Chapter 1: Tim is Available
It all began with my divorce. After more than 20 years of marriage my husband decided to leave me for another woman. I was devastated. I was depressed. I began to doubt my self-worth.
I was left reasonably well off and kept the house with custody of my son, Tim. He was 18 at the time and a Senior in High School. My other son, Keith, was a sophomore in college. I still had my job as a teacher to pay my expenses and cover medical for us. Even so, I was feeling very sorry for myself.
In my 40s, I wondered whether I would ever be able to attract another man. I am 5' 8", with a slim body and a size 34B bra. Over the past few years my ex had not paid much attention to me. Even when I deliberately flashed my body at him (such as bending over naked while dressing), he didn't react. I had to practically beg for him to make love to me. In retrospect, I realize he was getting it from "her". So I was really having doubts about my attractiveness.
I have always been in need of sex since I was a teenager. In the last couple of years I had been reduced to using my fingers and a dildo my ex had bought for me in better times. I continued doing this after the divorce, wondering whether I would ever experience the real think again. After a few months of this I decided that at least I would try to make myself more attractive to men.
Spring had arrived and the weather was warming up. One day I found myself shopping at the mall and thought I should treat myself to some new clothes and make myself look a little sexier. So I tried on some light summer dresses and picked out a couple that looked good on me, both with a low neckline. I also picked out a couple of tanktops for wearing with my shorts. Then a new bikini for the pool -- a much more daring cut than I had previously worn. As I passed Victoria's Secret with my purchases I stopped and thought "Why not?"
Although my breasts are on the smaller side they are still "perky" no sagging. I went into the store and tried on some of their push-up bras. The actually gave me cleavage! I bought them both.
As I began to wear my new clothes, I noticed that Tim was looking at me differently -- even staring sometimes. Did he think his Mom was sexy? The thought made me glow inside. Tim was almost a grown man. At almost 6 feet he was quite tall, yet he was very shy around girls. They should have been falling all over him -- I thought he was quite a hunk. I began to have carnal thoughts about him. I needed real sex! But should I, could I do it with him?
I decided to play with Tim a little, using my new bras with my tanktops around the house. I would use an excuse to bend over and show him some cleavage. I even did it when he had friends over -- I could tell they liked the view. One time as they were watching TV I dropped my keys and bent over, giving them a clear view of my thighs and lacy panties.
I got a little bolder and started leaving my bedroom door ajar sometimes as I got dressed, or prepared for bed. The warmer weather allowed me to wear lighter pajamas in the evening. As the A/C hit me, I knew that my nipples would poke through the tops. I often caught Tim staring my way. He wore just shorts and T Shirt to bed -- I would sometimes notice him adjusting his crotch after he looked at me.
Sometimes I wore just a T Shirt and underwear to bed. My panties would often show, and I deliberately wore my sexiest ones in the evening as we watched TV. I would sit on the sofa across from him and allow my legs to part gradually. I decided to shave "down there" and allow my damp pussy lips to appear through the panties. The first time I did this there was a definite reaction. Tim excused himself and went to his bedroom. My imagination ran wild wondering what he was doing....wondering what his cock looked like now.
One morning, I was sure I could see some stirring in his crotch as I bent over to serve him breakfast. It was a warm day so after breakfast I told Tim I was going to change and then sun by the pool before it got too hot. I changed into my bikini and looked at myself in the mirror. "Not bad" I mused. The top barely covered my breasts and the bottoms were high cut on the side -- good thing I had shaved my pubes. Looking behind me I was pleased with the way my ass cheeks filled out the bottoms.
Tim was n the kitchen as I walked through in my bikini and out the patio doors. I deliberately swayed my ass as I walked to the pool -- I am sure he was looking. I lay on the chaise to sun myself. After a while I saw the curtains move in Tim's bedroom window. Was he watching me? After a while I sat up to drink some water and glanced quickly up. He was looking at me through his binoculars! I turned away quickly, pretending I didn't notice.
Still sitting up, I reached behind me to unclasp the bikini top. Holding it to me I turned onto my stomach to sun my back. I let the top slip just a little as I lay back down, giving Tim a brief look at one breast -- maybe as far as my nipple.
Five minutes later Tim came out of the house in his bathing suit. He was holding a towel in front of them....
"Hi Mom, I'm going for a swim," he told me.
"OK Tim," I said, and at the same time raised myself up on one elbow, revealing my naked boobs! "Ooops!" I said and quickly covered them up, but not before he got a good look at them. I felt myself to be really daring, and also felt my pussy getting wet.
He jumped into the pool and swam around for a bit. I resumed my position face down on the chaise and spread my legs a little. I could feel my ass cheeks slip out a little as a "wedgie" began to form. I allowed the wedgie to completely form -- in fact I helped it by pushing myself down the chaise. I knew my ass cheeks were now in full view of my son's gaze. I also allowed my breasts to appear a little on the sides. Sneaking a peak through my sunglasses I could see Tim staring at my body. This whole sequence was making me very horny -- I could feel my juices flowing freely and making my bikini bottoms wet.
When he got out of the pool I couldn't help but see a big (and I mean big) bulge in his swimsuit, although he tried to hide it. That did it. I was beyond horny now and told Tim it was getting too hot and was going inside. I rushed up to my bedroom and found my dildo. I pulled off the bikini and began to move the dildo around my pussy lips. It felt so good -- not like a real cock, but a good substitute. As I slowly slid it into me, I began to moan.
After a while I heard a slight noise. Out of the corner of my eye I noticed that, in my haste, I had not fully closed the door. Had I done that deliberately? Tim was now outside peering through the crack in the door, watching his mother masturbate. That put me over the top and I had a massive orgasm, moaning loudly as I gushed all over the dildo.
I heard his soft footsteps going down the hall and into his bedroom. Was he going to masturbate himself, after watching me? Did I make him horny too? I had to know! I pulled on a robe over my naked body and tiptoed softly to his bedroom door. Listening carefully I could hear some low moans.
