A week after my encounter with Jane that convinced her of the need to spend a weekend with my wife and I found us back at her office.
I had told Jane 5:00 sharp, so when Amanda and I pulled up at 5:15 and found her standing at the curb with her suitcase and workbag, looking pissed, I wasn't surprised. That was why I showed up late.
Amanda got out and helped Jane load her luggage into the trunk before both girls got into the backseat. I told Amanda to sit back there too. No sense wasting an hour of playtime.
Ten minutes into the drive; however, I knew there would be no playing. I expected the girls to chat and catch up, but instead neither had not spoken a word. The chill coming off Jane was palpable.
I finally tried to break the ice by asking Jane about her work, family, latest boyfriend. All I got were short answers that did not allow for follow-up. So I gave up.
Originally I had considered going back to the same beach town where we had taken my wife's redheaded friend Anna, but after thinking about it more, the complication of running into someone that recognized us from our escapades only weeks earlier was serious enough to nix that.
Instead, we were going to another tourist town. This one was best known for skiing, but since it was the off-season, it should be nice and quiet.
I had made a reservation at a nice restaurant, but by the time we got into town, we were running late. I was dressed well enough for dinner, so after we checked in I went to park the car and check in at the restaurant while the girls went to the room to change.
I didn't send them away without a stern talking to about my expectations. I trusted Amanda to keep Jane in line. So I was satisfied when I saw the girls walk into the restaurant and almost every eye followed them.
Amanda was dressed in a little black dress that showed off her thin figure and long, dancer's legs. Her long, brown hair was pinned up. When she sat down, after I kissed her 'hello', I nuzzled on her bare neck a little. She jumped a little when I did, but that was due to my hand sliding up her leg and stroking her bare pussy. That confirmed she was panty-less as I ordered.
I turned to Jane, who was wearing a white dress cut similarly. Her dress was low-cut, drawing focus to her curvy figured topped by D-cup tits. I slid across the circular booth we were seated in towards her, and looked down at her crotch. Jane gave me a look, but shifted her legs towards me and spread her legs as wide as she could. The dress slid up her bare legs far enough for me to see her nether lips were bare. I smiled at Jane, and she just doubled up her look.
Dinner went fairly normally. We were all starving, so after getting some food in us, plus the wine starting to flow, the conversation did too.
The girls finally had their chat, catching up on each other's lives. Finally the subject turned to Jane's latest squeeze, who she admitted dumping after a month of dating. It was my wife, drunk after her second glass of wine, who finally blurted out:
"Jane, are you a lesbian?"
There was a pause in the conversation, before Jane said "No" slowly, like it was something she hadn't even considered. I jumped in now:
"She asks because you never seem to date a guy for more than a month."
"Well, most guys suck."
"True, but c'mon. It has been years, and a lot of guys, and none of them stick. Why is that?"
Jane sighed before she responded. "None of them... satisfy me."
"Satisfy like make you happy?"
"No, in bed."
Amanda rejoined the conversation: "Maybe you haven't met the right one. Charlie opened my eyes to how good sex could be."
Jane shrugged: "I guess."
I had been thinking, and didn't let it go. "Wait, do you mean no guy has ever given you an orgasm?"
Jane stiffened at that. She nodded.
My wife blurted out again: "Oh my god. Never?"
"No, never."
"Geez, Charlie has given me like five in one night."
That comment was a little louder than it should have been, so I called for the check, and we started to walk back to the hotel.
I decided on that walk that I was going to be the first guy to make Jane cum. But I wasn't going to let her cum easily. I wanted to build it up to the point she was ready to pop, and not let her. When she finally was allowed to orgasm, it would be memorable.
Back in the room, I hung up my jacket and pulled the desk chair to the middle of the room. Turning some music on, I sat in the chair.
Turning back to the girls, I spoke: "Okay, let's see what we are working with."
My wife had sobered up somewhat on our walk, but she still was not subtle as she draped herself over me, her lithe body grinding all over me as she gave me a striptease. Unfortunately, all she had to remove were her dress and shoes, so she added in the step of letting her hair down. When she was finished, she sat on my lap and gave me a long, soulful kiss. Standing up, she lay on the bed and motioned Jane towards me.
Jane stepped up and did the same. It didn't appear to be the first time she had done this either. Jane's skin was of a medium tone, so it contrasted nicely with her white dress. When she peeled her dress down her body, I saw that her large, well-proportioned tits were topped with two giant nipples. I couldn't wait to play with those mammaries. No offense to my wife but between her, Anna, and Bonnie combined had less tit-flesh than Jane.
Jane ground all over me, smothering my face with those tits while she ground her pussy on my leg. Next she turned her back and rubbed her large, round ass on my cock. For a girl my wife and I were both sure was gay, she knew how to please a guy.
The trance of Jane's striptease was broken by the sudden buzzing noise from the bed. Jane and I both looked over to see my wife propped up at the head of the bed, lying on her back, legs spread, with a vibrator on her pussy.
"Sorry, I couldn't wait any longer."
I slapped Jane's ass in the universal sign of 'get off', and climbed onto the bed to take the vibrator from my wife.
"Okay Jane. Time to show me how you can please my wife."
I moved back to the chair, where I had a good angle as Jane climbed onto the bed.
She moved up to kiss Amanda, and then kissed down her body, stopping at each of her tits before moving down to the motherlode.
My wife let out an audible 'ahh' as Jane settled in. Jane's curly, shoulder-length hair blocked my view of the action, but it was obvious what she was doing.
The striptease and vibator had warmed up my wife, so I had barely had time to take off my own clothes before she came. As she did, I stepped up behind Jane, who was crouched in a 'doggy' position, and placed a hand on her pussy. The other hand was right behind it, directing the vibrator to her clit.
Jane had started to sit up when I touched her, but I used my non-vibe hand to hold her down as I let the little vibe do the work.