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...
Debbie was now on a roll, carrying on, "Now the idea that I had, Nick, was to see if you felt up to doing the barbecue for us, here, on a Saturday afternoon. By the time the girls have had a few drinks then they'll no doubt be ogling you and suggesting you do some stripping for them. They don't know that I've been on the receiving end of your beautiful cock for some time, and I don't want to let them in on that either."
As I smiled at the thought of this, I looked across at Debbie, who by now had her nipples proudly standing erect and pointing thru her bra and top. Her face looked flushed and to me Debbie looked as if she was expecting me to freak out. Instead I got up from my lounger and took a few steps out onto the lawn, did a little twirl as I peeled my polo shirt off....then began fiddling with my gym shorts...
Debbie put her drink down and got up to join me, she called out, "Yes, that's kind of the idea, but let's work on the finer points a little later. Right now I can't think of anything other than getting naked with you on this lawn!"
Taking me by the waist, Deb kissed me firmly on the lips, taking hold of my bum and giving it a good solid squeeze as I ran my hands up and down her back. Deb was now overdressed so I peeled her cotton T-shirt up her torso and in doing so also flicked her bra open. In short order she was topless, just like me.
Feeling her hard nipples poking into my chest, I said, "Now that is what I like to see on a warm summer evening, a sexy lady who is intent on following her instincts...."
Debbie ran a hand from my bum around to my crotch and grasped my stiff member, saying, "I don't know about instincts, but I know that this is an interesting object.....how about I focus some of my attention on this gorgeous hot cock of yours then Nick?"
"You just do what you want with me boss, I love being your toyboy," I said demurely as Debbie's hand found her way into the top of my shorts and was now gripping my rigid prick.
"Is that right, so I can order you around and you'll obey my every command then," Deb enquired as she stroked my cock and my neck at the same time.
"Try it, you'll never know how much control you have, I will do my utmost to tease and please you," I continued as my cock twitched forcefully in her hand, causing Debbie to break out into a lasvicious smile.
For several minutes Deb continued stroking my prick, as I busied myself running my hands all over her mature tanned body, caressing her firm sensitive nipples, squeezing her ample butt and unbuttoning her 3/4 pants and letting them slide to the floor.