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A little about myself. I have been married to the same woman for forty-six years. Most of those years we enjoyed an active sex life. My wife was never as kinky as me, but she had come around on a few things. She had learned to enjoy a finger in her ass when I was going down on her. I mean she really enjoyed it. I have received a split lip a couple of times from her wild orgasms. Afterwards though, she didn't want to admit how good it was. It's something she never asked for, but when I would lick her pussy and let a finger wander towards her ass, her body would betray her. And then menopause happened. Going through menopause our sex life was up and down. I could deal with that, but since menopause our sex life has been non-existent. When this story took place, it had been over two years since we had sex. I know some of you are asking why I stay with her. I do love her, and even though sex is essential to a relationship, it's a small part. I don't wish to start over with someone else just for the sex.
I was sixty-seven at the time. As a young man I wouldn't have guessed old guys thought about sex as much as I do. I still have a very healthy sex drive, and a kinky imagination. At around the age of forty I started thinking about bi-sex. I often fantasized about laying under a woman licking her pussy while she was getting fucked from behind by some other guy. At that time, I had a history of eating my own cream-pies. It is something that I love doing, so to fantasize about licking pussy and waiting for a guy to shoot a load for me to clean up wasn't too much of a stretch.
From there I moved on to fantasies of sucking a shemale cock. Going down on a girl with a little something extra to make her happy and get my reward. Over time I developed a longing. I would watch porn of trans woman blowing her load, and I wanted it in my mouth so bad. It was sad to see it spill on the floor. I thought often about taking a girl cock in my mouth. A few years back I started seeing videos on X of guys blowing their load, and there was that same longing. I wanted a cock in my mouth, and I wanted it to squirt rope after rope for me to swallow. Of course, all this was fantasy, but I was definitely bi-curious. I didn't see any real way to make it happen.
Now, due to the fact that there was no passion at home I had started trying to find a way to restore that need to my life. I didn't want to have an affair with another woman for fear of getting emotionally involved. On the other hand, If I turn to another guy that would be safer. I love sex, and I love women, but sex with a guy would just be sex, right?
It took me about a year to find someone that I felt would be "safe", but finally it happened. I met a guy online who was into wearing his wife's panties and was wanting someone to play with. We were trying to work out the time and place when I told him to come by my work if he wanted and I would blow him.
He walked in that afternoon, and I shut the doors early. There was no romance. I wasn't looking for romance, but I do like passion. As soon as I closed the door to the business, he was fondling my cock. OooKaay, this is how it's done? I started playing with his cock. It wasn't noticeable in his jeans, so after a little rubbing I undid his pants and let them drop. For the first time in my life I had another man's cock in my hand. It was so surreal.
I held him close to me as we fondled each other. He was audibly getting excited, and physically as his cock grew in my hand. I kissed him on the side of his neck as I hugged him close, but he didn't want to kiss. That's okay, I've waited so long for this. I dropped to my knees and took him in my mouth.
Turns out when he gets excited, he has a fat cock. It was fattest near the base. I couldn't take it all the way down without gagging, but I was able to open my mouth enough and still be able to enjoy it. I sat him in my chair and knelt in front of him. He told me he had cum twice that morning. It wasn't very long untill I knew he was about to cum, and it was like someone else took over.
I was sucking fervently and stroking the base of his cock like I would my own as I cum. He convulsed a couple of times, and then told me he was too sensitive. I thought shit was that it? I let my lips slide up his cock not wanting to leave anything behind, and I mushed my tongue around to see if there was anything there. There was a little cum which I swallowed, then I went down on him one last time to try to milk a little more from him.
When I stood up, he jumped up and I learned what post nut clarity meant. He was dressed and all but running for the door. We did meet one more time, but the experience was very similar. This time he beat himself off while I was fingering his ass. It wasn't supposed to happen that way. When he started to shoot, I took him in my mouth to keep it from going all over my office, and then just like before he was going in a flash.
I had given up on the idea of finding a man that can fulfill my needs. I had resolved to spending my days with my wife and taking care of my own physical needs.
Then I got a phone call from Texas. A family member had died. I needed to go to the funeral, but there had just been a death in my wife's family and she needed to stay with them. The decision was made that I would fly out of Melbourne on Friday, attend the funeral Saturday, and fly back Sunday.
I absolutely hate that flight. It's so long, and to make it two times in three days.... Of well, we do what we gotta do right? I almost never sleep on the plane. I have a bad back, and sleeping in an upright position just wrecks my neck. You cannot imagine how pleased I was when I got my boarding pass to Dallas and the agent told me I had three seats to myself. OH YEAH! I could stretch out. I got a few hours sleep on the flight which helped immensely with the fatigue.
The funeral was nice. I got to see some friends and family that I hadn't seen in decades. That night I had dinner with my sister who had been my best friend growing up. Sunday morning, I did some shopping and had some authentic Mexican food before driving back to the airport. I got there in plenty of time. There was no good news this time when I got my boarding pass. I didn't ask, but three seats to myself is too much to expect. When it was finally time to board the plane, I got to my seat by the window (which is pointless on that return flight because it's dark nearly the entire trip).
There was a young guy that took the outside seat. He looked like he could be a teenager. Baby faced. A little pudgy around the middle and in the face. He had shaggy brownish hair and blue eyes. I greeted him when he sat down. Just chitchat. I found out he was traveling alone.
When the plane started to move, it was evident the center seat was empty. I told him about having all three to myself on my last flight, and he said how great that would be, and that he wasn't looking forward to the long flight. I teased him and said he could lay his head on my lap if he needed to. He smiled and said some people might think that was gay. I told him some people will never think about me when I'm gone, and I don't care what those people think. With that his face lit up.
I found out he was flying into Melbourne then catching another flight to Perth to go to a university. He was studying some computer science something or other. He was an attractive kid. Not very big. I'm not sure he ever shaved. Bit of a twink. Very polite and soft spoken. Great to talk with. His name was Liam. He had gone to the US to visit his brother who had moved there earlier, and was returning to start his sophomore year of uni.
After a little small talk, we turned to our own distractions. Him on his phone, and me to see if there was any new in-flight entertainment since Friday. Of course there wasn't. Because I had dressed for the warm weather I was going back to, I was wearing a pair of loose-fitting shorts and t-shirt. I like to be comfortable on the plane, but it was a little cool so I got the blanket out to put over me.
I was pretty warm and relaxed, but not allowing myself to go to sleep. About 11:00 pm Liam put his phone away and shut his eyes. Sleep wasn't happening for him either. He kept shifting for about 20 minutes. I caught him looking over at me, and I smiled and patted my lap. He looked surprised, looked around at everyone else sleeping, and turned back to me and in the softest voice said "really". Of course, I said. I don't mind at all.
He raised the arm rest between us, laid over and folded his legs up in the seat. I was next to the window. My right arm had a rest, but the only thing I could do with my left arm was rest it on his side and drape it across his torso. He looked up at me and I smiled as he mouthed thank you. I just winked and he relaxed his head in my lap.
For the next ten minutes he didn't stir to much. I thought he was asleep. One of the flight attendants came by with a drink trolly. I just waved her on. She had the warmest smile when she saw us. My shoulders were getting stiff from sitting in one position, so I repositioned myself slightly. In doing so I moved my arm that was on Liam's chest. I could feel his nipple through his shirt. Ummm, don't do it. Do not take advantage of this hot young kid while he's sleeping. No! And I didn't, although I may have brushed my thumb over his nipple. He let out a heavy breath and shifted his position a little.
I thought I had got away with it. He seemed to be asleep, but now his left shoulder has rolled over and my hand is no longer on his nipple. His breathing was steady. He was asleep. I was sure of it. I just sat there and tried to relax. After maybe five minutes he shifted again, but this time he moved his left hand up near his face, but under the blanket. OMG! He had his hand on my bare leg. Did he do that on purpose? No, he's just restless in his sleep. Why would a beautiful young man like him want to touch my leg? Geeze I could be his grandfather. Geeze my heart sure was beating though. I had to change my thoughts.
The flight attendant was coming around again so before she got there, I closed my eyes and feigned sleep. She looked towards us and kept moving. Then I felt his fingers move ever so slightly. I froze. After a few seconds they moved again. I'm still frozen. The next time they moved they traveled up my thigh a little. It was then I decided he may not be asleep. I had to test it. I shifted in my seat and spread my legs a little more. I also moved my hand back to his nipple. He turned his head to look up at me, and I brushed the fingers of my right hand across his forehead. I wasn't smiling. I was scared to death of freaking him out. He didn't freak. What he did was lay his head back down and move his hand farther up my thigh.
I gave his nipple a tug and then flicked my finger over it a few times. I ran my hand over his chest and down his stomach. He was wearing tight jeans. My hand, as if it was processed, moved up on his hip and down to his ass. His ass cheeks felt so good to me. I love a big ass and his was a nice squishy hand full. His breathing was picking up. What I would have gave right them to strip him off and lay him in bed. Sadly, we had to make do with the three economy seats.
By now he had reached my cock. He had easy access because I never wear jocks, although sometimes I'll wear a lady's thong. The material on my ass keeps me in a constant state of arousal. He cupped my balls in his hand and gave a gentle squeeze, then he straightened my cock out which it appreciated very very much.
I was caressing his face and running my fingers through his hair this whole time. I ran a finger over his lips, and he took it in his mouth. I let him suck it for just a little bit. I then leaned over so we could clearly see each other's face and pulled my finger out. I stuck it in my mouth, and sucked his spit from it. When I pulled it out covered in my own spit I offered it back to him. He eagerly took it in. It was so hot. Just a spur of the moment thing I never would have thought of before. It's like sharing a French kiss when we couldn't physically kiss.
Now he's playing with my cock and gently rubbing his thumb under the head. I move my hand off his ass and loosen his jeans. When my fingers touched his belly, he sucked it in. It was like an involuntary response. Or, maybe he just wanted to give me easy access. I reached in his jeans and found he was wearing a pair of lacy panties. His cock was sticking out the top and was wet with pre-cum. I ran my thumb over the end and spread it around, then brought it to my mouth to taste him. I wanted him so bad. I went back to his cock to wrap my hand around it. His dick was skinnier than mine, but longer. Maybe seven inches. It would be perfect in my ass. I've never done that, but I've wanted to. I've certainly spent enough time playing in there.
He has now pushed the leg of my shorts up and freed my cock. I moved the blanket from my right side over to expose myself to him. From the isle it looked like I still had the blanket over me. He raised his head and took me in his mouth. I'm so hot, I knew I wasn't going to last long. Besides I had other ideas. He bobbed his head up and down slowly working his tongue over the end of my dick. With his left hand he was alternating between stroking the base and playing with my balls. I tensed up and he started stroking faster. It didn't take me long to cum. He took every drop and continued to suck until there was nothing left.
I pulled him up to me and kissed him. I told him if it's alright with him I would like to lay down for a while. He smiled and said he would love that. I suggested I go to the toilet, and when I come back, he should be in the window seat. We agreed and I headed to the back of the plane.
When I got back, he had taken the window seat and had the blanket over him. He lifted the blanket to show me he had pushed his jeans down to his ankles, but he still had the panties on. I looked around the plane and everyone close to us was asleep. I told him to keep an eye out for the flight attendants and let me know if they were coming. I then laid down on the seats and lifted the blanket to the side. I ran my hand over his panty clad cock and balls. It turned out it was a thong. I was so excited getting to play with this sexy young lad.
I pushed his panties down to expose more. I wrapped my hand around his dick and stroked it a little. Some precum came out the end which I gladly licked up. Then I took his head in my mouth. I lay there sucking his slender dick and licking the head while I ran my hand over his smooth balls. I grabbed his balls and pulled them from between his legs. He raised his ass a little and spread his legs more. This allowed me to take more of him in my mouth.
I pulled the thong from between his butt cheeks and felt his ass. He seemed to like this, and at this point was holding my head. I lifted my head from his dick and put a finger in my mouth making it really wet. I then took as much of him as I could back in my mouth and slid my finger in his tight hairless ass. He let out a little moan and bent over at the waist. I was sucking hard and fast while I wiggled my finger tip in him bum. He came quickly shooting so many ropes of cum into my mouth. I was in heaven.
I held his dick in my mouth until he calmed down. When I let his cock slip from my mouth, I also pulled my finger from his bum and brought it to my face. He was clean, and so was my finger after I sucked it. I sat in the middle seat next to him and covered with another blanket. I reached under his blanket to hold his dick because I just couldn't resist. He also held my cock.
We talked throughout the night. I was the first man he had ever been with. It was all spontaneous for him. I asked where he learned how to please a man so well, and he told me about the married cougar who had groomed him for several years. She was eighteen years older than him. She had taken his virginity. He learned from her what felt good, and that's what he put into practice that night.
It was her who got him started wearing women's panties. She the one who made him shave his pubes. She had also been pushing him towards having sex with a man. He was a little excited to tell her about his adventure on the long flight home.
He came a couple of more times for me that night. Both times I took him in my mouth when he came. He sucked me off once more. Before we landed, we exchanged phone numbers. I don't know where it will go, because I'm married in Melbourne and he's in Perth. It will be nice to keep in touch anyway. Who knows what the future will hold?
This is my first story. All feedback is welcome and appreciated
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