So here we are, sat at my dining table, A beautiful woman, me and a deck of cards. The rules were established before the meet - both of us are wearing 5 items of clothing. She is wearing a short black dress, what appear to be stockings and some knee high boots. She looks stunning - making my desire to win even stronger. I am in a suit, shirt, and socks.
The game is Texas Hold'em with an item of clothing as the ante for each round, with an extra item being able to be bet on the turn and the river. A bluffer or bad player could lose 3 items pretty quickly (so I hope). Being a gent, The rules allow her fold without penalty whenever she wants.
We play a couple of practice hands to get into the game. The tension is there which she adds to by brushing my arm as I deal and collect cards. I'm a mess of anticipation and excitement and not just a little bit aroused. She wins both practice hands and protests that she deserves at least one item from me. They are only socks, that could possible go wrong.
The game proper starts and immediately she goes on the attack, raising on the turn and the river. I'm sitting with three 4 in and feeling pretty confident, so Call both times. Her poker face evaporates into a beaming grin as we reveal our cards. Winning the hand with three queens. Surely her luck cannot last, surely? "You owe me 3 items" she chuckles, "oh, and I think you should dance and strip for me". How can I refuse. I dance and strip, riding the cheers and the giggles as I strip down to me trousers. She demands I take them off slowly for her. I turn around and drop my trousers slowly, revealing the tiny black thong I am wearing for the game. I didn't think I would lose this bad. I turn around to more laughter and cheers as I reveal the large bulge in the front of the thong. Surely my luck will change.
The next hand is dealt and she fold immediately. Frustrating as I had a good hand. I try not to let it show. We deal again and play a low stakes game, both working though with no raises. We show our hands, and I am relieved to see my luck has changed. winning with a pair of kings. She takes the loss worth grace and moves round to the table, asking me to lift her dress off of her. I was expecting here to remove her boots, but definitely do not complain as she pulls the dress off to reveal her stunning figure in skimpy black underwear. I look down at her legs, loving how she is rocking the stockings and boots. She leans forward, her knee pressing into my swollen groin and whispers in my ear "enjoy it whilst you can, you are still losing".
She returns to her seat and we deal again. Immediately she folds. This rule was probably not the best idea. The tension builds again with another deal and as we go to the turn she raises. I only have one item left, "what happens if I lose this one?" I ask. "How about a forfeit, you do anything I ask" she responds. All I can do is agree. We flip another card and I 'call' at the river. My heart is in my mouth as we show our cards, then sinks rapidly as I see that once again I have lost. I've been hustled, badly here. I ask what my forfeit is. She orders me to get naked first and then I will see. How can I refuse. I turn around and drop my thong, trying to add some tease, as much as a middle aged man can in such a situation. I cover my now very erect cock with my arms and turn around, going for the big reveal. This is accompanied by whoops and giggles. I have lost so badly. "And now, you dance for me boy and make it sexy" she says. I try the best I can to dance and shake my booty. She is in fits of giggles, whooping and encouraging me on. Standing up she comes over to me and starts to kiss me, her hands running all over my quivering body. Never quite touching anywhere too intimate, but getting me more and more turned on. She breaks off suddenly announcing she wants another game.
There is no hiding her grin as she sits down and we deal again. "I won't be so nice if you lose again" she warns. I know this is going to be a big hand. I try and concentrate on the cards. It's another cagey game and only one item is played for. To my relief I win. To my surprise she steps forward and removes her bra, brushing her gorgeous breasts against my face as she does so. I go to kiss them, but she moves away - "you will have to earn that pleasure"
I don't know where to look as we sit down for the next round. I am so distracted by her stunning figure and coy smile. She know she has me under her spell and intoxicated. My brain is mush and my mind only on one thing. The distraction gets worse as I feel her boot land on my chair and start to grind into my genitals. I go all in on the next game, three items committed each. I need to see her naked and get some forfeits of my own. Yet, like all bad gamblers throughout the history of time, my luck does not match my bravado. She has a full house to my pair of kings. I didn't think her grin could get much bigger. But, it sure does.
First she orders me to bend over the table. She walks behind me and without any warning smacks my buttocks. I yell out in surprise, shock and a little bit of pain, not just once, but nine more times as she gives me ten of the best. Ordering me to turn around she once again kisses me passionately. I can take any kind of spanking if this is the reward. "What's next I pant as we break off our kiss".
Grasping my cock, she pushes me back onto the table and lifting her knee rapidly and connecting with my testicles. Tears fill my eyes as she does this twice more. Leaving me to collapse forward onto my knees. Once more the room fills with her laughter. Despite the discomfort, I am loving this too much. I don't think I have ever been quite to hard.
As I recover and look up, I see she has fetched a collar and a blind fold from her bag. I momentarily wonder if she has been planning all of this. I am ordered to put on the collar and blindfold and to get on my knees. I feel a tug as I am pulled towards the sofa. I hear her sit down in front of me, in one agile movement, her legs wrap around my back and neck and pull me into her crotch. My face is rubbed into her crotch, I can smell and feel her wetness through her underwear. My dreams all come true as she moves her underwear aside and orders me to lick her how and now very wet vagina. Who am I to refuse? I'm not sure how long I am in this embrace for before she starts to push my face harder into her, writhing and moaning as I lick and tease her to orgasm. She relaxes her grip and we both lay there panting.
There is no way we are going back to cards now. Pulling me forward by my leash and lifting my blindfold, we kiss again. Breaking off, she tells me as I lost I am her slave now any must do anything she asks. I can only agree and we continue to kiss passionately as she guides my cock into her. Once again her legs wrap around me, the boots biting into me and she encourages me to fuck her deep and hard. I go as long as I can desperately trying to control myself. We are a sweaty mess as I slow and tell her I am close. I see that wicked grin on her face again as she demands I go down on her again and lick her again. She makes me lie on the floor and sits on my face (my most favourite thing ever!). I continue to worship her, my hands all over her body. She is gushing now and my face is a mess. I feel her lean forward and her mouth wrap around my cock, taking me deep. There is no way I can last as she works on my cock. I feel her tense as she cums again, I lose control and pass the point of no return. She must sense this and increases her stroking and sucking. I cum so hard I am bucking on the floor. Still she does not stop, continuing to rub my raw cock head. It's so intense I am almost in tears. Finally she moves off of me and turns around. She leans in for a kiss and opens her mouth spilling my cum into my mouth and all over my face. As always, she gets the last laugh!