My Favorite Sexy Photo

 

My Favorite Sexy Photo

Growing up, I had an unusual problem. The problem was, my Mom was insanely hot. It would be one thing if she just had a great ass, or big tits, or long hair, or a great personality. But no, I had to have it so much worse than that. Because not only did my Mom have ALL of those traits, but, as if to make things so much worse, she was flirty. And I mean like, flirty as a way of life. She simply dripped with sensual energy. 

Then, when I turned 18, things got a lot harder on me. It turned out that my Mom had been taking lovers, with Dad knowing, for years. They simply had a very open and loving marriage. Which, cool. Good for them. But for me? Well, now that I was 18, Mom felt like she no longer had to hide anything. So, she introduced me to her “Work Wife”. 

Her Work Wife, was a hot, slutty, punk rock chick. Judy.

 

Judy was also a Married woman, and a Mother. But where Mom acted like a sensuous MILF, wise in the ways of driving men wild, Judy was a snarky, brat. The kind of woman who tells you to move instead of asking, and then, if you didn’t go fast enough, she would either pout at you and whine, or lick your forehead like she was a ghost who was sliming you. They were opposites, and yet, they worked. Two MILFS who acted more like a Mother and Daughter, than they did peers. But of course, they were also lovers. 

It started off simple enough. At first it was very much, “This is Mommy’s friend, Aunt Judy. She and I are going out for drinks.” But, the longer it went on, the more comfortable they got with having their relationship out in the open. Especially around me. 

One day they were hanging around in schoolgirl outfits, posting pictures to some kink website I’d never heard of. Then Mom spotted me, looked at the clock, and announced that they were going to be late. 

They started getting ready to go, grabbing keys, and purses, before slipping into some high heels. Then Judy paused to size me up with her gaze. After a few moments of Judy staring and smiling, as was Mom walked past her to open the door, Judy lewdly declared that my Mommy was going out to get laid. And she punctuated her statement by grabbing a big handful of my Mother’s ass, up under her skirt. Mom yelped, then gave a quick, approving moan. Lastly, Mom looked between Judy and I and said, “Honestly Judy…”, before dropping in a sultry tone and adding, “...He knows that.” And with that, Mom shot me a wink, blew me a kiss, and headed out the door. 

That weekend, I was home when they started “playing” in my Parent’s bedroom. It was just down the hall. But as the moans got louder, and the dialogue got filthier, I have to admit, I may have done more than just “overhear” them. I sort of started to migrate out of my room, and down the hall. Until I was standing right outside the door, listening to them both moan, swear, and talk about what a whore the other was for doing such filthy things. I even heard Aunt Judy referring to my Mom as “Mommy” on multiple occasions! I was rock hard the whole time, and ready to bolt if I heard one of them get up. But they finished, multiple times, and I got mine in too. 

 

Later on that afternoon, Judy stopped in front of my door and gave me this humored, but accusing look. When I asked her what the look was about, she snorted and shook her head at me. “Like anyone believes you weren’t rubbing one out on the other side of your Mamma’s door.” 

I’m pretty sure I blushed several different shades of red. Then Mom’s hand smacked Judy’s ass hard enough to get a yelp out of her and send her pouting down the hallway towards the kitchen. Once she was gone from sight, Mom turned her smirk from Aunt Judy’s exiting backside and shifted that intense gaze to me. She gave me a loving smile, and, after a pause, she said, “You don’t have to hide stuff like that you know. You’re old enough, and it's perfectly natural.” I was about to protest, but Mom gave me a look that warned me not to lie. After a few seconds, she won the standoff, and I just nodded and gave her a, “Yes Mom.” When I did, she gave me this grin. Like she was proud of me for admitting the truth. And then went to tease her lover some more as they played in the kitchen and made dinner for the family. 

The week after that, while Dad was at work, I heard them moaning in the living room. I decided to be just about as brave as I’d ever been, and grab a glass of water from the kitchen. Which, naturally, would have me walking right past where they sounded like they were being playful. 

 

But I was in for a big surprise. As I went to grab my drink, I found my new Aunt, and my Mother, completely naked, and making out on the kitchen table. My Mom was on her back, and Aunt Judy was leaned over. She was sucking on Mom’s breasts while she moaned and cried out. 

Judy spotted me first and immediately stopped what she was doing to grin up at me and send Mom’s attention towards me. “Well hi there Steven”, Aunt Judy all but purred my way. Mom then had to crane her neck back to look up at me. And this time, I did more than blush. Which, Mom noticed, and commented on. Smirking up at me,  she said teasingly, “Someone's happy to see me.” Then she gave me a compliment, adding, “Not bad kiddo.” But before she could say anything else, Judy was shoving two fingers into my Mother’s mouth and demanding that she, “Suck it Mom! Suck on it like a good little whore!” And, to the delight of my hard-on, and the horror of the rest of me, Mom didn’t even break eye contact as she began to suck, slurp, and moan loudly around Aunt Judy’s fingers! 

I backed up so quickly that I whacked my head on the wall behind me. But Mom didn’t let up. And so the sounds followed me back to my room. When Mom asked me a few hours later if I’d, “had a nice little jerk off session”, based on her show. I didn’t bother trying to deny anything. Instead I just told her, with total honesty, “Best one of my whole damn life.” And, once again, Mom looked at me with pride. Like I’d impressed her. Then, after a second of looking thoughtful, she seemed to decide on something. 

She leaned in close, and in a voice barely above a whisper, she corrected me. “Best one… so far.” With that, she shot me another wink, and, as always, we just went back to our daily routines like the most insane shit ever hadn’t just happened. 

She was right of course. About it being only the best one of my life, so far.

 

That kind of thing just kept happening, and it just kept escalating. Until one day, randomly, as the three of us were watching a movie together, Aunt Judy turned to my Mom and commented that she wanted to be the one to “take my cherry.” Now, I wasn’t a virgin, but I wasn’t about to interrupt my dear, sweet, beloved Auntie in that moment. She was talking after all!

Mom bit her fingernail like she was considering it, and after a brief, incredibly honest and intimate conversation, we arrived at a bit of a deal. Mom informed me that Aunt Judy’s Husband would absolutely love if she came home with stories about how some 18-year-old had fucked her while she was out with Mom. But, she doubted my Father would be okay with my Mother sleeping with her own Son. Mom had said, “Not much is taboo with us sweetie. But I suspect that might be taking things too far.” 

So, the rules were that Mom would watch, and might even kiss or touch Aunt Judy, but that me touching Mom or Mom touching me was completely off limits. And, if I’m being honest with myself, the fact that my Mom was going to be there was too hot for words. I hadn’t realized how true that was until she said it out loud. But from that moment forward, I realized that Aunt Judy might be my #2, but Mom was definitely the fantasy woman that I had never known I wanted, or at least had never admitted to myself, just how much I’d wanted her. And it wasn’t even close.

 

Both women took me into my Parent’s bedroom, laid me down on the bed, stripped, and then climbed onto the bed with me. They kissed and touched one another as Mom paused to occasionally check in with me and make sure that I wasn’t freaked out by her presence. When I assured her a little too enthusiastically that I wasn’t bothered by her being there, she got this curious look in her eyes that slowly morphed into a knowing one. 

That was when she handed me my phone from my pants pocket and asked if I wanted to take some pictures. 

That day, I took some hot photos as my Mother caressed, licked, and kissed my Aunt. Judy insisted that I needed to call her “Aunt Judy” as soon as we started. And I got some amazing shots of Aunt Judy stroking me with her hand. Stroking me with her tits. Licking and sucking on my cock. And of course, bouncing on me, or getting fucked by me while Mom filmed it! But, at some point, Aunt Judy began insisting that I call her other things too. She loved little nicknames like, “Whore, Married Whore, My little fucktoy, and, Cum Dumpster for College Boys.” And I was only too happy to call her whatever the fuck she wanted! 

But, among all of those photos of all the depraved things that Aunt Judy and I did that first time together, my favorite was taken very early on, and was very simple. Because the first time that Aunt Judy went to climb on, and ride my cock, she kept getting too excited and whimpering and complaining as she struggled to be patient long enough to guide me to her entrance. 

Until finally, she looked at my Mom and begged, “Come on! Help me out babe!”

 

And without hesitating, Mom did. 

MY Mom! My Mother reached over, gripped my cock in her cool, delicate little hand, and guided it towards Aunt Judy’s waiting pussy. She bit her lip, looked into my eyes, and moaned right along with me as I sank slowly into my Aunt’s waiting pussy. And just before she let go, she stared into my eyes, and moaned out, “Oh FUCK baby!”, before sitting back on the bed and beginning to masturbate to a rapid climax. 

When it was all done, and Aunt Judy and I were panting and gasping on my Parent’s marital bed, Mom was sitting beside us, running her fingers along Judy’s body with one hand, and flipping through the digital photos with the other. 

It took me a few days of Mom asking me various questions about the experience before I admitted that the one photo where she was touching me, even for just that one moment, was my all time favorite picture. When I did, Mom gave me that look of pride again. Pride that I’d admitted it to her, and just maybe, pride that she was my ultimate fantasy. 

But, she was still my Mom. And so, when I made a mistake, she was always quick to correct me. If only for my own benefit. And so, after letting my declaration sit for a moment, Mom leaned in close. Then, in a voice just above a whisper, she corrected me. Saying, “Your favorite photo, So, Far… sweetie.” 

And you know what. As usual, my Mom was right. 

 

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