The Chess Mommy

 

The Chess Mommy

 

 When I got to college, I decided to join the Chess Club. I’d always been really good at it, and I needed to be in at least one club in order to get into the fraternity that I’d been eyeing. When I told my Mom about it, she thought it was a great idea, but a few weeks later, during one of her visits, I had to admit that I was struggling. 

It turned out that being good at chess in my hometown, and being good at it among some of the best players in the state, were not exactly the same thing. When I told her about my struggles, Mom seemed disappointed, but offered to help me. 

Now, I love my Mom. She is smart, funny, and very beautiful. She has this lovely brown hair that’s naturally wavy. She has nice tits, long legs, and an ass that drew the eyes of absolutely everyone she walked past. Part of the reason for that was that Mom had a WALK. A sexy, swinging gait that swayed the hips and mesmerized the minds of anyone who happened to be nearby. 

Now, full disclosure, 5 years ago, I never would have talked about my own Mother that way. She was sexy, no doubt about it, but, I mean, she was my Mom! But… After I turned 18, she sat me down for “a talk.” 

At first I was worried that I was about to get a birds and the bees lecture. But if that was sex 101, then the conversation that ensued was most definitely an advanced class. Mom laid out how her and Dad were in an open relationship. How, while she wasn’t an actual nymphomaniac, she definitely had “nymphomaniac tendencies.” And how, now that I was 18, she wouldn’t be hiding any of that from me anymore. 

After that, Mom would walk around the house in the sexiest outfits. Sometimes she would literally walk past wearing nothing but a little bit of silk lingerie, and she would wink and blow me a kiss before closing the door. I also learned that my Parents had been having very quiet sex when I was at home and very loud sex while I was out of the house. At least, they had before they’d come clean about their sex lives. But now that I knew, loud sex was happening whether I was home or not, and oftentimes, whether Dad was home or not. 

So, yeah. Total fucking hottie, and absolute MILF. But helping me to get better at chess? Well, since I was the one who’d taught Mom to play, that just didn’t seem super likely. I phrased that as politely, and lovingly as I could, and Mom gave me a smile and a playful slap on the arm for the obvious jab at her chess skills. But then she said, “Why you little! For your information, young man, I was talking about a sex thing.” 

That…

That got my attention. When I pressed her for more information, Mom proceeded to lay out the most batshit insane idea I’d ever heard in my life. But, since I’d been lusting after her for months now, I agreed. Not because I thought it would help. But because, if she actually went through with it, which I didn’t really believe she would, then I would get to see my Mom engage in sexual acts while in the same room as me. Hell, I might get to see her tits, even if she just took the bluff too far! 

So, a week later, Mom visited me at college again. I’d told about 5 of the chess club guys the plan that she’d proposed, and they didn’t believe her either. But, again, on the super off chance that she wasn’t just messing with us, they all showed up. The set-up ended up being my Mom and I sat across from one another with a chess board placed in between. 

We started playing, and with 5 of my buddies in the room with us, Mom reminded me of the stakes. It was meant to be a mix between me fighting hard to defend my Mother’s honor, and also me trying to avoid embarrassment. After all, as I’d implied before, I was a lot better at my Mom than chess. So, if I really went all in, and applied myself, I should be able to beat her pretty handily. But as I reached for a piece to make my first move, Mom gave a little warning noise and reminded me that, “For every piece I take, I also take another cock.” With that warning, she glanced around at my gathered college friends, who of course, all stepped in closer to watch. Then the game began. 

The thing was, I HAD to know. Like, I HAD to! So, not more than just a minute or two later, Mom knocked my first piece of the board, and immediately said, “I warned you…”. After that, I was playing my Mom in chess while she stroked off one of my buddies with her left hand. 

A few moments later, I lost another piece, and Mom shot me a suspicious grin, but called over another one of the guys. She told the first guy that he could freely access her tits now, and then began giving my second friend a handjob too. She was now stroking a cock on either side of her, and when her turn came up, she just called out her move, and a moment later, one of the guys she was slowly stroking reached down and made the move for her. 

 

 A few moves later, and she had a friend come stand on one side of her, so could suck on the tip in between her moves. Then, curious what would happen. I made such a catastrophic mistake that Mom got a checkmate on me. 

She grinned at me, and clearly went to say something along the lines of accusing me of losing on purpose. But instead, she just mouthed the words “Bad Boy”, at me, her smile never fading. When the one friend who was still left out asked what would happen when my Mom got a checkmate, Mom laughed and admitted that she didn’t know, because she didn’t think it would happen. Then she put a finger to her lips and said, “I do think it calls for something special though. I mean… the point of this is discouraging my Son from making bad moves by having you boys do embarrassing things with his Mother when he does, so…” 

Mom gave some instructions. Clothes were shed, and within moments one of my buddies had her bent over the chess board. The pieces were scattered all over the floor, and the last thing Mom said to me before a second friend plugged up her mouth with is cock was, “Oh god sweetie! Their fucking your Mommy!”

It turned out that my punishment for losing that badly was watching 5 of my college buddies fuck my Mom 2 and 3 at a time. As it was happening, Mom was not only moaning about how much she loved it, but also calling out what they were doing to my Mother as often as possible. 

It also turned out that punishment for losing two weeks in a row, was getting rid of the 2 and 3 at a time thing, and being forced to watch all 5 guys gangbang my Mom at the same time!

In all honesty, I never beat my Mom at a single game of chess ever again. But the guys all let me stay in the chess club. It was tough to convince the other guys at first, but when Mom suggested that we simply let them join our Mother/Son study sessions, it turned out that, yeah. That more than did the trick. 

I’ve been in the club for over 2 years now. We have Christmas parties, holiday get togethers, and we are definitely a more social club than we ever were before I joined. Of course, the big difference isn’t necessarily me, but my Mother. She still shows up every week to, “Help me improve”. And while we’ll long since become lovers I have to admit that my favorite part of college is definitely hearing my Mother moan about how good it feels when my friends are Gangbanging her to “teach me a lesson”. 

***************************************

I am not ad friendly... 

If you wish to support my blog, please do so here. 

https://patreon.com/RiskyVenture36

Any love you show would be appreciated

***************************************