She engulfed my entire cock into her amazingly hot, wet cunt sliding down on me in a single stroke. This after having deep-throated and sucked my prick to the very verge of cumming; only to back off at the last second. My mind was spinning as my sex partner for the night worked my body like a master musician while looking more like a cow-girl as she rode me hard, grinding her clit against me. Knowing that I could not last long, I hoped she could make me hard again.
Meg and I were in bed tonight after I had bought her as my sex slave for the night. Truth be told, I bought Meg after my initial bidding for my wife and mother (an attempt to protect their virtue) was ruled unfair. This was the first year I joined wealthy friends of my father who made a Holiday ritual of purchasing the wives of their closest friends for a special night of raucous fucking. The proceeds benefitted charities creating a thin veil of righteousness to hide behind.
Amending the story one more time, Meg actually provided the vast majority of the funds required to purchase her services for the night. While most of the women were young, trophy wives of very wealthy business men, Meg was wealthy in her own right. She was an heiress of a wealthy grocery store magnate who increased the wealth significantly from her own investments.
So, rather than the wife of a wealthy friend of Pop's, Meg was a friend of my Mother. I had a crush on Meg for as long as I can remember. Mostly because she took an interest in me, flirted with me, and made me feel special. Though she was not related, we formalized our special relationship by me calling her Aunt Meg.
I can remember one summer morning when I found out Meg would be lunching by the pool with mom. Without hesitation, I stood my friends up for a baseball game deciding the day would be spent swimming. I changed into my speedo, they were actually the in thing back in the day, and began watching out the window for her arrival. She hand a tendency to wear low cut blouses showing off her beautiful cleavage.
This day was no exception, her boobs were on display and as usual when she hugged me she rubbed her breasts against me making them jiggle. It was heavenly. She always flirted with me, but if mom was not around it was much better. That particular day, I beat mom out to pool area and was rewarded with Meg's hug lasting longer than usual and her hand under my ass pulling me tighter into her. I had intended for her to be able to see my cock through the little swim trunks, however I had not intended for it to become hard as soon as I saw her. She obviously noticed as she whispered in my ear; "You are so big and hard for Aunt Meg." She always made me feel so good.
This was my relationship with Meg, one of a young man whose puberty driven clumsy acts were received with amusement from a confident woman beginning to age. My hand "accidently" touching her breast or ass was always encouraged by a little wiggling movement or pressing back against it. When she looked up to catch me peeking through the pool house window watching her change, she winked and continued to undress making sure that I had a good view of her best sides. It was always our little secret with neither of us mentioning a word to my mother.
Over the years the relationship hardly changed. It of course evolved with Meg taking more of the initiative as I grew older. As an example she would insist that I help her with her pool during my breaks from College. This involved checking the ph balance that was always perfect due to the automated system and professional service. Then the rest of the afternoon with Meg's topless sunbathing becoming skinny dipping together.
There was also my wedding reception. Dancing with my new wife and with my mother were traditional, but for me, Meg was also a given. During a slow dance Meg's hand stroked my cock while she whispered in my ear: "Your wife is a very lucky girl, make LOVE to her. Be gentle with her, young ladies are not ready to be fucked by such big cocks as yours. When you need to FUCK good and hard, give your Auntie Meg a call."
Looking back, Aunt Meg was always willing to play, taking our game however far I was willing to take it. She set no limits; she also did not push limits beyond where I took them. Having sex with Aunt Meg was always a fantasy, the reality of such I thought beyond possibility as she was a friend of my mother. It could now be a reality, but I had a young bride I loved who I was not willing to fuck around on. As I had not made that call, our next contact was at a party of my parents.
The opportunity to cater my father's annual charity dinner, had some large possibilities for me. I had a successful bistro and had a couple of more that were the new in places. They had good possibilities of being successful beyond the initial fade stage to become truly landmark establishments as well. I also wanted to expand my horizons with custom catering of events for fortune 500 companies and the truly wealthy as an established "celebrity" chef.
My wife's losing of a friendly bet to my father made it a truly family event. Not only would she be part of the wait staff, but she would be dressed particularly sexy. Her big heart, wanting to help others in raising significant funds for charity paved the wave for her to go the extra mile. Allowing herself to be auctioned off for a night of fun. Balancing things out, the extra female being auctioned meant that I needed to be an additional bidder. Damn the bad luck, I would have to fuck my boyhood crush.
As I watched my wife walk towards a bedroom on the arm of an older gentleman, I felt more than just pangs of jealousy. I was ready to call a halt to this whole thing. This was more than slightly weird and my mind picture him between my wife's lovely thighs.
As my jealousy was peaking, I watched my mother following right on the heels of my wife on the arms of another man besides my father. Again my feelings of anger flared. Who was he to be fucking my mother? Immediately behind her was my father with his best friend's young wife being led off to bed. This lady was very hot, I envied my father understanding how and why he was able to allow another man to be fucking Mom. Meg distracted me from all such thoughts. Taking me by the arm, she began leading me towards our assigned bedroom. My sexy MILF for the night was asking me in a not so submissive tone; "Exactly how should I be taking you tonight? I think I shall begin by tasting that cock that you have been teasing me with for years."
At this point, it mattered not if I was the one who had supposedly purchased her or not. I could feel a passion emanating from Aunt Meg. Barely into our room, she began undressing me. With each piece of my clothing she removed, a lust grew in her eyes. "I have desired you for so long, years have I held in my hunger." She almost growled as she removed her lingerie which she had been dressed in for the auction.
Kissing me passionately, her mouth traced a line down my torso straight towards my rock hard cock. The feeling was so erotica as her large breasts led the way until I felt my cockhead poking out from between her wonderful mounds. My hands pressed them around my cock as she began licking just the tip, moaning at the taste of the first drop of pre-cum on her tongue.
Her tongue licking around the blood engorged head of my cock took her breasts lower, pushing heavily against my balls. Her beautiful dark hair was hanging down, its softness massaging and tickling my pubic area. Her hair draped over her face and my cock, hiding her eyes and not giving away her intent leaving each lick and movement an amazing surprise. I could feel but not see as her lips and tongue traced over my veins from the base of my cock up and around the sensitive glands below the cock head and back down again.