My Bisexual Encounters

After my steam room encounter, I focused on work and met a girl who I would become close with. We had a great sex life, but nothing all straight sex and nothing to share here since this is more of my bisexual encounters.

At first, I focused on her and my job and was not hooking up with men, but after a while those feelings, or should I say cravings for cock came back and I found myself wanting to be with a man again. I would hookup every so often with someone I met online for oral and sometimes a fuck, but they were hard to find, and no one steady, that's until I met Kurt.

I think it was around the time I was 30 years old or early 30's I met a guy online named Kurt, like me he was BI, lived and worked within 15 min, but was about 20 years older than me. Like me he was very discreet and would not share a picture online but sent a body picture which wasn't bad, but I have been fooled by others by body type. Kurt also, like me couldn't host but had an office he can host at; he owned a local accounting office. After a lot of back and forth between he and I agreed to meet him at his office one night after everyone left.

It was midweek, and after work I went to his office in a small office building, I was nervous and excited at the same time. He met me at the door to unlock and let me in, he was in his early 50's but could have passed for 10 years younger and was in decent shape. He greeted me and escorted me through the office to his office, it looked like 20 people worked there, and once in his office it was a nice size with a couch.

Once in the office, Kurt turned to me and said he was happy I came and rubbed my cock thru my pants, as I did the same to him, feeling a nice size cock. We kissed quickly, before he guided me to the floor, while we undid his belt, unbuttoned his pants, and I saw his nice cock. I then took him in my mouth as his hands held my head as he fucked my mouth with his cock. He didn't last that long cumming quickly in my mouth as I swallowed it all.

As I got up thinking we were done, he undid my pants and said let's take care of this now and guided me to the couch as he took my cock in his mouth and gave me an amazing blow job. I recall looking around as he blew me and seeing pictures of his family, his wife in particular, very hot she was as her husband was sucking my cock. I also didn't last long cumming in his mouth while he swallowed every drop. As I got up and we fixed ourselves and he walked me to the door, we both said how nice this was and hoped to do it again.

As I drove home, I thought about it and Kurt, and how I enjoyed it and hoped to hear from him, and hopping this wasn't a one and done encounter.

Kurt and I talked the next day, and he felt the same way as we planned to hook up again this Saturday morning in his office, as he would occasionally go in and catch up and no one else worked there during the off-tax season.

That Saturday we met and like the last encounter he let me in the main office, escorted me to his office, but once in he took charge telling me to get on my knees and suck his cock. I loved that he took charge. After a couple minutes he pulled me up and said can I fuck your ass, and I said yes. He pulled me over to the couch pulling my shorts down I was wearing as he grabbed lube, put a rubber on and worked his cock in my ass. It didn't take long for me to get use to his cock, and once I did, he fucked me hard and long, and I loved every minute of it. After a while we both came, me jerking off and him pulling out, and jerking on me. We cleaned up and he walked me out.

The next week he contacted me up one night and asked if I was free the next day after work, I said I was, and he said good. Be at his office and we will be roleplaying, I will be there interviewing for a job, also from now on whenever I come to see him make sure my ass is lubed and ready to be fucked. I thought these requests or demands as he put it were very hot.

That next day after work, I hurried home, and showered, lubed my ass, and told my girlfriend I was meeting someone from work. I went to Kurts, and we roleplayed me interviewing for his assistant opening he had. He had me blow him while he told me how he liked it, and then fucked me in different areas around the office where he would expect me to be fucked while working.

My affair with Kurt went on for a while almost 3 years, on average I would see him weekly sometimes more. Most times we roleplayed, interviews, getting written up and having to beg for my job, a client. One of the hottest scenes was him fucking me on his conf room table, and him telling me about the next day on how he didn't clean it up after as he met with people. I would also pretend to be a real client meeting him with staff there in his main office while he fucked me in his private office, and no one knew. I was enjoying life, work was great, girlfriend was great, and I had a steady encounter with a guy.

After seeing Kurt for over two years, I would normally see him on a Wed night in his office, one Tuesday night he hit me up and said tomorrow night would be different just trust him, which I did. Like every Wed I got to his office around the same time, and Kurt would just have the main office door unlocked and I would lock once I got there, I did as normal and went to his office.

Once I got to his office, he was sitting behind his desk but there was someone else sitting on the couch, very nice-looking man. Kurt told me to sit down, and we need to talk about my performance, a phrase he would use when we roleplayed me getting in trouble at work. He said he had HR here today to witness this conversation, I liked where this was going. We played it up like always with him telling me I have been doing badly and he will need to fire me and me begging I will do anything to keep my job.

I am sure you know how it goes, I will do anything leads to me sucking his cock, while this other guy watched us. Kurt then stops me and goes over to the couch and sits next to this guy and tell me to continue sucking his cock. As I was sucking Kurt, I see out of the corner of my eye this guy pulling his cock out. Kurt then says I need to convince HR I am worth of this job; I didn't need to be told twice as I took this guy's cock in my mouth. His cock was bigger and thicker than Kurts. I took turns blowing both, until all clothes were removed, and they took turns fucking my ass. About a year earlier Kurt started to bareback me, and I didn't even think when this guys did it, I was in heaven at this point being fucked by these two.

They both lasted a while before blowing their loads deep in my ass. We cleaned up and Kurt walked me out, not saying anything about this other guy. I would learn his name was Ken, he was a friend of Kurt's and over the next couple months he would join every so often at the office.

One night after an encounter with Kurt, he asked me about an upcoming weekend if I was free the whole time. Seems Ken's wife and family were going away, and he was looking to host us for some all-weekend hot sex. Kurt said the rule is there are no rules, I would be their fuck toy, and must obey them. I was hesitant at first, but Kurt said, trust me, I did. I made up an excuse to my girlfriend I was going away with friends from work to someone's cabin, guys weekend, I also purchased her a spa day which helped.

The weekend arrived and I arrived at Ken's house, a nice big house, and both Ken and Kurt greeted me at the door. Both had on leather dominatrix outfits, and as I entered just told me to strip and not say a fucking word. I was led to a shower where both cleaned me, jerked me off until I came, then dried me off and put a cock cage on my non hard cock. I then had a ball gag placed in my mouth, a collar fastened around my neck, with a leash attached as the made me crawl to an attic room where there were toys of all kinds.

I basically spent the weekend pleasing both with my mouth and ass, they verbally humiliated me but as part of the excitement, and we used every possible toy, and furniture he had in the room. Not all the toys were gay related, so I imagined Ken played with his wife in this room. I loved giving up control, being tied up, blindfolded, it was a hot weekend. It finally came to an end, and it was a weekend I would never forget and still think of.

I would go on to see Kurt for a couple more months and Ken would occasionally join, but one day Kurt hit me that he needed to stop seeing me and that was it, he deleted his email and I never heard from him again. I didn't have Ken's info and just like that my regular encounters were gone.

But what a great 3 years.