It was the evening that Ruth was due to bring her son to training. I was on duty and keeping a look out for the beauty to come walking around the corner, I was not disappointed. It was one of those mild April evenings, the sun had recently dipped below the horizon but left its warmth to linger.
Ruth looked her stunning demure self-dressed in a smart jacket, sheer blouse, skirt finishing just above her knees that seemed to shimmer as she walked perfectly across the uneven car park in her four inch heels.
She knelt and kissed her little boy on the forehead and turned him towards the pitches and off he ran. She continued her walk towards me looking the part as the soccer mom MILF that she is. My loins tingling as I watch this woman nearing me.
"Good evening, Ruth" I say as she gets within earshot.
"Good evening coach" She replied with a smile, keeping things formal in public.
"How may I assist you?" I enquire.
"Well, you know that extra training with your friend from out of town?" She said as if she was booking a session for her son.
"Yes of course." I reply.
"Well, I would like to take you up on the offer if possible." She continued "If you could make it fun as you have done before that would be great."
"Ok, but you understand that this is a 24-hour session to make it worthwhile for my friend?" I inform her as I look into her deep green eyes for some sign of lust.
She smiles, runs the tip of her tongue across her lipstick coated top lip very seductively, but not enough for anyone near to notice. "That's fine, I'm free weekend of the 25
th
if that works for you?" she says.
Wow she was well prepared, "I'm fine for the 25
th
, I will check with my friend Mike and text you the details later if that's OK with you?"
"Perfect," she replied "However I have one further little request, which I will text to you later if that's good for you"
"Yes, that will be fine, look forward to receiving your text." I say keeping the conversation sounding like a business arrangement.
And then with a wink of an eye Ruth walks away towards the car park, high heels clicking and hips swaying in the most seductive manor.
Mike confirmed that he was good for the 25
th
. Mike and I became friends towards the end of my doomed marriage, in fact the first time I met Mike was when I walked in on him fucking my wife. As any normal guy he panicked and jump off my Mrs and made for his clothes, it was then I explained that my wife and I had a sort of open relationship. So, once he got his jeans on we had a laugh and beer together in the lounge, it was that evening when my wife suggested that we double team my her, this was the first time we had included another person in our sex exploits and it work well. Needless to say Mike my wife and I had many weekend fucking, but that's another story.
So understanding the innuendo in Ruth saying "if you could make it fun." What she wants is some roll play scenario so I had to get creative. She also sent me that texted she mentioned, she requested that during the weekend she is made to feel a little more humiliated and used, she would love it is she were made to feel that she had no choice but to, as she put it "service Mike and I." And also, she mentioned that she enjoyed cuffs etc. but would like it if we "verbally degraded her more."
So, keeping that in mind I sent the following message.
Ruth, my friend is available for the 25
th
and will be joining us, as you have agreed to pay your families debt with your body, we will be expecting you at 4pm through to 4pm the following day. Please dress appropriately and bring a selection of suitable lingerie for us to choose from over the 24 hours.
Of course, the paying of the family debt was the roll play part of the deal. It seemed that for Ruth to fully release her inner sexual desires she needs to play a roll. Not one to complain as I'm getting the use of this beautiful MILF's body, I was willing to play along.
Now I had a couple of weeks to make sure that my apartment was fit for use. As I've pervious mentioned my ex-wife and I had a relationship that spiralled into bondage and kinky sex. In the apartment there were a few remnants of props and attachments from those days I had my ex tied in many different positions and places. Some were used on pervious dates that I felt were inclined to explore their submissive side. Because these attachments were discreet and you wouldn't notice them unless you really looked so I had left them in place.
I had an idea on how to start the evening off with Ruth so I needed to check that certain things were still usable. Firstly, I checked that the eyelet I had discreetly screwed into main support beam in the ceiling of the lounge was still secure. It was. There was also an eyelet in the ceiling of the shower room, which I checked and was in good condition.
Next was the box of goodies, this was a large black leather clad box I kept in the bottom of the bedroom closet which contained all the extra bits needed. Including, wrist and ankle cuffs, ball gag, ring gag, red silk ropes, nipple clamps, large rubber cock with suction cup on the bottom, butt plug and a riding crop. They all looked clean and in working order. I was ready for the 25
th
.
Mike arrived earlier around 2pm, I gave him a quick update on what had happened with Ruth and I so far. I also laid out the plan for the next 24 hours of enjoyment.
At 4pm I was sat in the lounge and Mike as planned was waiting out of sight in the bedroom. The lobby doorbell rang and I checked the small video security screen to see Ruth standing there. I clicked the button to allow her access.
It took a few moments for Ruth to make her way to the front door of the apartment, but soon I heard the knock on the apartment door. I took my time as I wandered to the door, although my pulse was racing and my cock was so stiff thinking about what was planned for the next 24 hours.
I opened the door to be greeted by one of the best sights I will remember for a long time, Ruth, wearing heels, stockings (I assumed) short black strappy evening dress displaying moderate cleavage, make-up subtle but perfect, hair in her usual neat bob-cut. Carrying a small kit bag which I assume was the change of lingerie.
"Mrs Smith." Not her real name, "what may I do for you this evening" I asked, hoping she understood that I was starting her role play request.
"I'm here to pay the debts my husband owes" she replied trying not to make eye contact with me.
"Money in the bag?" I said pointing to the kit bag she's was carrying.
"Err, no, I was hoping to come to a different arrangement", she hesitated for a moment before continuing "I was hoping that you could... Use me as payment."
I looked her up and down like a wild cat eyeing it's pray, "Well we'll Mrs Smith you'd better come in and discuss terms." I said opening the door wider to allow her to pass by into the lounge.
As she stopped in the middle of the room, I walked by her and sat in the big armchair, I remembered the first time I was sitting in the chair looking at this beautiful woman wearing the sexiest lingerie.
As the role-play unfolds, I take the opportunity to be the dominant person, looking her directly in her eyes I said, "OK let's see what's on offer."
She kept her eyes fixed on my as she dropped the kitbag from her shoulder letting in hit the floor, she then seductively slipped the straps from her shoulders letting the little black dress crumple around her stilettos and join the kitbag on the floor.
She stood there her hands by her side wearing the most delectable matching lingerie. Her white lacy bra, half cup just showing the tops of her areolas and her hard nipples showing through the flimsy lace. Down her toned tanned stomach to the top if her hips surrounded beautifully by her white lacy garter belt. Her pussy covered with the thinnest and smallest white G-string which was so transparent the outline of her private area was clearly visible. Her legs covered with lace top stockings held in place by the thin white garter-belt straps, giving the effect that her stunning pussy was framed by this most delicate white lace, finished off with her 3-inch black stilettos.
"Very nice, we may be able to come to some arrangement", I say as I stood up and walked towards her. "But you must agree to our terms, so for the next few minutes we will discuss and you will confirm your agreement." She nodded her head in acceptance as I continue. "So, for our discussion I would like you to put your hands behind your back while I attach these." Holding up a pair of handcuffs.
She looked a little apprehensive and I'm sure she wanted to ask me why, but she didn't and complied by placing her hands behind her back.
I walked around behind her and gently secured her hands with the cuffs, then without saying a word I returned to the armchair. There she stood this thirty something mother looking fantastic, her beautiful toned shapely body dressed in the most delicate lace lingerie, her enhanced breasts moving slightly with each breath she took, a man's eye naturally drawn to them.
"OK let's start." I say as I leant forward. By this time Mike had quietly come from his concealment in the bedroom and was about 3 feet behind her, she was still unaware of his presence.
"First, your husband's debt is large, he must have known this before sending you this evening, he did send you?" I asked
Looking down she acknowledged, "yes he did."
"Ah, then he also would have known that I spend my Saturday evenings with my good friend Mike and we usually order a couple of high-class ladies for the weekend. Did he tell you?"
At this she looked a little surprised, "No he didn't "she replied.
It was then when Mike reached around her body to cup those beautiful breasts, Ruth jumped at the touch and craned her neck to try to get a look at the person who was molesting her.
"Here!" I said strongly and she turned and looked at me, Mike's hands now rolling her nipples between his thumb and forefinger. "We're now going to go through what is expected from you and remember you are able to refuse and leave, allowing your husband to settle his own debts."
