This is a follow up to two different stories, "Jenny and Rick Again...Plus His Friend" and "Jenny and Nick House Sit." House Sit is actually from 2016 and has a brief 2018 update at the end.
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Pam text me on a Friday afternoon asking if I wanted to stop by after work for some wine and cheese. She wrote that her boyfriend Andre was away for the weekend attending a destination bachelor party for his buddy. She added, "Besides, you owe me the scoop on what happened the other night with that guy with the big dick...LOL" She was referring to a few nights ago when she left me and Rick at the bar. She had just met him. I guess the wine influenced her to grab his crotch on her way out. Later that evening, Pam text to tell me about her discovery and that I should "go for it"...LOL. She had no idea. She didn't know the half of it.
Pam is a very attractive 5'4" 34 year old brunette with olive skin, a well-toned, athletic body and 34C boobs. Most of you have probably seen any number of the hundreds of photos of me that I have posted online. For those of you that haven't, I am a 55 year old happily married Mom of four. I am 5' 10" with shoulder length blonde hair, blue eyes and D-cup natural boobs.
When I arrived at Pam's house she already had two glasses of wine poured for us. As she was putting out the cheese and crackers she said lovingly, "Okay Bitch, spill it. What happened with the hot guy with the nice package after I left? He clearly was super into you." I was both looking forward to and dreading this conversation at the same time. Pam and I are good friends. She had always been somewhat on the shy, conservative side when it came to anything involving sex. I have never shared any details about me sexually to her beyond stuff with me and Nick. As a surprising new discovery earlier in the week, I noticed a bold, more aggressive side to her. I smiled, giggled and ate some cheese not rushing to say anything. Pam further said, "Look, anything we discuss is just between us. I know I have confided in you often over the years and you never betrayed my trust. I am the same way. I look up to you, not like a mom, more like a sexy older sister. You are 100% the sexist person I know, man or woman. I think you're bi, right? I heard Gabby talking a couple times saying that you were the best kisser and she wished she couple play with you more." Some may recall Gabby from "Jenny's Ladies Night Fun."
Okay it appeared that Pam was ready to know some more about me. I replied, "I hope what I am about to share doesn't shock you or make you think too differently about me. I am not really a bi-sexual. I do admire the beauty and shape of a sexy woman, but I have no have burning desire to be with one physically. However, Nick and I do get together with any woman at least once a month as an arranged date or an unplanned hookup at a bar or party. I consider myself bi-playful, meaning that I play with women only when I am with Nick, mostly for his and our mutual enjoyment. Plus, while I do and enjoy all things two women can do together, my absolute favorite part is kissing a sexy woman. I love kissing, and yes I will brag and agree with Gabby, I am a damn good kisser. When I am out I will sometimes make out with Gabby or Maria, even a random girl at times. Possibly even some fondling and tasting...LOL." I noticed that Pam was looking at me with glazed eyes and wonderment. I asked, "Do you think I'm a weirdo or freak now?"
Sitting in a pub chair next me at her counter, Pam gulped down some wine and answered, "Hell no. I think you're even more awesome now. I'll confess, all my life I always had thought that two women together was a little gross, but hey, to each their own. I do not know why, but about a year ago my feelings started to change. Andre likes to watch porn and on occasion I will watch with him. Of course, the fucking scenes are hot, but I found myself getting very excited watching the women go at it. A few times Andre has asked me if I would want to play with a woman with him. My immediate answer has consistently been NO. I wouldn't want him with another woman, but I found myself fantasizing about me being with a woman in a twosome. I started watching some porn video clips online alone, without Andre. I would search for two women. Honestly, I mostly look for videos of a younger brunette with an older blonde with big boobs. Then I fantasize about you, play with myself and make myself cum. Now, do YOU think that I am a weirdo or a freak or just a creepy friend?"
I was blushing and answered, "Of course not. I am extremely flattered and a little turned on." I left my chair, stepped up to her, leaned in and started kissing her. We made out for about two minutes, caressing each other's arms and shoulders, and gently grabbing hair. I then broke away and stepped back. Pam reached for me, but I retreated another step. I asked, "Did you like that?"
She just smiled and nodded then finally spoke, "That was incredible! My entire body was tingling. My pussy started throbbing. I have never, ever felt that good kissing a guy. I was hoping that you would be my first woman. What do we do now? Do we go in the bedroom? I really want this. I need this."
I insisted, "Slow down, cowgirl! Like I said, if you want to go further, for me it really has to be with Nick involved. I appreciate that you want me to be your first, but I don't want you to do anything outside of your comfort zone especially if it involves Nick since you're in a serious relationship with Andre."
She urged, "Maybe you don't understand. I will do ANYTHING you tell me do for the opportunity to be with you. I want this. I have been fantasizing about you for awhile and have been too afraid to say anything. I'll do anything you want me to do with Nick. I will follow your instructions and direction completely. Get Nick here now. Pleeeeease!"
Pam had a lustful look in her eyes. I know she really wanted this, but she doesn't realize that Nick and I have actually wanted this as well for even a longer period. We talked about Pam ever since Nick fucked me on Pam's bed while I had her dirty panties in my mouth when she wasn't home. I said, "Okay I'll text him now." I asked Nick what he was doing. He texted back saying he was on his way to meet a couple friends for a quick beer before heading home. I told him to meet me at Pam's instead for wine and he would be VERY glad that he did so...I added a winking face emoji. I updated Pam, "He said okay and he'll be here in about 30 minutes." I let Pam know that two items on the "Jenny Rules" state that other woman could not fuck Nick's cock or kiss him on the mouth, but anything else imaginable was okay. She didn't hesitate to agree. I already knew that she qualified for the other eight rules.
During that half hour we continued to drink wine and talk...about sex of course. At one point Pam stopped me mid-sentence, "Wait! You never told me what happened the other night after I left the bar."
I laughed, "Oh yeah. There's more to playful Jenny that I now believe you might be ready to hear, but you must never tell Nick. On occasion, to satisfy my cravings, I will pick up a random guy and give him a blowjob, nothing more, never scheduled or planned. The other night was the rare instance that I ran into and actually acknowledged a former conquest. I in fact blew Rick two times before and yes, I already knew he had a huge cock. His friend joined us after you left and I ended up with the both of them in his SUV in the parking lot. It was hot!"