My Surprisingly Great Experience with a 55 Year Old

I first discovered that i was bi 3 days before I turned 20 and the subsequent few months were the most sexually active months of my live. I was obsessed with sex, it's like the floodgates were opened. I was arranging dates left and right, coming to strangers' houses and discovering my sexual preferences with them. I didn't care much for the appearance of the guy or his age, though they were mostly married guys in their 30s. Looking back now i was acting very carelessly and dumb, I'm really lucky that i haven't been taking advantage of or abused by homophobes. 

But hindsight is 20/20 and back then i was still mad with horniness and was arranging my first threesome with a 30yo guy I've never met and his 55yo friend who was going to be the bottom for us. We decide to meet at 55yo's (I'll call him Misha) house, unfortunately for me it was almost a two hour journey on public transport, but at the time it seemed worth it. About half way there the 30yo guy messages to tell me that he won't be able to come because something happened to his tooth. Of course I'm bummed out, no threesome for me i guess. After talking with Misha for a while we decide to meet anyway since tuning back now seemed dumb. About an hour later i arrive at his house on the edge of the city and i am greeted by a chubby almost completely bald older fella in a bathrobe. I wasn't particularly stoked, like i said i didn't really care for the age difference but it was the first time that i would have sex with someone as old as my dad, so it just felt weird.

 He invited me into the bedroom and we had a small talk about the whole situation with the guy who couldn't come. Then he asked why i wasn't undressing after which he took off his robe to reveal his old dad body complete with a small beer stomach. Right there and there i discovered i'm into dad bods hehe. I undressed and he told me to sit on the bed back to the wall. He starts stroking my cock, i become hard almost immediately. Then he starts licking the head and hugging it with his lips. I feel how it swallows and becomes more sensitive. He continues to play with it swerving his tongue around the base of the head and getting under the foreskin. The feeling is amazing, I've never had a blowjob this good. I was gripping the sides of the bed as he transitioned from playing with the head to polishing the shaft to rubbing the tip with his lips by quickly shaking his head. The whole time he was pleasuring me i couldn't believe how good it felt. Unfortunately i have this problem that its hard for me to cum quickly, thats why i prefer giving head instead of receiving it, because of that after about 15 minutes of the best head I've ever gotten Misha's jaw muscle seized and he was forced to stop.

We both laughed it off and went to the kitchen, still naked to drink some tea. I complimented Misha on the great blowjob that he gave me and he started sharing his many sexual experiences. He told me how he participated in many orgies, how he was regularly having a dominatrix that lived in his house over, and also about the time that he was tricked into coming to a house with a bunch of homophobes who beat him up, abused him and even broke one of his fingers. During this exchange i got this experienced old mentor vibe from him, i started to really like him after that point. 

After we were done with tea we went back to the bedroom where he wanted me to fuck him. I was a top only a couple of times before that, so i was still pretty nervous. He gave me a little speech about condoms cause i was ready to do it raw. Told me how common HIV and other STIs are and how they can ruin your life. I again felt that caring energy of a knowledgeable mentor and my respect for him increased more. 

We started with a doggie, i was standing on the floor behind him, rubbing his hole with lube. I slowly pushed the red head of my penis against his entrance. It entered effortlessly. Just for a moment i felt the heat of his insides envelope the head before i pulled it out. "Deeper," said Misha, touching my hip with his fingers. I pushed in once again and my cock was swallowed whole. It was immediately obvious that he uses dildos a lot, i felt very little resistance pushing my rod in and out. While the pressure on my penis was low i felt incredible freedom to do whatever i want with him without the fear of going to far and hurting him, it was a new and exciting feeling. I grabbed his hips and thrusted all the way in. Misha moaned a little, that felt amazing. I started thrusting faster, going all the way in every time. The sound of his butt slamming against my pelvis was synced up with his moans. I was fucking him at full speed. We decided to switch position and i laid on top of him my cock still inside of him. He was now laying on his belly with me laying on his back. I slide my hips along his butt penetrating deep. I grab his wrists and soon we're already at the max speed. I feel completely in control as i ravage his hole. Finally i grip his wrists as hard as i can. I thrust for the last time as my cum fills the condom.

We laid there for a while catching our breath and talking. After we got through another round of tea i started talking about the possibility of bottoming for him. He was talking about how he couldn't get hard and it seemed he was self-conscious about it. In the end we decided that i would give him a blowjob and if he gets hard he'll try his best, if not oh well we still had fun. 

We come back to the bed, where he assumes the same position i did when he gave me head, and i go for it. I see that he's nervous. I pull the skin off the head of his completely soft cock and start playing with it like he did. I immediately feel it growing in my mouth, i continue to work his head trying to imitate his technique. But as soon as his dick stops growing and i start working the shaft, he commands me to lay down. I raised my eyes at him and i see that all traces of nervousness has vanished from his face. I feel the heat in his eyes, he looks almost angry. He looks at me like he's about to fuck me. I lay on the bed on my knees and elbows, while he grabs condoms and quickly puts one on like he's a n a hurry. Then he grabs my ass and starts aggressively rubbing my hole with lube, before putting it on his cock. I get a bit worried, but don't move an inch, like i got frozen solid. He almost jumps on the bed behind me and grabs my hips with both hands with a loud slap and starts penetrating me. My whole body jerks from the sudden, but pleasuring feeling. Slowly but firmly he enters deeper. Sooner than i expected he reaches the end and i get hit with a wave of pleasure. But before i could enjoy this feeling fully, he quickly pulls out and goes ball deep again. He starts fucking me as fast as possible. Moving back and forth with incredible speed and force. It felt like he was possessed. I was overwhelmed with pleasure. I feel his head hitting my wall every thrust. I couldn't contain myself and was moaning like i highly paid pornstar. Then he grabs my hands and pulls them apart from under me, forcing me on my belly. The weight of his whole body hits my pelvis and he now presses me down on the bed, while continuing his crazy assault on my insides. I couldn't believe what was going on, i was being dominated like I wasn't ever before, not even close. And i loved every moment of it. The feeling was euphoric. Feeling his chest compressing mine, his hot breath hitting my ear and his durning rod weighing me down with every thrust... It was amazing. Finally he started moaning into my ear and three thrusts later he was finished. A few seconds later his body relaxed and pressed me down like a hot water balloon. 

We laid like that for about ten minutes. 

So yeah that was probably my best sexual experience ever and it was with a 55 year old guy. That was a surprise for me for sure.