I buggered both husband and wife

As a teen ager I had sex anal with a male friend, then, 50 years later I and anal sex with his wife.

I'm now 75 and looking back over the sexual encounters I had in my youth and more recently.

Pete and I were school friends and in our teens. We were at the age when our sex drives and curiosity were rampant. We would go to Pete's bedroom for some privacy where Pete would initiate the sexual encounter by kneeling on the floor, looking at a book, with his bum up in the air. At this stage he was fully clothed. My response was to run my hands over his bum and then over his crotch. I would open his trouser and pull out his hard cock. His cock was big and thick,

While I was stroking his cock and playing with his balls, he would open my trousers and find my cock, which was a stiff as a poker, get it out and explore my shaft and balls. The sensation of another persons hands on my "parts" was fantastic.

We were both young, and doing this made us feel incredibly shy. The feeling of lust was relatively new to both of us, and we tingled with emotion. The sensation of feeling each other in this way was quite over-whelming, but at the same time we felt this was a moment of private rudeness. Maybe we a little bit coy. On the first few occasions we would wank each other and enjoy watching the spunk spurt onto our bellies.

But one thing led to another and we started to finger each other's anus. Pete lay on his bed, naked from the waist down, with his buttocks pointing in my direction. I parted his cheeks and started to finger his ass-hole, which filled me with a huge desire to stick my cock in his ring. I remember the smell of his ass (a sexy smell, not at all nasty). We were naive about lube and condoms, but Pete had some Vaseline, which he passed to me, and I rubbed it over his ring with my finger. Gently I pushed the Vaseline into his ass with my finger, knuckle deep. More grease and two fingers. More grease and three fingers until his ass was stretched and open. Pete seemed to like this. I guess it was the first time for him, and it was the first time I had done this. It felt good.

My cock is an average 6" and not thick like Petes, and I really wanted to feel my cock in his ass, so I covered my cock in grease and then lay over him, putting the end of my cock against his anus. The feeling was incredible. This would be my first time and his. Pete was very quiet and seemed to welcome my cocks intrusion into his virgin hole. Although I had loosened him up with my fingers, his ring was quite strong, and it took a little time for me to get into position. However, once I had the right orientation I pushed my cock through his ring and felt the pleasure of it as I slipped it into his rectum. Pete groaned a mixture of pleasure and pain, and I felt slightly dizzy with the sensation of having my cock up his ass.

I lay still for a while so that we could both adjust to this new experience, and then rocked my cock backwards and forwards. The sensation of his tight ring on my cock was fantastic. I was lying on his back and could feel the heat of lust from his body. I remember his smell and how it felt to lie close to him. His legs were wide open and mine were inside so that our naked thighs were together.

I humped for several minutes, enjoying this new found sensation until I could not hold back the cramping sensation as my balls tightened and my cock was twitching. I gave in his ass, bareback, and had an enormous orgasm.

I pulled out and Pete turned to look at my cock, which was now a bit of dangler! He was still rock hard, and he obviously need to cum. I turned over to give him access to my ass. However, because his cock was long and thick, he was too big for my ass, so he put his cock between my bum cheeks. I gripped his cock with my cheeks while he humped me. It was only a few seconds before I felt a great gush of hot spunk flooding down the crack of my ass. Wow. we had both had our first taste of sexual intercourse.

We would meet up and release out lust in this way on a few more occasions, unit Pete got a girlfriend, when his interest waned. The girl was someone I knew from school. Jenny was a year younger and we three got along well as friends. I knew he was fucking her because I called round to his house one day and his mother took me through to the front room (not his bedroom, as that would have been too explicit) to find them. It was obvious what they were doing. His mother knew too.

We remained friends for rest of our teenage years and shared social events, and had a happy time. I had girl friends and lost interest in buggering men, in favour of the delights of wet pussy. I was best man at their wedding, and then we moved away to attend different Universities.

We kept in touch, as we moved from one town to another as our careers developed. When we all retired and though we lived in different parts of the country we stayed in contact. One day I had a letter from Jenny to say that Pete was not well. He'd developed Parkinson syndrome. It developed quickly and he had to leave Jenny to live in a care home. The strain of his illness was too much for Jenny, and though she was upset by Pete's condition she was glad that she had freedom and independence. I invited myself over for a visit. They had a nice house and raised three boys, who had all left home, leaving Jenny with a nice place to live.

When I arrived, Jenny took me up to the spare room (with en-suite) and I freshen up after the journey. We went out for dinner, and talked about our lives that spanned 50-odd years. Although Jenny was in her early 70's she was still an attractive person. Slim, nice hair, well dressed. Worldly. The conversation was interesting and revealing. Because we had been friends for so long we were relaxed together and could talk freely.

Back at her house the wine bottle was opened in the lounge and as we had a few drinks it became obvious that there was a spark of lust between us. One thing led to another and we found ourselves in a close embrace with my hands running over her petite figure, feeling her ass and pressing my hands on her breasts.

"Follow me" she said and took me upstairs to her own bedroom. We were soon undressed and enjoying the pleasure of being naked together. Jenny was petite and had small apple breasts with big, dark nipples. A real turn on. Her bum was pert, and I found that she enjoyed having her cheeks squeezed. Her pussy was shaved, and still quite tight (despite birthing 3 children). Gosh she was wet. My hands were covered in her pussy-fluids, and the taste of her cunt was fantastic.

We were really hot for each other, mainly because Jenny had not had sex for years. She was making up for lost time. She was a sexual extrovert. Not for her the passive-kitten mode. She was full on. Hands and mouth everywhere. We sucked and licked each other in all the places that we could find. To my great pleasure she enjoyed ass play, and licked my ass first. I was delighted to see her rose-bud and gave her a very good rimming....

All this exploration was before she opened her legs and I recognised the signal to slip my cock in her pussy. Bare-back. Oh boy did that feel good. She was as slippery as an eel, but still tight and grippy. She was wild while I fucked her. Nails in my back, Mouth biting my neck and shoulders, and her hands parted my ass cheeks while she search for my anus. Her fingers went inside and opened me up. The sensation of having my ass fingered while I was fucking her blew my mind.

"Cum in my ass" she said suddenly. I've never had it there. I always wanted it, but Pete's cock was too big. "
please cum in my ass".

Jenny lay on her back and put her legs onto my shoulders. I could see her pussy (which was still flowing with her nectar) and down below was her anus. I asked her for some lube, and she smiled and reached for some in the bedside drawer. "Use this".. I greased my cock and then fingered the rim of her rose-bud with the grease. She lay back with a huge smile on her face. I slipped in one finger, making sure her ring was greased. Then two fingers. She purred with pleasure. Then three. She was relaxed and open for me.

I remember the days in my teens when I'd buggered Pete. "Will you lie face down and let me take you from behind?" I asked. "Sure" and she rolled over and I saw her lovely ass, just as I did with Pete.

I lay over her body with my cock resting in the crack between her cheeks, which she used to squeeze my cock. "If you're comfortable, I'll find my way inside you". "Oh please do" she replied.

My cock ws resting on her ring. "Is that OK?"
"oh yes, perfect, just push gently"
So I did.
I felt my foreskin slide back over the end of my nob as I slipped into her delicious rectum. The feeling for me was magic. Amazing. I could feel the grip of her ring on my cock, and what made it more special was her response. She clenched her ring several times deliberately to enhance the pleasure. She purred and groaned and and told me to "do it". I rocked my cock backwards and forwards which felt so good for both of us...

After a few moments Jenny spoke "Cum when you can. Cum inside me. I want to feel you spurt in my ass".
I was so aroused by her demands that waves of lust and wanting rippled through my balls and my cock. I came. One enormous explosive orgasm and a big shot of spunk right in her ass. And with that Jenny came as well. She screamed her pleasure as if the years of wanting and frustration were being released.

I did not tell Jenny that I'd fucked Pete 50 yers earlier, and nor did I tell Pete that Jenny was a better ass-fuck than he was. Sometimes it's better to be discrete.