I have been married since I was 22 years old. She is great, we’ve had really great sex, including a little swinging in our younger years, some public exhibitionism etc. I have always had a penchant for seeing gay sex, especially anal sex. I let a guy before I got married suck me off one night, then left immediately, quite ashamed of myself for no particular reason. To tell the truth seeing a man bobbing up and down on my cock really didn’t do it for me. Yes, I came but I knew then that it was something I’d not repeat. I guess it was the fantasy outweighing the reality. I really wondered what it would be like to get fucked by a cock. To have a cock up inside my back hole. What would it feel like to feel him stroking in and out of me, would it hit my prostate? My wife has given me prostate massages a lot, especially when she’s blowing me. I like it, but that is only a finger. I wondered what it was like to have a man cum inside me. My wife can feel me spurt it out sometimes, sometimes not.
I started looking online, even put up an email that no one knew about, and posted some pictures, none of my face. I showed my body which I’m feeling good about, I’m in good shape, especially at 55. I set up my camera for auto, and took pictures of my ass, even did some in panties. I took pictures of my cheeks pulled apart showing my virgin hole. I let anyone seeing the ad know I was a virgin and just trying to “see what it’s like” after wondering for many years.
I had many replies, most wanting to be the one to “pop my ass cherry”. Some were quite forward, and some gross, some threatening to make me a woman, to teach me to take, love and worship their cock. Most also mentioned sticking their cocks in my mouth the clean them after. I answered about 5 out of probably 200 responses. They were all, quite nice, willing to take it easy, 3 even said that if I couldn’t take it physically, or mentally chickened out they’d understand. One was 28 years old, and gay. The other was Ollie, he was 45, divorced from a woman, had a daughter who was 20, and lived alone. He had a nice body, not fat or anything, not a muscle guy either. He lived on the other side of town from me and I liked that. Less chance of running into each other afterwards. I remembered how I scooted out from that blowjob when I was in college and how weird I felt when I’d run into him on campus. I was always waiting for him to yell across the room “Hey, your cum tasted great, you want another blowjob?”. Of course it never happened but I was scared. So Ollie seemed OK.
I saw pictures of his cock, it was 9 inches long which scared me, but it wasn’t too thick. When we met up at his place, he was in a tee shirt and shorts. He got us a joint and a drink and we sat on the couch looking at gay and straight buttfucking videos on the television. He said “Well, I guess I’ll be first” and he stood up took off his shirt and pulled down his short. His cock was exposed, no underpants. It was semi hard from the videos. It was already at least as long as my 6 inches but thicker. It was much thicker than I thought it would be from the pictures. I couldn’t help but reach for it though. It got hard quickly. I stood up and took off my clothes. He led me into the bedroom. “This is for later, we’ll take our time OK? But this will last and help you” he said as he used vaseline to lube me. I asked about why not KY. He explained that I wanted to have a man cum in me. He had shown me tests, he was clean. KY doesn’t last as long, it dries out but petroleum jelly will last he told me. He started playing with my cock, and I his. He was sucking on my nipples. I have very sensitive nipples. For some reason, still unknown to me, I never wanted to suck a cock but I wanted to feel him in my mouth. “Can I suck you for a bit?” I asked then telling him I didn’t want him to cum in my mouth, I just wanted to suck him some. He agreed and I was sucking up and down on 9 hard inches of cock, a cock that I assumed was going to fuck me soon.
I was on my back, he was between my legs, he gave me the vaseline and I lubed his cock. Then pushing my legs up more towards my chest I felt him at my entrance. I held my breath and he told me not to. I relaxed some and the head went in. It was a little startling to me, then after he had the head and probably only 2 inches in me I stopped him. I was hurting a bit. He was pinching my nipples, massaging my chest and stomach getting me to relax. He told me to push out like I was going on the toilet. With that there was another 3 or so inches into me. I just looked at him, hooked my legs around his ass and jerked the rest of his 9 inches into me. I gasped, he held still asking if I was ok. I relaxed, he could feel it “Yeah, you’re ok” as he started moving slowly at first. With in 5 minutes I was only feeling good. Feeling his cock pushing deep into my ass, it’s like my passage would go back together as he pulled out, leaving only the head and an inch or so in my sphincter, then as he pushed back in, my insides opened up to him. It felt so good. Soon I found myself moving with him, I was fucking him back. “That’s great baby, you feel so good, you’re doing great. Are you alright?” and I was more than alright. I was getting something I dreamed of for years, I was getting fucked, a mans cock was inside my ass fucking me and I loved every movement. After about 20 minutes he said he couldn’t hold it back anymore. He sped up and pushed so far into me and I got what I wanted. I actually felt his hot liquid cum in me. Each spurt I felt push through out of his cock and into my back passage.
He got up to wash off, but looked at me and said I must have enjoyed it. It was then that I saw the cum on my belly. I came as he was cumming inside me. After he washed up, I sucked him hard again and he fucked me once more this time for about 40 minutes blasting yet another load of his sperm into my willingly receptive hole. I went home and when my wife got back in I took her immediately to the bedroom and fucked her like we did when we first met. She was beside herself and asked what had gotten into me. I couldn’t tell her, but a big cock, a little too thick got into me, twice and left his sperm behind as a reminder. I now see him once a week, sometimes on weekends. He wants me to go for a weekend with him to a nudist lodge he knows one where we can be gay, bi or anything else. I just may do it let my ass get worked over for an entire weekend by my male lover.
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