My Friday Night Out

It was a Friday in the summer of 2010. It was a warm and rainy Friday night in July. I had tough week of work and wanted to stay home and relax. I get home from work and immediately strip down and go online and watch some porn, my usual routine. After an hour of watching various videos, I laid naked in bed and shoot a large load onto myself. This was an intense orgasm and I laid on the bed, covered in my own cum , while I laid down and relaxed.

After a little while, I clean myself up and go kitchen to grab dinner. As evening progressed, I sat at home feeling very bored. Motivation finally came over time and I decided to leave my apartment and grab a drink at a bar I frequent from time to time. I hop in the shower and put on a T-shirt and pair of jeans, which fit my 5’9 150 runners frame perfectly. I headed out and walked the 4 blocks to the bar.

I walk to the bar and take my seat in my usual spot, at the right hand edge of the bar. The bartender knows me and greets me and already starts making my drink. She hands me my drink and starts my a tab. A few minutes later, a regular walks in and takes a seat next to me. His name is Tim and is at this bar every day. I’m not at this bar that often but often enough where Tim and I are on a name first name basis. Tim is an attractive guy. Swimmers type build tall, around 6’2 or 6’3 and slim. He’s 59 yo and divorced (we all know from her numerous alimony stories). Tim and I chat at the bar from time to time, but usually about surface level things like sports, etc… We sat and chatted with the bartender and another regular, a single female in her 40s. Tim often flirts with the other regular sitting with us. I had assumed they were seeing each other. We all chat and drink together throughout the night. I’m thinking how it was a good idea to goo as the fun continues and the drinks start piling up.

As we approach midnight, I ask the waitress for one last drink and my check, as last call is 12:45. We all continue chatting and our female regular friend leaves. I assume Tim is going to leave with her too but he stayed behind and hung out with me while we both enjoyed our last drinks. As we’re both almost finished, the bartender turns her back and cleans up a few glasses in the sink behind her. I then feel a hand touch my leg. I assume it’s accidental until I feel the hand stay there. I’m shocked and don’t know what to do, but what Tim doesn’t know is that I’m also into men and I find him attractive. I look down at his hand and then back at him and he’s smiling at me and asking me if it’s ok. I look to see if the bartender is looking and her back is still toward us. I then look at Tim after a weird silence and I nod my head while I smile. Tim then says “really?” And I say yes. He then finishes his drink with me and asks me if I want to go back to his condo. I have no idea where Tim lives as we leave. We walk up the street and within 200 yards, we walk into Tim’s property. No wonder he is at the bar every day. He lives so close.

We walk into his condo and we walk into his living room. I sit on his couch and Tim says he’ll grab us beers. He comes over and hands me a beer and I thank him, as Tim grabs a seat next to me. We sit in awkward silence for a few moments until Tim just leans in to kiss me. I keep my lips on his as we kiss and then we eventually touch tongues. Sitting up on Time couch making out. I’m nervous but so excited. Never thought I’d be in this situation with Tim. We both put our beers down and Tim lays top of me on his couch as we continue to make out. Tim’s hands start rubbing my body as we kiss. He pulls up at one point and smiles at me says “I knew it!!” He knew that i secretly liked men and was attracted to him. I smile at him and say “this is our secret” Tim vehemently agrees. We continue to kiss and then Tim gets up again and reaches out his hands. I grab his hands as he pulls be up from the couch and Tim walks me to his bedroom.

We take the short walk down his hallway to his bedroom and Tim shuts the door behind me. We kiss again immediately as we start to strip one another. Tim then asks me to lay back in his bed. I lay down and Tim climbs into bed and crawls toward my hard cock and begins to suck. I close my eyes and enjoy his mouth. His hands begin to explore as we suck my rock hard 7inch cock cock. I feel his hand around my ass and suddenly feel his finger. I don’t stop him as he enters his middle and index fingers on his right hand in and out of me, while Tim’s lips move up and down my shaft. I start to moan and squirm and I simultaneously feel Tim’s fingers and mouth. Tim then pulls up and smiles at me and says “you like this, don’t you?” And I smile and say yes. He then asks if I’ve been fucked before. I then smile and nod. Tim then goes “alright!!!”

He climbs on top of me and I wrap my legs around Tim as we make out again. He then goes to his dresser and gets lube and applies one on his cock and his fingers. Tim begins to slide 3 fingers in me and curled them up as he rubs my prostate. He feels me react when he does this and continues. My cock leaks as his fingers rub my prostate while curled up inside of my wet hole. I begin to shake and shoot cum hands free, as Tim looks at me in amazement. I’m cumming and squirming from a huge prostate orgasm Tim unknowingly gave me. Tim then looks at me and says “I’ve never seen that before, I love it”. He grabs some cum from my chest and Tim begins to apply to his cock as i lift my legs and rest them over his shoulders.


Tim rests over me and leans over me and hold my spread legs back so they’re touching his wall behind the bed as he takes his cock and slides it inside of my slick hole. I let out “oh my god yes!!!!” As Tim’s 6 inch cut cock slides all the way inside me. Tim keeps his cock in deep as we start making out again and I move my hips and milk his cock with my ass muscles. Tim then leans up and takes his arms and pins me down as he starts fucking men hard. I’m moaning immediately as I feel the force of his cock and his arms from pinning me down. Tim’s cock sliding in and out as we moans and says to me “you are my new secret slut, you understand?” And I yell “yes!!!! I’m your dirty slut Tim”. He starts fucking me very hard and rapid as I say this as he pins be down harder as my legs tangle over his shoulders. I’m in heaven, feeling Tim cock slam hard over and over. Tim starts to yell. “””mmmm I’m going to cum”. My put my hands on his toned ass when he says that, a signal for him that I want his cum inside of me”. Still fucking me rapidly, he then yells, here is comes slut” and Tim begins to a moan and keep his cock deep inside of me as we make out and he unloads a giant load deep in me. We stay like this for a bit while Tim’s cock get soft in me. We eventually stop kissing and be pulls out and gets up off the bed and grabs a face towel and throws to me. I clean myself and we both get changed. We are awkward again after he came. After my clothes were on, I turn to Tim and tell him this was our secret. Tim says he promises not to say anything but would love to do this again. I tell him I loved what we just did and would be more than happy to don that again. And we would!!! Tim and I hug as I leave. Walking back to my condo, feeling Tim’s cum leaking into my briefs. I’m turned on again and jerk off to gay porn one more time once I get home. I finally fall asleep, with Tim all over my mind.