This is a true story that happened in my 20s.
I met Bob when I was 25 and worked in Boston at the Pru building. On my lunch every day I would walk over to trinity church and have my lunch there in the nice park they have. This place is also a hangout for the homeless as there are a lot of foot traffic and the panhandling can be very profitable. Bob was a homeless man that spent his nights mostly at the Pine St Inn which was a shelter nearby. If he could not get a bed he would find a warm place outside or if the weather allowed he would just find some bushes on the common to bunk in. Over the summer I befriended Bob and on my lunch would share a couple hot dogs with him and bring him a pack of cigs and sometimes his favorite drink vodka.
Bob was in his late 50s and honestly looked the part of a homeless man. Long stringy gray hair, dirty worn clothes, a long gray beard that went to the middle of his chest, very skinny with sunken in cheeks. Not a look that this gay man would ever find sexy. That is until I got to know him. Over time I developed umm..I guess a fetish that I would love to have sex with this guy dirt and all. I got turned on thinking about his rank self fucking the shit out me scent and all. I was a prim and proper man in nice suits that would have loved to get raped by this dirty guy. Well my dream came true and more.
One Friday I met him for lunch and it was cold and rainy and he mentioned how he thought the inn would be full up already and he did not know where he was going to bunk out. I don't know what came over me but I decided to ignore the risks and asked him if he would like to spend the weekend with me. His face sparkled and was more then happy to say yes and asked if I was sure. I said yes I am sure and he hugged me and thanked me and said it would be a lot of fun. And as he said that I felt his hand squeeze my ass not too hard but just a little so I might not think twice about it or I might think twice about it. I called my work to take the rest of the afternoon off.
On the way home we stopped at the packy and got a bottle of vodka and a carton of cigs. In my mind I had this guy alreadly fucking me nonstop. We got to my place and I sent out for pizza and we proceeded to eat and get pretty drunk together. Talking to Bob I almost felt like I was falling for him. At one point he got up made us a couple more vodkas on the rocks and he sat down next to me on my couch and this conversation happened. I don't remember word for word but it went very much like this--
Hey Shane--I need to thank you so much for this.
It's ok Bob..I want to.
Shane..Let me ask you. Are you gay?
Yes Bob I am...That ok?
For sure Shane..I thought so.
Bob..Honestly..I understand if you don't understand, but I find you very sexy.
You do huh?
I do.
At this point Bob got up..or stumbled up and undressed. His dick was all dirty and his bush was wild and the scent that filled the room was strong...However it got my so hot I could barely breath. For the next hour Bob fucked me so hard my ass hurt for days after. And the thing is..After that weekend Bob ended up staying with me for a little over a year. You might say he took advantage of me but not true. In that year he got his GED...reconnected with his children...slowed down his drinking. He still has his long gray hair and beard but I cleaned up his bush a little and I keep his uncut dick sparkling clean. All the while we had an incredible sexlife. That I year I did not date anyone...It was all about him. Today he has his own little studio apt...has a job at Target at South Bay..And yes we are still dating and I hope we get to live together one day and start a life.
Bob is 66 now and I am in my 30s. We still have great wild sex but Bob says he wants to move up in Target so we can support each other. I never thought I would meet the love of my life at a homeless park. But just shows it can happen anywhere. I can't believe I fell in love with this man who had a family but lost it all when he got down on his luck. He tells me he never thought he would fall in love with a man. He says at this point in his life love is love. And he tells me I am the tightest pussy he has ever fucked!! HA!!