff.

When he bottomed out, his groin against my ass, he grabbed my hips and ground into me forcefully. He was making it clear that my ass was his and there for his pleasure. I was completely impaled and loving it, so I squeezed and wiggled back.

"You like it that much?"

"You have no idea!" I hissed.

The thrusting began, slow and deep strokes, not quite fully bottoming out each time. And as I got comfortable receiving him, I tilted myself up just a bit to get the angle right. I knew immediately when he started finding my spot and groaned and grunted to let him know he had found it.

M knew how to read my signals. He reached his hands up to play with my nipples and sawed away at my ass, firmly poking my prostate with each thrust.

At first I felt like I needed to pee. I looked down to my cock and saw it was mostly flaccid, but there were thrills running through my body. I lost track of time, I had no idea how many times he had been in and out, across my gland, I just knew I felt a powerful climax building from deep inside of my body. My breathing increased and I started to fuck back with intent. M knew where I was headed and recommitted himself to getting me there.

I started to feel sweat roll down my back and as I fucked into M, there was a dull slapping sound. Our balls collided with an amazing sensation. I was going to have my first real assgasm and I was determined to get it all!

M started panting and I could feel sweat dripping onto my back. His muffled groans signaling his imminent explosion. Our movements synchronized and as he popped, he rammed my prostate into the back of my belly button and I exploded.

No bullshit - I thought I was having a stroke or something. I saw fireworks and felt electricity shooting up and down my body. My knees locked and M thrust hard and deep into me a few more times, making me a series of smaller explosions again and again. Then he stopped thrusting as we both felt our respective climaxes wane. And with his now softening cock deep inside me, he rested his body on top of my back.

After what seemed like much too short of a time, M clasped the condom on his cock at its base and pulled out. The load inside was not large, but looked thick and bright white. There was a thin layer of santorum on the rubber. I looked at the amazing load I had shot all over the toilet and started wiping it up with tissue.

M disposed of the condom in a paper towel, while I wiped myself with tissue and put the remaining condom, butt plug and pouch in my pocket, everything else got wrapped and put in the trash. We both washed ourselves off then got dressed. I stood back while he went to the door, unlocked it, turned the light off and slipped outside. I heard him tell someone, "You're going to want to use the other one, trust me." Then I heard one of the other bathroom doors open and close.

About two minutes later I slipped out and made my way back to the booth. M was not there and my heart sank for a second until my phone buzzed with a text that said, "In lobby." I dropped a few bucks on the table for a solid tip and glanced at the bartender, who nodded with a knowing smirk. No one else even seemed to notice that I was there.

I went out through the lobby and saw M looking at the tourist literature. I walked past him out to the car and he followed at a distance. He joined me in my car and asked, "Well?"

"Outstanding. Exactly what I'd hoped for. You?"

"Arguably the best sexual experience of my life. You sure you've never done this before?"

I chuckled, "Yeah, I'm sure I've never done it before but I'm pretty sure it's going to be a regular thing."

"Bet on it," M said. "Where and when?"