I Never Knew

I'm currently 62 years old. I'm 5'11", stocky, maybe a little fat, but not bad for my age. I have a friend that I have been very good friends with, since 10th grade. We've been through life, death, marriages, divorces and anything else life throws at people. Through it all, we remained good friends.

This is a true story. I will change the names so we're not recognized and try to tell it as best as I can remember. I may add a little embellishment to make it more fun to read.

My friend Sam is about 5'11 as well. He's quite thin, about 150 pounds. He stayed in the area we grew up in. I, on the other hand, was a bit of a wanderer. Which means there were gaps that we didn't see each other for extended periods of time.

Sam has a committed relationship with a very nice, good looking woman. From what he has said, she's not much interested in sex anymore. I haven't specifically asked but, I would venture to guess that's why I have this story to tell.

I'm divorced. I am a caregiver for my folks. They're in their 80's with failing health; one has Parkinson's and the other dementia. As you can imagine, I don't have a chance to get out much. That is why Sam asked me to come over for a brief respite. Most people don't know the personal sacrifice caregivers make. If you know a caregiver, do what you can for them. Up to and including sex if you are willing and able and they're interested.

I guess it was early February of 2019. I got a text from Sam asking if I wanted to come over and hang out for the weekend. He said "My wife is going out of town for a girls weekend."

I said "Sure" and we figured out the details.

At that point my folks were still able to be left alone for an overnight. I arrived at his place on Saturday afternoon. We had a drink, listened to some music, probably had another drink and made something for supper. We ate supper, cleaned up and had another drink. We went into the family room and talked about different things. Nothing really out of the ordinary.

After a while I went to the bathroom when I came back Sam got up and went to the bathroom as well. I was sitting on the couch and when he came back, he sat down right next to me, with our legs touching. He seemed really nervous, and he was moving his jaw in a strange way, like he had a really dry mouth or something. It wasn't like him at all. He said "I need to share something with you." I was getting kinda freaked out thinking he was going to tell me he was dying or something bad.

I guess in a way it was bad but it was something from long ago, in his past. I won't go into it any deeper due to what happened to him. I said, "OK, but it's not your fault and you shouldn't feel bad about it."

He said, "I don't really feel bad about it, but I always wondered what it would feel like to have a hard cock in my ass." He let that hang for a moment and continued, "I spend evenings alone because Sally works evenings. So, I masturbate a lot. Often I stick 2 or 3 fingers in my ass just to try to get the feeling of what it would be like." By this time I wasn't sure if he was telling a story or if it was really true. Then he said, "You can't tell anyone about this. I trust you or I wouldn't have told you." Then he said, "You're one of two people I would trust and I want you to fill my ass. At the very least, I can give a great blowjob".

I asked, " Have you done this before?"

He said "no."

That was a lot for me to process since I had never done anything with a guy before. He asked me, "Would you please fuck my ass with your hard cock?"

I told him after a pause, "I don't think I can do that." He looked pretty crestfallen. We had another drink or two and tried to ignore the elephant in the room. We did a pretty good job tabling the subject for the rest of the evening. He went to bed in his bedroom and I went to bed in the guest room.

I didn't sleep well that night thinking about what was said. No big surprise there I guess. In the morning, I got up when I heard him making coffee. When the coffee was done he gave me a cup. I said, "Please sit down and let's talk." We sat down and I said, "Since you had the courage, and trust, to ask me for sex, I should have the courage to try it with you. If the offer is still good, of course."

He said, "Hell yes it's still good, and I'm very happy that you changed your mind about it!" He asked if we should eat first.

I said, "I think as nervous as I am, I would like to wait to eat until after."

With that difficult part behind us, we went to the guest bedroom. Since I didn't know the etiquette I told him, "I'd like to take a shower."

He said, "I would like to take a shower too." I got done before he did and I laid down on the bed to wait. When he was done he came in and said "Just a minute, I have to go get something." Before he left, he gently took my cock in his hand and bent down to give it a few quick kisses. Then he was off and came back a few minutes later with condoms, lube and gloves. I was letting him take the lead because I was pretty sure he had played this out in his mind many times.

He climbed on the bed and lovingly took my cock into his mouth. There was no way I couldn't get hard with his warm wet mouth around my cock. I told him, "I love the way you look with my cock in your mouth! It feels fantastic!"

Next, he gave me a disposable glove and the lube. He said, "Please lube my ass so it's ready for your cock to penetrate." He got on all fours and gave his ass to me to lube and loosen up. Next he turned around and sucked on my cock to get it hard again and rolled a condom down my cock. At this point I wasn't really able to stay hard enough to enter him. I'm not sure if it was stage fright, or what the problem was. We tried a little more but didn't have any success. I really felt terrible that I couldn't perform the way he needed me to. He was a good sport about it.

When we couldn't make it work Sam asked, "Can I give you a blowjob?"

I said "Sure, let's try that." He took the condom and cleaned my cock off some with a tissue. I was standing beside the bed and he got down on his knees in front of me, looked up into my eyes, and began to kiss my cock up and down the sides. Then he ran his tongue from the root to the tip, licking it slowly. It felt so good. He said excitedly, "Your pre cum is delicious!" After that, he took me in his mouth and sucked on it, well, made love to my cock telling me, "I have wanted to do that for you for a long time. I'm glad you decided to let me!" His attention to my cock gave me pleasure shooting through my cock. After more of this treatment, I was close to coming.

His jaw was getting tired and took my cock out and said "I need to taste your cum in my mouth. Please finish by masturbating and coming in my mouth." I took things in hand and started working my cock. With that, he put the end of my cock in his mouth and sucked on it and ran his tongue through my piss slit, which triggered my orgasm! He took what I could give him and he happily swallowed it all, and thanked me for it.

Having known him for 40+ years, I never knew that he had the desire to do that with me. I'm glad he had the courage to finally let me know. I didn't know that I would enjoy it as much as I did either.

There have been a couple more times we have gotten together when the opportunity arose. I may write about those encounters at some point.

This really is mostly a true story.

Thanks for reading,

Dan