I got up Sunday morning, and I felt Great. Chris had left sometime after I fell asleep. It was a nice day and I figured I would walk to my local coffee shop and get a muffin and coffee. I walked by my desk and realized I needed to write out a cash receipt for one months rent for Chris. As I walk by her apartment on the way out I slip it under her door.
I was sitting on a bench enjoying my coffee when I remembered the conversation with Chris about being with a woman, and I get a semi-evil thought. I download and sign up on a dating app as a couple looking for a woman. I post a still picture from the GoPro of her sitting on the bed in the lingerie and mask and one of the two of us in the mirror with the blindfold on her. I write up the ad and send it. Now it's time to sit back and see if we get a bite.
Over the next few days I get multiple replies from guys. "Do you want a guy for a threesome?" Those just get deleted. Friday afternoon I get a reply from a woman. She is average in looks, black hair, maybe a little heavier than Chris, but certainly not someone you would kick out of bed. I reply to her and we do 2 rounds of emails. She is divorced about a year, lonely and has always been curious like Chris. She doesn't want to go further without verifying Chris is real. She is afraid I will be a single guy trying to get laid.
We agree on a video chat later that evening. I text Chris.
Me - I need you up here at 7:45pm to talk.
Chris - I thought we agreed every 2 weeks
Me - We did. This is to actually talk. Are you looking to earn a punishment?
Chris - NO
Me - 7:45pm with a nice V-Neck showing some nice cleavage and a little make-up.
Chris - What is going on?
ME - See you at 7:45pm
At 7:45pm there is a knock at my door. I open it and there is Chris with a floral print shirt that has a nice v-neck and she is showing a nice amount of cleavage. I wave her in. "We have a video chat in 15 minutes."
"What?" She asks.
"I took out an ad on a dating site for a couple looking for a woman." I tell her.
"You did WHAT?" I hand her my phone with the profile up. "You took Pictures?"
"Didn't you see me do it? Oh that's right you were blindfolded." I say with a big smile.
"Oh my god I don't believe this. You know if these get out my salon will be ruined. My good clients won't come back and I will only have guys looking for a peek." She rants.
I raise my voice a tad. "First off. No one can tell it's you with the mask or blindfold. Second, don't forget to do what I say. Third they are for my use only. Fourth and finally Relax."
I take my phone back and open the emails. I hand her my phone back with the entire email history open. "Read the emails."
She sits onto the couch with a sigh and starts reading. "Is this for real?"
"It's all there, and it's why you are here so we can video chat with her. She was afraid I was a single guy looking to dupe her." I tell her
"Oh my god." She holds her hand to her mouth. "I don't know if I can." She says quietly.
"The other night it certainly sounded like you wanted to."
"Part of me does, and part of me is very nervous to try."
"You mean like you were the first time you had sex?" I ask.
"Well yes...no. Oh god I don't believe you are actually trying to set this up."
"All we are setting up is a discussion, and maybe if that goes well a public meeting. Maybe coffee or dinner." I tell her.
Chris just sits there shaking her head. "Would you like a drink?"
"Yes please."
I give her my drink of choice a whiskey on the rocks and she tosses it back, coughs and waves it at me to refill. I pour her another that she starts to sip. It's a few minutes later and my laptop is dinging to accept a video chat. I click accept and there she is. Taking a closer look she looks a lot like Chris. We make introductions and find out her name is Kristen. Kristen and I are doing most of the talking. I tell Kristen, Chris and I have known each other for a couple of years but just started dating. Kristen is divorced for a little more than a year now. Chris is sitting like a deer in the headlights only saying something when she is asked something.
Kristen addresses Chris directly. "Chris are you ok? You haven't said much."
"No I am ok just thinking." She answers.
"Are you thinking about what you told me the other day?" I ask
Chris turns to me. "What did I say?"
"Fantasizing about kissing a woman's lips and feeling her boobs and nipples."
"Oh My God!" And she buries her face in her hands. "I can't believe you said that." She says behind her hands.
Kristen is smiling on the screen. "Chris....Chris look at me." Chris pulls her hands apart and looks at the screen. "I am thinking the same thing and a little more. That's why we are doing this. Talking like this. I am sitting here thinking what it would be like to kiss you. To kiss a woman for the first time like that. Imagining what it would be like to feel you breasts and tease your hardening nipples....and a whole lot more. Are you thinking the same thing?"
"Yes. There I said it. Yes I am."
"Is it exciting you like it is me?"
I stand up, and pull Chris up me. "I can check that". I push my hand into her spandex. Chris screams 'No' but I have her by the waist with my arm.
I hear Kristen giggle. "Oh my god you are really checking."
I pull my hand out of her pants and I pull her back down onto the couch. I put my wet fingers nice and close to the camera. Chris is trying to pull my arm away. "No, don't show that." It's too late.
Kristen is leaning closer to the screen. "Chris, I would say yes you are excited . Fair is fair though."
She stands up revealing she is in a t-shirt and panties and there is obvious wet spot. She sits back down. "Chris did you see I am as excited as you are?"
Chris is still just staring at the screen. With a small smile she says "Yes I did."
"So can we agree we might both be real nervous about this, but I think we both want to do this."
"Yes, and I am going to need a few drinks I think." Chris answers.
"Oh absolutely." Kristen answers. "That's his job. Getting us happy before."
I speak up. "Just to be sure I will have more then just one 'job' right?"