This is my first attempt in writing my stories. I know my grammar is going to be off but I'm not a Pulitzer Prize writer. This is multi chapter adventure about changes I think were for the better. Please be nice to me and enjoy, Sara.
Hey all. My name is Sara Winston. I'm a married mother of an 18 year old son named Josh. We live in western Vermont 10 miles south of Burlington. I'm 5'2" about 120 lbs with blond hair and large brown eyes, Doe eyes. I have nice 34b breasts that have large swollen areolas and ever firm nipples and a 38 inch butt with a 25 inch waist. I'm not a beauty queen but far from unattractive. This is a true story on my evolution.
My husband, Ron is the General Manager of their family auto dealerships along with his 3 brothers and recently retired Father, Ted. Ron is the oldest by a year and the smallest of the brothers.
A little about me. I grew up 10 miles from where we presently live with my Mom and Dad, Brenda and Ed Jacobs. Mom was quiet and Dad was a hard worker and had a small tool sharpening company in town and was partner with a local insurance company. We were not rich but we didn't go without either, comfortable.
My childhood was different, I felt love but also felt in the way at times. Being an only child I often wondered if I was a mistake. My house was at times cold and unloving I accepted as normal.
I was a geek and didn't date until I got to High School and met Ben. Ben was nerdy like me and accepted me as an underdeveloped 15 year old geek. Me and Ben dated through most of High School and the summer between my sophomore and junior years my flat body bloomed. Instead of Ben having a skinny awkward girl on his arm, he now was in the arms of a hot young lady. I developed 34b breasts and my butt went from flat to a nice bubble butt that I cherished. Thin waist, crop tops and nice jeans, Ben was beaming.
Over the next 2 years we petted and made out but no sex, which was fine with both of us. I had trouble regulating my period and I was put on birth control pills to help out when I was 16. It seemed to help, thankfully.
Our first real chance was when Ben's parents were going on a weekend away for Ben's Dad work. His parents trusted Ben enough to let him stay alone.
Needless to say we planned on that being the night we consummated our relationship. An older friend got us a six pack and some cheap wine. Ben picked me up that afternoon and I left with the pretense, I was sleeping over a friends house.
We went directly back to Ben's and nervously drank a beer and tried to relax. I soon slipped next to him on the couch and our lips met. Ben immediately undressed me and saw me naked for the first time and I felt a warm proud feeling. Ben undressed and I saw my first penis. I didn't know if it was big or small but it was scary looking.
We kissed some more as Ben was feeling my body and playing with my sparse pubic hair. We ended in Ben's bedroom and within a couple minutes of fumbling, Ben was half deep in me. My hymen popped and Ben slid his whole penis in me and came. No pumping that I heard about, no screaming in pleasure, nothing.
Ben pulled out and felt proud and I felt all his sperm leaking out and shamefully asked for some tissues.
Over the weekend we tried a couple more times and almost the same results. Poke then sperm.
I wasn't disappointed just confused.
A month later Ben came by my house and told me his family was relocating with his Dad's job. I was heartbroken. Two weeks later I wept as Ben drove off.
I graduated from high school and wanted to wait on college and was working at our local grocery store.
Nine months later I was working when this guy came through my lane. He was nice looking and was shyly flirting. I turned red and tried to flirt back awkwardly.
Over the next week the guy stopped in the store a few times and always came through my lane.
One day he asked me out to dinner. His name was Ron Winston and my father was pleased when I told them I was going out with him.
"The Winston's are a proud family around town" Dad stated.
Ron picked me up on Friday night and after charming my parents we headed out. On the way to the restaurant Ron took a bottle of what looked like whiskey and started drinking it. He offered me a sip which I politely refused. After a nice dinner we headed to one of Ron's friends house. There was a small party going on and I watched Ron get drunk. I was disappointed and accepted a ride home from another couple.
A few days later Ron came through my lane again and sheepishly apologized. I accepted and also accepted a make up date the following night.
We dated for the next six months and I realized Ron was a drinker.
On our nine month anniversary Ron proposed and I accepted. I was 20 and Ron was 26. Most of the time we were active sexually but straight missionary. Ron was nice but Ben was larger and neither could last more then a couple minutes before orgasm. I never experienced one and at that point I never knew woman had orgasms.
We had the typical wedding. Families were joined and people drank and partied. Our Wedding Night I felt the scorn of my first and far from last "Whiskey Dick". Ron got drunk and couldn't perform.
On our honeymoon Ron drank from sun up until he passed out. We made love 3 times in 2 weeks on St. Croix. Ron reasoned the honeymoon was for partying, I thought a honeymoon was supposed to be romantic.
We returned home, me well tanned, Ron as white as milk. We found a nice 4 bedroom house on 30 acres of land with 3 acres cleared for our yard. The yard had a large patio and outdoor kitchen that Ron loved. I loved the in ground pool and 2 acres of lawn and gardens.
We settled in and I worked hard making our house a home. Ron would come home at the same time everyday half drunk.
A couple months later I told Ron I was pregnant about 6 weeks along. Over the next week I don't think he took a sober breath celebrating his accomplishment.
A week later Ron came home and told me his Dad was retiring and as the oldest and with the most experience Ron was being promoted to General Manager. He was excited and asked me to dinner with some prospective clients the following night. I accepted being a housewife a night out sounded nice.
The following night Ron came to pick me up about 4 already slurring his words. I dressed in a white blouse with a gray skirt just above my knee. A string of pearls with matching earrings a pair of low heeled sandals. My nails all polished gray also. Ron said I looked nice, I felt nice as we headed out.
We went to a nice restaurant in Burlington and met the prospective clients. I was introduced but the only name I remembered was Bill, who seemed like the lead guy.
Ron reserved a booth for privacy and we had to pull over a couple chair for me and Ron to sit on the end. It was OK there was room until we ordered dinner. We realized we couldn't both fit on the end so the guys all squeezed a bit and cleared space for the smallest person, me. I scooted to the back of the booth and had some nice conversation with the guys who were all very nice.
We all ate and as the waitress was clearing the plates I felt something. Bill had his hand on my thigh. I was stunned and he was caressing and rubbing my thigh. "My God what do I do!" I thought. I could push him off or make a scene and embarrass him or I could ignore it. Seeing Ron slump and knowing this his big chance as the new GM, I ignored it.
Bill was continuing to rub and caress my thigh as I sat there thinking "What am I doing. I'm married to a successful man. I'm 6 weeks pregnant but the hand on my thigh was starting to feel nice." Bill's hand was cupping my thigh and his fingers were caressing my inner thigh.
Confused and conflicted, instead of secretly removing Bill's hand, I found myself sliding myself down the booth almost inviting Bill's hand further up my thigh.
Bill's hand went further up my thigh, squeezing and caressing as he went. I looked around the table and saw Ron in a drunken conversation with one of the guys and the guy to my right was just listening to Ron.
No one was aware what Bill was doing as he went further and started playing with the side band of my panties. I smiled at Bill and felt his hand slowly made its way between my legs. He squeezed the inside of my thigh and caressed to my panties for a minute as I stared at Ron.
I let out a slight gasp that caught the guys attention as Bill slipped a finger under my panties and caressed my vagina lips. I played the gasp off as a hiccup and excused myself as Bill continued rubbing my lips. I involuntarily opened my legs a couple more inches and saw Bill looking at me.
I saw Ron almost asleep in his seat and smiled at Bill inviting him to continue. And continue he did. I was soon being fingered by Bill. He would occasionally spread my wetness around and play with the top of my vagina, which brought a sensation I never felt before.
I realized Bill was playing with my clitoris and Ron and Ben didn't know their way around a woman like Bill. I spread further and Bill continued fingering me and now was just strumming my clit. He had me on pins and needles as my body was feeling strangely warm then a surge of absolute pleasure just swept through me and I shook and moaned.
I just experienced my first orgasm. By moaning as I did the guy on my right looked at me and looked down and saw Bill's hand under my skirt and me unable to stop wiggling around. He looked back at me and I, for some strange reason, just smiled and shrugged my shoulders and spread wider.
I was staring at my passed out husband and the other two guys talking as Bill and Jacob, I soon found out his name, were slipping 2 sometimes 3 fingers in me. I just sat back spreading more and trying to accommodate the guys.
As another smaller but nice orgasm hit me Bill worked his hand under me and started working around my butt. I was shocked and embarrassed not knowing what he was doing but soon found out as Bill slipped his finger in my juice lubed butt hole.
A sharp gasp left me and a deep groan as I wiggled my ass trying either to get comfortable or pull it deeper. This was a strange and real full feeling, not uncomfortable actually quite nice. I was enjoying a finger in my ass.