I have already posted my story of how my lady cuckolded me at any early age on the stories page but would like to discuss the inter generational cuckolding that continued through my teens and into my twenties.
URLMy lady was a very sexy, raven haired slut and as you can imagine my teenage friends were quite taken with her. The fact that I knew she was a cheating, cock loving slut made the tension all the worse for me as I was totally aware that she would gladly cuck both me and my man.
In a pathetic bid to keep my lady away from my friends I avoided having anyone come into my house and always made sure that she wasn't left alone with my buddies from school.
I thought I had managed to avoid the utter offense of being cucked by a close friend until one day that will stay in my memory, and sexual fantasies, forever.
I had been at school, staying late for sports, when I bumped into my friend Bill's on-off girlfriend Lucy. She gave me a strange look, as if to say "what are you doing here?", and came over to speak with me.
I had been right in my assumption that she was surprised to see me as the first words out of her mouth were, "what are you doing here?"
"I stayed late for athletics practice", I told her honestly.
"But Bill said he was going to your house about two hours ago", she replied with annoyance.
My heart sank. I made some excuse and headed quickly for home, praying that there had been a mistake or communication error. But when I approached my house and saw Bill's red car sat in the drive way I knew my lady was inside with his prick inside her.
I had been friends with Bill for around five years, and although he was clearly the alpha male in our relationship and had stolen a few of my girlfriends over the years I had clung to our friendship, hoping that my loyalty would make him less arrogant and dismissive of me. After all I had always been there to help him finish assignments or cover for him when he was late to class. And, though at the time I put it down to innocent teenage experimentation, I had pleasured him for the last few years both manually and orally.
It had started innocently with us both sitting in my secluded club house, knocking back a few beers stolen from my parents takes cabinet and reading porn mags. Gradually we had become relaxed enough around each other to start jerking off in each others company. I couldn't help but have been impressed with his manhood. Even at our young age it was around 8 and a half inches, very thick and set off by a pair of huge, low hanging balls. Compared to my 4 incher and puny, watery spunk producing tackle it was pretty clear who the bigger man was. So it seemed not unreamisterable when he explained it to me that I should really help out a 'real man' when he needed to cum his load.
So dutifully, and thinking I was a good friend, I would crouch between his knees as he leaned back on a sun lounger looking at the women in the porn mags. At first I would simply stroke his penis with both hands until he shot his messy, thick load into the air and mostly over me. But after a while Bill grew tired of this and quite reamisterably explained that sucking his big balls whilst wanking him would keep my face out of the way when he shot, as well as giving him more pleasure - something that a 'real man' was due. I agreed and must admit that his heavy, salty balls in my mouth felt good, especially as they contracted at the moment of climax.
I was so happy that I had a good friend and that he was teaching me so well how people should treat one and other. So it was with no hesitation at all that when Bill decided I should in fact simply suck his cock instead of jerking it off I agreed happily. That way, he explained, there would be no mess as I would swallow the load.
I felt I had really found something I was good at, and although I still tried to talk to girls (when Bill wasn't stealing them away from me) I knew that every day after school I could happily suck on Bills big cock, swallow his load and play with those bill balls until supper time and bed. Bill especially loved urethra play, and as I lapped my tongue over his pee-hole tasting the pre-cum, he would squirm in delight and more often than not drop his porn mag and hold on to the back of my head.
My parents were very relaxed about how much time we spent in the clubhouse and never questioned that we could spend hours in there without appearing for snacks or takes. Little did they know that I was getting at least two or three heavy loads in my mouth every night whilst Bill usually enjoyed sipping on the beers I stole from my dad.
This continued up until the day I saw Bill's car in my family home driveway.
I had been at school for two hours at least by this stage and had taken around 45 to run home. My heart beat so hard as I approached the back door of the house and let myself in as quietly as possible.
There was no one on the bottom floor of the house so I slowly made my way up the stairs. The sight that greeted me took my breath away and made my cock stand to attention immediately.
At the end of the hall where my parents bedroom was the door stood open allowing a full view of the scene inside. Upon the big double bed lay my best friend Bill, propped up on several pillows, as on top of him my lady very slowly and sensually rode his huge cock.
The were kissing passionately and the wet, sloppy sound of his cock going in and out of my ladys loose, hairy snatch was beautiful, terrifying and so arousing I still to this day cannot get it out of my mind.
At the entrance to my lady's stretched hole, and the tip and base of Bill's big uncut prick, there were thick globs of cum. Some had run down his big balls and pooled between his legs on the sheet. Evidently both my lady and Bill were very heavy cummers and her blown out, swollen pussy lips were testament to what was obviously an intense and unhurried fuck fest.
After what was literally around fifteen more minutes of slowly building rhythmic screwing my lady slipped his shaft from her cunt and gently eased it into her willing anus. Bill couldn't contain himself anymore, holding her firmly round the waist he pummelled her without mercy as she begged him to "Fuck me, fuck me".
Finally he unloaded one of his trademark heavy loads into my ladys ass and she crumpled down on top of him, still kissing deeply.
She rolled off him, and in complete unawareness to my presence hiding at the end of the hall they shared a cigarette and cuddled like teenage lovers. I noticed that the whole time my lady held on to his meaty, juice covered prick that jutted out in a semi erection.
I slowly made my way down the stairs, still not fully believing what I had seen, and exited the house quietly with my heart racing.
I ran to the club house and masturbated furiously, tears running down my face. How could my best friend and my own lady have done this to me? I knew I couldn't stop them and that Bill would most likely have told my whole class what had happened before I got to school the next day. Yet my hard on wouldn't go away.
What was I going to do?
