Michelle James was our next door neighbour and mother to my friend Gary. Gary and I had been in the same class in school all our lives but now after finishing school Gary had moved away from home to attend college while I was still living at home since my college was only a 30 minute drive away. Gary was an only child and his move had been especially hard on his mother since her and Gary's dad Dave had divorced three years earlier, meaning she was now all alone for the first time. My mom was one of her best friends and tried to spend as much time as possible with her and also had me go and do things like mowing her lawn, washing her car and any other jobs that needed doing just to give her somebody to talk to for a while. It never bothered me too much because Michelle had always been cool to me growing up and let me and Gary get away with a lot of things, unlike his hard ass dad. As well as that, she was quite a looker. She was 39 and 5'6, and about 140 pounds. She had long blonde hair, warm blue eyes and was very attractive for a woman approaching her 40th birthday. She wasn't very thin but was far from fat with any few excess pounds distributed nicely to her DD breasts and her curvy ass. From the time I was 13 I had many a sexual fantasy about her.
This, however, was the first time that I had a problem with mom volunteering my services to Michelle. It was Thursday night and all of my college class were hitting the town for a party. When I got home my mom said that she needed me to go to Michelle's later and help her to move and set up her new TV, DVD and exercise equipment that had been delivered. I was glad to see Michelle moving on and actually making use of what used to be Dave's office but really wished she could wait another day or two. My mom said it was important it was done tonight and that I should stay and spend a few hours with her too afterwards, playing the 'it's the least you can do for her' guilt card. I was really pissed off but there wasn't a lot I could do about it.
I had never really understood what Michelle had seen in Dave growing up. I knew he was some big bank manager in the city but he was a small, balding, plain looking guy and his personality was pretty much in keeping with that. He always seemed to be in a bad mood and didn't treat Michelle very well but I guessed she had the last laugh, getting a good settlement, including the house, before the banking industry went down the toilet. I headed for Michelle's at about 8 o'clock wondering what my friends were up to at the same time, probably having a few beers at Bobby's house before going out. I rang the door bell cursing my luck that I would get roped into this tonight of all nights. Michelle opened the door and stepped aside to let me in. She closed the door and hugged me, thanking me for coming over. Her eyes and nose were red as if she had been crying. I thought of asking her if she was okay but decided to mind my own business. Michelle asked me if I wanted to stay for dinner and recalling my mom's request I agreed.
"I'll go start that and leave this to you so ok?" She said and headed for the kitchen.
I watched her ass sway in her jeans as she went and then I began moving the stuff that had been left in the hall to what used to be Dave's office. The room was pretty much empty, Dave having taken most of the stuff with him when he left, the room pretty much lying idle since. Gary had wanted to get a pool table for it but Michelle was having none of it. I was interrupted by my phone vibrating in my pocket. I answered it and it was my mom. She was checking in making sure that I had come over as promised. Before she hung up she said "remember hon, be nice to her". I found that a bit strange. Why would she feel the need to tell me to be nice? Had it something to do with Michelle looking upset when I arrived? I wondered about it for a while as I began to set up the TV and DVD. As usual trying to hook it up to the satellite dish and tune it in was the big problem, taking me more that 20 minutes. By the time I was done Michelle had come back into the room.
"Wow, done already Eoin?" She asked
"Ya, just your exercise machines and the sofa bed left now." I replied.
"Great, dinner will be ready in about 45 minutes."
With that she disappeared back into the kitchen and I hauled an exercise bike down the hall, struggling to keep it off the floor to avoid scratching. Then it was on to the difficult part, a self assembly sofa bed. The technology part was pretty easy for me but I was no carpenter. I laid out all the pieces on the floor and looked at the instructions. For once it was surprisingly easy and I had it done after just over 30 minutes. Michelle said dinner would be 10 minutes and she was going to change. I decided to go wash up for dinner. I headed up the stairs and toward the bathroom. I saw that the door to Michelle's room at the bottom of the hall was slightly ajar. Her bedroom was opposite our spare bedroom and I had once caught a glimpse of Michelle in her underwear through the windows. I cursed my luck that I hadn't been there 5 minutes earlier that time and suddenly here I was inching past the bathroom door. I crept down the hall, terrified, not knowing what I was doing. I tried to keep my breathing silent and could hear my heart beating loudly in my chest. I inched closer and closer to the door and could hear Michelle whistling. I got close to the door and stood with my back pressed to the wall. The door was only open about 8 or 9 inches but it was enough for me to see Michelle sitting on the end of her bed. Once again, she was in her bra and panties. Although that had fuelled my night time masturbations for a while the first time it seemed somewhat disappointing this time around to be so unlucky again. I still watched, admiring how perky her 39 year old breasts were, barely contained in her black lacy bra. Then she put a stocking on her left foot and slowly rolled it up her smooth legs to her thigh with her thumbs. She then repeated that with her right leg, releasing the stocking at the top of her thigh with a snap. She stood and strode gracefully across the room to her wardrobe and picked out a black knee length skirt. She put the skirt on and topped it off with a white blouse.
With that she slipped on a pair of heels and turned towards the door. I was lost in a trance by now, but was suddenly jolted back to life as Michelle glanced towards the door. I pulled my head back and turned to sneak back down the hall. I prayed she wouldn't come out the door and catch me. I made it to the bathroom and closed the door behind me. I stood inside, my breathing feverish and my heart beating louder than ever before. Suddenly I heard heels coming down the hall. Louder as they approached and then finally quieter as they passed and went down the stairs. I washed my hands and splashed water on my face to calm down. I took several deep breaths and headed back downstairs.
"Hey, perfect timing." Michelle chirped as I walked into the kitchen.
I wondered if she had seen me spying on her. Would she say anything even if she had? I walked slowly to the table and sat down. Michelle turned to take the roast out of the oven. She bent down low and I instinctively stared at her luscious ass.
"Looks nice and juicy, I hope you like it." She said.
My eyes flicked up, following the sound and Michelle's head was turned looking at me. I looked away immediately, feeling my face go totally red. She carried the roast to the table and went to the fridge and grabbed a bottle of wine. I was a bit surprised by that. She offered me some and I agreed. She stood behind next to me and leaned forward to pour me a glass. Her blouse was opened down to the third button and I could see the top of her cleavage out of the corner of my eye. I could smell the sweet smell of her perfume mixing with the food to form a delicious aroma. She sat down opposite me and I was slightly nervous about how romantic the whole situation seemed. The meal was delicious and we both got through 3 glasses of wine as well as discussing college and Michelle's job. I offered to help clean up afterwards but Michelle said to leave it and grabbed the bottle of wine and headed for the living room. I followed her and we sat down on her new sofa bed. She pulled a few DVD's out of the bag and asked which I would like to watch. They were all pretty girly romantic comedies and I wasn't exactly thrilled with the choices. Michelle chose 'What Happens in Vegas', which was probably the best of the choices. She poured us each another glass of wine and we settled in to watch the movie.
It was a pretty ok movie with Cameron Diaz looking hot and after about 40 minutes Michelle took the empty wine bottle to the kitchen and came back with another. I asked if she thought that was really a good idea as she poured another 2 glasses.
"Oh come on Eoin", she said pausing the DVD. "If I can't have a drink or two tonight when can I?"
"Tonight?" I asked. "Is that something to do with why you were crying before I got here?"
"Ya sweetie, it is." She replied, sniffling. "Didn't your mom tell you? Tonight is my wedding anniversary...or was at least. Gary and I have done something the last couple of years, but this year I'm all alone. Then your mom said she was working late too, that's why she was eager for you to come over. I didn't want to be all alone.
"Oh." I replied, not sure what else to say. "Eh, no problem".
"I'm sure you have better ways to spend your nights these days. I guess you would rather be out chasing girls your own age instead of being stuck with an old woman like me."
By now the wine seemed to be having an effect and it seemed like Michelle would start to cry again. I wanted to say something to comfort her but couldn't think of anything. Then she carried on again.
"You know Dave is engaged again? Ya, to some 25 year old who used to work at his bank. Here he is moving on with his life and where am I?"
"Well, you have dated too right?" I asked.
"Ya. Sure. I've been on 5 dates in three years. Two of them blind dates and all of them terrible." She said, wiping at her eyes. "I'm nearly 40 now, who is going to find a single 40 year old attractive? I might as well just give up."
"Come on Michelle. You're still a very attractive woman." I said, brushing her hair back from her face.
"Thanks Eoin." She smiled. "That's nice of you to say, but we both know it's not true."
Michelle wasn't the only one the wine had an effect on and I was a little bit less shy now. "I'm serious Michelle. I would be delighted to find someone as attractive as you, even at my own age. I mean you're beautiful and you still have a great body too." I tried to drag the words back into my mouth as they escaped. I swallowed hard as I saw Michelle's brows furrow.
"What?" She asked quizzically. "How would you know about that Eoin?"
"Eh...well...just from looking I can tell." I stuttered not sure what else to say.
"Oh my God!" She gasped. "You were spying on me earlier! I thought I saw you through the door. What the hell were you doing?"
"I'm, I'm sorry Michelle I didn't mean it it's just...It's just..."
"It's just what Eoin? My God I can't believe this!"
My stomach was in knots now. What had I done? What would my mom say about this? What would Gary say about this? "I'm really, really sorry Michelle. I know it's wrong but you really are so beautiful, I couldn't help myself."
She stood and paced across the room with her hand over her mouth. I sat there not sure what to do. I waited another minute before she finally turned to me and spoke again.
"I just don't know what to say. I mean I know I should be angry, but I'm kind of flattered. I know that's wrong when you're 20 years younger than me, but you made more of an effort than any other man in the last 3 years to see me undressed. You know what Eoin? It's probably just the wine. Let's call it a night and just forget all about it sweetie, ok?"
This seemed like about the best escape I was gonna get so I agreed and stood up to leave.
