After all the fun with Kim and Gloria, and the trouble it had gotten me into at work, I was a little hesitant when Debbie rang me after work one night.
"Nick, I've got a difficult question for you," Debbie started. "I don't know really whether I should be asking this of you," Debbie hesitantly continued.
Feeling my usual cheeky self I just chipped in, "Well boss, given that we have a rather intense and close working relationship, I don't see what could be difficult to ask."
Seeing that it was only just after 7 o'clock I suggested to Debbie that maybe it would be easier if I just came over to her place so we could have this difficult discussion face-to-face. When I suggested it, Debbie just jumped at the chance, "Yes please come over Nick," she quickly said.
"See you in about twenty minutes then Debbie," I said before hanging up the phone. By this point Debbie and I had made love at least a dozen times. Now even though I had a feeling that I'd be making love to Debbie again tonight I didn't want to go over there underdressed, just in case I had the wrong idea.
So given that it was still the middle of summer and I was a regular gym goer I figured I'd be able to get away with wearing some gym shorts and a polo top, along with my cross trainers. Really casual, but then I was doing it on the pretense of heading from Debbie's to the gym.....
I knocked on Debbie's door and she opened it within seconds, as if she'd been standing behind the door, waiting for her young lover/employee to come to her lair. "Hey there young man, nice to see you again so soon," Debbie jokingly said as she led me thru to the lounge.
"Care for a drink Nick," Deb asked as she refilled her own G & T.
"How about a mild bourbon and coke," I asked as Debbie nodded and said, "Coming right up."
With drinks in hand Debbie then led us out onto her patio, which was now enjoying the last couple of hours of afternoon sun. This backyard was rather spectacular, in that it had a harbour view in the distance, but it was also completely private. The driveway coming up to the house from the road was on the other side of the house, completely closed in by dense foliage. The neighbours were at least 100 metres either side and again obscured by dense bush. So on a large section, Debbie had a really nice big bungalow with a decent sized lawn which really was the ideal adults playground.....
Not having been to Debbie's place in daylight before I took in the view and surroundings with interest. Debbie saw me looking around and asked, "Like what you see then Nick, completely private," smiling and then adding, "I usually sunbathe in the nude up here, I just love the sun and wind on my naked skin."
Forgetting the reason for me coming over for a second I let my mind drift to being naked with Debbie on her back patio.....my cock started stirring a little and I had thoughts of taking Debbie right now... but I thought better of it.
As Debbie lay back on her sunlounger she sipped her drink, then started, "Nick, I have something to ask you, which is difficult for me even though you've been making love to this old bird for a while now."
Staying silent I just waited for Deb to state her case, so just taking a sip from my drink I leaned over to her side and nodded with a big smile on my face.
"OK, I know I am being silly here, but I just feel funny asking you this," Debbie squirmed.
Still remaining silent I couldn't think what it was she wanted, but to reassure her I said, "Well Debbie, I don't offend easily, so how about you just lay your cards on the table?. And by the way you look oh so sexy when you're in doubt."
Taking another sip of my drink I then lay back in my own lounger and closed my eyes, just letting Debbie mull over her dilemma for a few seconds. "How about I just listen while you work your way around this little problem," I said when it seemed like Debbie wasn't going to come out with it.
After what seemed like an eternity, Debbie started, "Well, alright then, if you're sure you won't get mad. You see the last couple of months have been amazing for me. Starting when I caught you and Trish doing the naughty on the reception desk, to when you gave me a quick screw in my office last week, while a supplier's rep was waiting in reception, only a couple of metres away.....damn, that was hot," she said dreamily. Continuing, she went, "Now I am wondering how you would feel about joining me at a little party I am looking to throw for a couple of really good friends from the tennis club. Connie is a young widow, she'll be 47 next month and then there's Samantha who is divorced and she's 51."
I was listening with intent, my cock was slowly swelling at the thought of a group session with three older horny women....wondering if I could handle such a prospect...
