First Real Bi Experience [53m]

I’ve know I was bisexual since I was in my early teens. I had encounters all through middle and high school with both guys and girl. Although I was comfortable with both I leaned more towards the ladies. Over the years I have had multiple blow and go type encounters with guys but have only had one meetup where he invited me to his home. This was when Craigslist was the hookup site.

I was at work on a Saturday when I was surfing for a hookup. My wife was at home hosting one of our many family pool parties while I was at work. I responded to his post and to my surprise he responded. We texted for a few minutes and I learned that he was 64 years old and a widow. His wife passed a few years prior. We sent each other pictures, both clothed and nude. He had a pretty good grandpa body. He was 5’11” nicely tanned body with silver hair and very little silver body hair. He had the nicest looking cock. A good 7” with a slight upward curve. I’m 6’3” and have always had a pretty nice dad bod with a solid 6” cock.

We agreed that we wanted to get together so he shot me his address. I was working in Anaheim and he was in Huntington Beach. I told him I was leaving work and would be there shortly. I went into the restroom to freshen up a bit. I had showered that morning but had gotten a little sweaty in the warehouse. I jumped into my truck and headed his way. I pulled up in front of his house and texted him that I was there. He told me the front door was unlocked and to let myself in. I walked in and saw he was in the kitchen fixing us a couple of drinks. I closed the door and turned to see a very sterile foyer that led into his living room. He had a collection of some really cool stuff. He had memorabilia from quite a few different areas. Service station, sport, even a few full size video games. He even had a Wurlitzer playing Frank Sinatra.

He walked into the room and handed me my drink. He asked me if whiskey was OK and I said oh yeah. I took a sip at the same time he did. It was very smooth. After we took our sips he took a step closer to me and gave me a kiss on the lips and said “Why don’t we go upstairs?” I told him to lead the way. He was wearing a very tight white polo and tight tennis shorts. He looked like he just walked off the court. He had a nice looking ass and as I followed him upstairs I could see the outline of his underwear. I couldn’t believe this older man was wearing a thong. It aroused me so much that by the time we got to his room I had a pretty good erection going on.

We stood next to the bed and he told me to take another sip. I did and then he took my glass. We were standing there running our hands over each other’s clothed bodies. He commented about how tall I was when he motioned me to sit on the edge of the bed. I sat down and he moved in for more kissing. As we were kissing he worked my shirt up to the point it was ready to slip off. He pulled it off then started to massage my chest. But his time I had my hands up under his shirt and was exploring his entire upper body. I ran my hands across his chest to find he had pierced nipples. Holy shit I was so hard by this time.

He started to take off his shirt so I started to undo his shorts. They fell to the floor and exposed his raging hardon that was stretching out the front of his thong. He leaned into me and put his chest in my face. He smelled so fucking good. I kissed him all over his chest and neck before heading for his pierced nipples. I sucked on them for a few minutes before he stepped back and took a break. He handed me my glass and I finished what I had. He told me to get comfortable while he refilled my glass.

By the time he got back I was propped up in his bed with just my boxers on. He handed me my glass and I took another sip. I hadn’t eaten anything since I was technically on my lunchbreak so the whiskey kind of went to my head. I was feeling good. He set down our glasses and walked to the end of the bed.

He crawled onto the bed and moved toward me while gently pushing my legs apart. My boxers looked like a teepee. I was so fucking hard for him. He found the slit in my boxers and slid it down around my shaft. My head glistened with precum. He took his index finger and swirled the tip of my cock using the precum as lube. He took a couple of strokes before taking my cock into his warm wet mouth. He went slowly at first. I could tell he really enjoyed sucking cock and was pretty experienced at it. He know just where to lick and touch and just how hard or soft to touch to keep me aroused without cumming. He stopped sucking just long enough for him to slide me out of my boxers. Once I was fully nude he went back to working my cock. I patted on the bed and told him to swing around so I could reach him. He did and I started to massage his ass as well as his balls and amazing cock. At one time he came up for air and when he reared back on his knees I moved around so his cock was right in my face.

He grabbed his cock and ran the tip of it over my lips glossing them with precum. I licked all of it off and pulled him closer to take his cock in my mouth. He tasted so good. His cock was firm but not rock hard so I slid my hand around him and pushed on his ass to get him deeper down my throat. His cock was long but not really to round so with it still being soft I was able to take his cock balls deep. I let him face fuck me for a bit before calling for a break. He pulled his slobber covered cock out of my mouth and stroked it while I caught my breath. We both smiled as we leaned in for some more kissing.

While we were kissing he positioned himself on top of me. He was on his knees straddling me with both of our cocks laying side by side. He reached over and in the nightstand drawer grabbed a bottle of lube. He coved both of our cocks and ball sacks and started to stroke both of us at the same time. I thought this was the hottest thing ever. Stroking two cocks at the same time. Little did in know there was actually a name for it, Frotting. I had actually forgotten about this encounter until I came across the Frotting page on MeWe and it took me back. I was excited enough that after only a few minutes of him stroking both of us I came and came hard. I shot a couple wads onto my face which was pretty hot in itself.

After I came he started to grind his hips as if he was fucking me. With each thrust he was pressing harder and harder until he too shot his load all over my chest and face. He stroked his cock for as long as he was cumming only to shoot more of his load onto my face. Not only was this the first in bed experience with a man but my first facial. He lowered himself down onto my cum covered chest and started to lick up the cum on my face. He had most of it cleaned up before he gave me a cum filled kiss. I was surprised when cum dribbled into my mouth but I swallowed every drop as we continued to kiss. He slid off me and we laid in his bed until we almost fell asleep. I reached over and grabbed his cock and told him I needed to get cleaned up and head back to work. He told me where the washcloths and towels were in the bathroom. Before I got out of bed I rolled down and took his cock in my mouth and cleaned his now flaccid cock of all signs of cum.

While I was in the bathroom he got up and went to the guest bath and cleaned himself up. When I we were dressed, we finished our drinks and he walked me down stairs. We got to the front door and before he opened it for me we stood there and kissed some more. I told him that I really enjoyed his company and to keep me in mind if he ever got lonely. Unfortunately this was our one and only encounter. I texted him a few times with no reply. I drove by his house a few weeks later and there was a for sale sign in the front yard.

This experience is what I am looking for to this day some 15 years later. A FWB.

Source: reddit.com/r/Erotica/comments/ragq6k/first_real_bi_experience_53m