PLAY A GAME
This story is about an imaginary meeting on an adult chat site between Brisboy and myself. I would like to thank Brisboy for the use of his pictures. I posted some of the previously uploaded pictures of mine as part of the story. The picture “very loosely” follow the story, please give me some artistic slack. Perhaps I should have had a real meeting with him and get some real pictures to use.

I had told numerous people on Show It Off that I did not show on Skype or any other chat app. I was exchanging messages with a gentleman, his Showitoff name was Brisboy. Part of our conversation centered around the explicit stories I wrote in my blog. The chat went went like this:

Brisboy: I like reading explicit stories. Love that there was some truth in it too.

Brisboy: Id love to have a session with you. I'd love to even just watch or listen to you in action. You're a dirty girl!

GeorgiaP: I am a dirty old woman, 

Brisboy: So hot

GeorgiaP: Thanks

The key word, for me, in that exchange was “OLD”. I am an old woman. I am 75 and while I was once a wild, crazy, uninhibited cunt who enjoyed showing myself off and doing the most degrading things, I had the body that would support those actions. Thats why I did not want to show off my body in a real time scenario where I couldn't select what went out to be seen.

During the chat Brisboy sent me a dick pic.



He later sent me another.



After much thought I decided to try it one time with Brisboy. I told him I would NOT show my face nor have the sound on. We could communicate via chat. He agreed and gave me a link to the site he wanted to use.

I spent the remainder of the day repositioning a few of the security cameras that were installed on the second floor of my house to show me off, no face showing. The cameras fed into a central camera system which I could use to select which cameras I wanted to go out over the internet feed.

Later that evening at the agreed upon time, I clicked on the link and I found myself in a chat room with a nice looking guy. He was sitting in a chair in jeans and and he was bare chested.

I was sitting on the upstairs couch in a see through pink cover up and panties. I was excited about exhibiting myself once again. I was so looking forward to this.

When I saw Brisboy I immediately started to put the plan to display my body in action.

GeorgiaP: Wanna play a game?

Brisboy: Sure, what game?

As I typed the words "Strip truth or dare", I found my heart beating fast as my finger hovered over the 'Enter' key. It wasn't too late to back out yet. A million thoughts raced through my head. Do I really want this? Is this okay? Can I really do this? Do I want to show off my old body?

As I faltered, my finger lightly pressed the Enter key by accident and the message went through.

Brisboy: Yes, how do we play?

I could practically hear my heart beat thumping in my ear. I've gone and done it.

GeorgiaP: We take turns to ask each other truth or dare. If someone can't answer the truth or do a dare, then they have to take off an item of clothing.

Brisboy: Sounds good.

GeorgiaP: I think so.

Brisboy: Cool. And what does the winner get?

I pondered for a moment. I hadn't thought that far, and shrugged. I was planning on losing on purpose so that I could expose my body to this man. Surely that's reward enough for him?

GeorgiaP: The loser has to do whatever the winner wants?

Brisboy: Deal.

GeorgiaP: You can start first.

Brisboy: Truth or dare?

GeorgiaP: Truth.

Brisboy: have you done this before?

GeorgiaP: Yes but many, many years ago when I didn't have this old saggy body.

Brisboy: Did you show your face then?

GeorgiaP: Yes, but not tonight. Anyway, my turn! Truth or dare?

Brisboy: Truth

I pondered for a few seconds and decided to ask him the same question.

GeorgiaP: Have you done this before?

Brisboy: Sure many times. I like for the female and I to “get off” at the same time on camera. Quite exciting.

GeorgiaP: Quite exciting, I bet.

Brisboy: Truth or dare?

GeorgiaP: Dare.

Brisboy: I dare you to show me your pussy!!!!

My mouth fell open. I was planning on getting naked, but this was too much too fast. I shook my head. I decided to get cute and I knew my cat was sitting next to me so I narrowed in the feed to show the cat. I did not realize that my left tit also showed.

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GeorgiaP: There you go.

Brisboy: Very funny. A cat, your pussy lol. But you did not perform in the spirit of the game and I cry foul and that means you gotta take off some clothes then.

GeorgiaP: Well I see you have seen my left tit. Want to see them both?

Brisboy: Hell yes

I let the straps of my nightie slip off my shoulders and cupped both breast to present them to the camera.



Brisboy: Gorgeous Georgia, lovely

GeorgiaP: Ok! My turn now. Truth or dare?

Brisboy: Dare

GeorgiaP: I dare you to jack off for me!

Brisboy moved his hand down to his cock and started stroking it. I felt my pussy get wet.



GeorgiaP: Once again, nice cock. Watching you stroke it turns me on.

Brisboy: I hoped it would. Ok truth or dare?

GeorgiaP: Truth.

Brisboy: What's the last sexual fantasy you had?

GeorgiaP: My late husband was always thinking of deprave things for me to do. His biggest obsession was wanting me to fuck other men. I am uploading a blog post, “Careful What You Wish For” tonight. Please read that. We stated swinging in our early 30's and George became very sadistic but I loved it.

Brisboy: Sounds like a must read, lol

GeorgiaP: Thank you. The game goes on I guess lol. Truth or dare?

Brisboy: Truth

GeorgiaP: What's your favorite sex position?

Brisboy: Cowgirl. Truth or dare?

GeorgiaP: Dare

Brisboy: Spread your legs for 30 seconds.

GeorgiaP: Let me relocate. The lights too bright where I am now. Don't want to shed much ligfht on this shriveled up ole cunt, lol. Be right back

Brisboy: OK, but as much light as you can, please. Got to be able to see you.

GeorgiaP: OK, back. What was the dare?

Brisboy: Spread your legs for 30 seconds.

I truly felt naughty once again, my breathing quickened. I shyly lay back on the bed and and slowly parted them in front of the bedroom camera.



Brisboy: A little wider!

With the additional prompting from Brisboy, I spread my legs as wide as I could, and zoomed the camera in, giving him a clear view straight onto my nether region. I glanced at my webcam preview and surprised myself with the lewd scene. I was wantonly in this obscene position just because Brisboy asked for it.



Brisboy: Okay 30 seconds is up! But the lack of light and the zoom made that picture very, very blurry

GeorgiaP: OK, let me reposition once again, BRB.

I decided to show him the good but in a sexy way. I put on a sexy black nightie to have some illusion of modesty, lol.



GeorgiaP: How's that?

Brisboy: Wonderful

GeorgiaP: Truth or Dare

Brisboy: Dare

GeorgiaP: Get naked and show me that cock

I watched as Brisboy stood up and took off his jeans. He truly had a splendid cock.



Before I could respond to the site of his massive meat, he continued the game.

Brisboy: Truth or dare?

GeorgiaP: Truth

Brisboy: Are you wet?

I lied

GeorgiaP: No of course not!

Brisboy: Liar lol

GeorgiaP: I'm not!

Brisboy: Prove it then

GeorgiaP: How??

Brisboy: Show me a close-up of your cunt and I'll see if you're wet or not

I cursed under my breath. Just reading the word cunt caused a flood of juices to erupt from my pussy. I zoomed in the camera and moved it closer towards my pussy and spread my legs.

Brisboy: Spread that cunt with your fingers



Brisboy: Yep, you're pretty wet alright

I am sure if he could see my face Brisboy would see my face was flushed and if he could hear my heavy breathing he would know how excited I was. I quickly moved the camera where it pointed at the brown couch.

Brisboy: How'd you even get that wet? Is it just from me looking at you? Do you get turned on from showing yourself to men?

GeorgiaP: Yes. I haven't done this in years, many years and I am so embarrassed how easily I got excited.

Brisboy: Sorry about that, I just think that it's super hot. You're really gorgeous!

I noticed that he had put on a gray robe and he had brought a fake pussy toward his cock

Brisboy: See this pussy. If you were here I would not be jacking off I would be bringing the tip of my cock to the entrance of your cunt



Brisboy: And soon my cock would be buried deep within your cunt, pumping away



GeorgiaP: Ummm so what now? Lol

Brisboy: Now the loser does whatever the winner wants -- your rules

GeorgiaP: Okay fine, we did agree to that.

I had forgotten I suggested this at the beginning of the game. I thought this was the end of my little exhibitionist shenanigan, but now there was more?

Brisboy: Don't run away now. Stand up and let me see those boobs. Nice view. Now stay like that and play with your nipples.

I stood up and put the black nightie back on and grabbed a pearl necklace. I started to play with my nipples



As I started playing with my nipples, another message popped up.

Brisboy: Wait, can you turn on your microphone?

Immediately, I shook my head. Something about having to type to converse gave me a degree of separation from him. After all, he has no idea what my voice sounds like, let alone what I look like or what my name is. As if he read my mind, another message pinged in.

Brisboy: You don't have to talk, I just want to hear you moan.

I could feel myself blushing and hesitated for a moment. This much is probably fine, I thought. It's not like they can really hear my voice just from a few noises. It also sounded pretty kinky, which I was more embarrassed to admit. I unclicked the mute button.

Brisboy: Thank you. Rub your nipples

As the new message popped up, I quickly stripped out of the nightie and pearls and lay on the bed. I began rubbing my nipples in my favorite way. I use a hand to cup each breast and use by thumbs to flick back and forth against the nipples. My breast are so sensitive and this flicking motion drives me crazy. I sighed with pleasure from finally having direct physical touch on an erogenous zone.



Brisboy: Now roll them between your fingers

I did as he said, and began rolling my nipples between my index finger and thumb. This sent tiny waves of pleasure through my body. I stifled a moan and squirmed on the bed.

Brisboy: Pinch them

I audibly gasped as I followed the instructions faithfully. The tiny waves now feel like they're sending a tingling feeling straight to my clit, as if my clit wanted to be pinched too.

He continued to send explicit instructions telling me how to play with my nipples, switching it up between rolling, rubbing, flicking and pinching.

I had played with my nipples many times before in private, but the sensations were somehow on a whole different level this time. I could see him watching me intently. I saw how lewd my webcam preview looked. I also saw that the camera view had shifted and my face was exposed and I didn't fucking care. I wanted him to see what his instructions were doing to me.
I was teasing my own nipples mercilessly and writhing with pleasure, with my legs still spread open obscenely. I could feel herself getting wetter and wetter.

Brisboy: Now spread open your pussy for me and give me a good look. Imagine you are on my bed with you and you are riding this cock


As if in a trance, and relieved by the break from the intense nipple stimulation, I parted my labia with both hands, exposing my most intimate parts to him. The air felt cool on my moist parts. My head was swimming with lewd thoughts. I'm showing my clit, my pussy and every little fold to this guy I don't know. He can see every part of me.

Brisboy: Do you like being looked at by me?

GeorgiaP: "Y-yes," I blurted out breathlessly.

Brisboy: I can see how wet you are. I bet you just want to touch yourself, don't you?

I nodded, my heart racing and my clit tingling, begging for attention.

Brisboy: Well give me a nice show.

With that, all of my reservations went out the window. With one hand still parting my labia, I began gently stroking my clit that was already wet with my own juices. I shuddered with pleasure from the touch. I was a lot more sensitive than usual from all the anticipation. Just like what I did with my nipples earlier, I pinched, rubbed, flicked and stroked my clit, teasing herself. I softly moaned and writhed in my chair.

Brisboy continued to watch me intently, his eyes glued to my image. I was now wantonly masturbating right in front of Brisboy. The thought of him watching was almost too much for me to bear. I noted that he was grinding away once again with his fake pussy,

"A-ah!" I cried out as a sensation began welling up from the deepest of my core. A single finger rubbed my clit in circular motions, ensuring that my hand wasn't blocking the view of my pussy. I wanted him to continue seeing every inch of me.

Brisboy: Wish I was there to fuck you

I read his vulgar comment, my eyelids feeling heavy and my mind light-headed from pleasure. I imagined that he was in the same room with me right now. I would be on his dick in the cowgirl position. His hands would be caressing my body at the same time, touching my nipples, my clit and my pussy. I could only imagine the overwhelming pleasure that his hands could give me.

I slipped my finger into my wet entrance, lubricating my finger before I continued to rub my clit. The sensation in my body began building and building, until it was threatening to bust.

"Oh! I'm gonna-! Ah!" I cried out, still moving my finger fervently.

The sensation suddenly spilled over, sending the deepest wave of pleasure from my clit to the rest of my body. my hips involuntarily began bucking, and I instinctively moved the hand that was touching myself to grab onto the arm of the chair, while still keeping her labia parted for him to see.

As the intense feeling began ebbing away, I glanced at the screen to see him still staring at me with fascination throughout my powerful orgasm. Suddenly, the same unbearable pleasure welled up in my clit again. Desperate to grab onto this feeling, I thrust my hips into the air once again. It was enough to send another course of pleasure, albeit significantly less intense and more short-lived, through my body.

Brisboy: Georgia look

I looked up and saw Brisboy was cumming. I could just imagine me sucking every last drop of cum from his slowly shrinking cock.



Brisboy: I would rather have cum in your mouth than in my hand.



I rolled over in the bed, completely spent. The orgasm had been intense. Although I had masturbated lots before with my hands and with sex toys, it had been years since I had had the double climax especially one of such intensity.

Brisboy: Georgia, are you OK. Please speak to me.

The last picture Brisboy saw was



GeorgiaP: Alexa, cameras off.