Pam texted 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!” She was referring to a few nights ago when she left Rick and me 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 texted to tell me about her discovery and that I should “Go for it!” She had no idea. She didn’t know the half of it.
Pam is a very attractive 5’4” thirty-four-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 fifty-five-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 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 Nick and me. As a surprising 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 sexiest person I know, man or woman. I think you’re bi, right? I heard Gabby talking a couple of times saying that you were the best kisser and she wished she could play with you more.”
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 bi-sexual. I do admire the beauty and shape of a sexy woman, but I have no burning desire to be with one physically. However, Nick and I do get together with a different 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, too.” 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 to 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. 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 about 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 have hoped that you would be my first woman. What do we do now? Do we go to the bedroom? I really, really want this. I need this.”
I insisted, “Slow down, cowgirl! As I said, if you want to go further, for me, it 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 to do for the opportunity to be with you. I want this. I have been fantasizing about you for a while 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 wanted this, but she doesn’t realize that Nick and I have 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 of friends for a quick beer before heading home. I told him to meet me at Pam’s instead for wine, and he would be thrilled that he did so…I added a winking face emoji.
I updated Pam, “He said okay, and he’ll be here in about thirty minutes.” I let Pam know that two items on the “Jenny Rules” state that another 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 oral 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 acknowledged a former conquest. I 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 both of them in his SUV in the parking lot. It was hot!”
With a combination of amazement and jealousy, Pam replied, “WOW! That’s incredible. You are definitely a sexual tiger. A cougar I should say since they were about twenty years younger than you.”
I laughed again, “They are not all younger or in great shape or even good looking. Any hard, clean, shaved cock will do when I need one. I do this once, maybe twice a month separate from Nick. Again, it’s always random and quick. I call it a 'blow and go'."
Just then, Nick rang the doorbell and walked in. The three of us have been friendly for years. I put my index finger to my lips, reminding Pam not to say anything. She smiled and nodded her head.