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Helping a Single Mom (Part 1)

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Helping a Single Mom (Part 1)The summer preceding graduation would prove to be enjoyable. Ongoing arguments on the home-front led me to spend most of my time away from home. Rebellion and curiosity heavily influenced my decision making. An inconsistent up-bringing made me naturally independent and mature for my age. These factors combined to make it a summer of many first time experiences. Through a friend from school, I had befriended a group of older people who lived in a nearby trailer park. The close circle of 8 or so friends were in their 20’s and 30’s. We would not only get together and party often, but also help each other out whenever needed. I became close friends with a mother of 3 and her boyfriend. John and Carrie. I would hang out with them daily and oftentimes even spent the night. I’d help out around the house, babysit once in a while, and sometimes contribute by buying dinner or beer for the night.A group of us sat around the kitchen table playing cards late one night. A knock on the storm door just feet away brought to my attention a new face. The woman in her mid 30’s flashed me a smile as she let herself in. Carrie soon greeted her and introduced us. Dawn stood about 5’9″ tall. She had light brown curly hair and stunning green eyes. She had a light tan and her face was slightly weathered. I later found out that her chipped front tooth and scar above her right eye were left by her ex-husband. She gave me a nice view of her cleavage as she bent over a bit to shake my hand. Her B-cup tits still seemed somewhat perky as they jiggled a bit. Her tight bluejeans were clearly chosen to flaunt her best feature… her ass. Her butt was shapely, round and just a little wide. Her meaty thighs touched between her legs. The contours of their curves left a small gap below her crotch. Her body made up for her bad hair and lack of attractive facial features… so I gave her rating of 7 out of 10. This was a decent rating because at the time I had compared every woman I had met to the 26 year old who took my virginity less than a year earlier. My first sexual conquest was a complete 10, not only for her attractiveness but for more reasons to be mentioned in another story.I left the table after losing the next card game and grabbed a seat in the living room. I sat and drank my beer as I noticed Dawn and Carrie chatting at the kitchen counter. They shared a giggle after Dawn gestured my way and whispered into Carrie’s ear. I walked back to the kitchen and grabbed another beer. I overheard their conversation as I watched the card game. Carrie asked her if she had been dating anyone new. She responded with a laugh. “Nope, it’s still just me and my trusty vibrator!” Dawn turned her attention toward me and offered me a beer. Through our conversation I had learned that she was 37 years old and a single mother of 11 year old twin boys. She had been divorced for just over a year. Her abusive ex-husband moved out of state to avoid paying c***d support. She worked at a local bar 5 days a week and Saturday nights to make ends meet. We talked about similar interests and she made it obvious that she had taken a liking to me. I kept to friendly conversation because I hadn’t yet considered sleeping with someone over twice canlı bahis my age. I was hoping to find someone my age or younger to demonstrate my newly learned sexual skills on… someone with little to no experience. With confidence I looked forward to being the more experienced sex partner and especially the sense of control and dominance that came with it. Later that week, Carrie had mentioned that Dawn wanted to know if I would be interested in watching her k**s Saturday nights and for a couple hours a day during the week once school started. I took her up on her offer because it gave me a little extra spending cash and another reason to stay away from home. She gave me a key to her place and told to help myself to anything while I was there. I offered to work the weekdays for free because I was able to eat and it was incredibly easy. She would ask me to stay for dinner during the week and I usually took her up on her offer. On Saturdays she wouldn’t get home till 1 or 2 in the morning and I would occupy my time watching movies or reading. I would sometimes fall asleep waiting for her to get home and would leave in the middle of the night or early morning if she didn’t wake me. Every now and then, she would get home from work early and we’d watch a movie or have a couple beers before I went home. One Saturday night in late August I had fallen asleep on the couch watching TV. I woke up around 3AM and decided to use the bathroom before I left. I made my way to the bathroom and noticed Dawn’s bedroom door cracked open just a little further down the hall. I figured she was still awake because her TV was on with the volume up pretty loud. I used the bathroom and decided to peek my head in to say goodbye. I slowly opened the door just far enough to fit my head in. The dark room was only lit by the flickering light of her TV. The room grew a bit brighter allowing me to get a better picture of the glorious sight before my eyes. She lay there on her back with head back looking up at the ceiling. Her legs were spread wide. I could hear the hum of the vibrator in her right hand as she worked it over her furry mound. Her left hand held her left breast and gently pinched it’s nipple. She teased her pussy with her vibrator by rubbing it lightly on her clit and up and down her pussy lips. She began to raise and lower her hips from time to time as her excitement grew. Soon I had my own excitement to deal with. My hard cock ached as it pressed against my jeans. I loosened my belt, unbuttoned them, unzipped my fly and pulled my boxers down allowing my hard prick to spring free. I could feel the pre-cum that had built up over the past few minutes ooze from my pee hole and onto my fingers as I began to stroke. My belt buckle knocked against the door-jam at one point making a sound loud enough for her to hear over the TV. I took a step back with my left foot as I pondered a quick escape fearful of being found out. She didn’t appear to notice me and continued pleasing herself without hesitation. The TV lit the room brightly for a moment and gave me a good view of her pussy. Her full labia glistened in the light as it moved around under the vibrator. Her bush was full and untrimmed up top and closely trimmed or shaven bahis siteleri around her labia. Soon she sat up a bit to get a better view of her self pleasuring. She seemed to glance in my direction while doing so and I thought I noticed a slight smirk on her face. My chest tightened and heart skipped a beat in fear of being seen… but I couldn’t move. I was too focused on her. I stroked my cock while fixated on her movements and imagined her pangs of pleasure as those of my own. This went on for a few minutes before she rolled over to the side and reached for her nightstand.Her soft smooth ass reflected the light of the TV and shook a bit as she rolled over. She had a dildo in her right hand when she flipped back over. She grabbed the two pillows next to her and wedged them under her hips. She lifted her spread legs and let them fall back almost to her shoulders. After fidgeting around to find the still running vibrator by her side, she began to rub it on her clit. She slid it in and out of her pussy a few times, then brought it up to her mouth to taste herself. Then she grabbed the dildo and pressed it against herself until she took it’s head. She let out a whimper upon entry and began to moan as she pulled just the head in and out. It wasn’t long before she had the dildo balls deep inside of her. She held it deep inside for a minute while she fiercely diddled herself with the vibrator. I continued to stroke my hard-on and had pulled out a good amount of pre-cum for lubrication. I paused for a second and spit in my hand before focusing most of my attention on and around head of my cock. In an almost frantic motion Dawn threw her hand down toward her ass and under her thigh to grab the dildo. She hurriedly slid it in and out of herself as she neared orgasm. She turned her head and used her pillow to muffle a loud wail as she trembled in orgasm. The vibrator fell from her hand while the other slowly slid the dildo only partially in and out of her wet hole. She pulled it from between her legs and eagerly opened her mouth as she broth it to her face. I began to tense up and could feel myself near orgasm as she began to take it in her mouth. She took the whole thing down her throat and I began to cum. I put my hand in front of me to catch my load as It began to shoot out of me. The first couple streams flew past my hand and onto her door. The rest landed in my hand but some dripped out onto the floor as I finished. I stood motionless as I stared at her while catching my breath. She lay there facing me with her eyes closed and a relaxed smile on her face. I let whatever cum left in my hand drip to the floor and licked the remainder from my hand before quietly pulling up my jeans and finding my way out. Needless to say, I now looked at Dawn in a different light. With the previous nights events fresh on my mind, I must have jerked off three times the next day. I fantasized and pictured her masturbating while thinking of me. I fantasized about her knowing I was watching her while she fucked herself. I wondered about how she kissed and what she tasted like. It turned me on knowing she was a mother and over twice my age. I was now overcome with a strong urge to fuck her. I got the impression that she found me bahis şirketleri sexually appealing but remained hesitant on making a move because of my age. I decided to play the same game by dropping subtle hints here and there. I figured things would quickly progress once she knew I was comfortable with her advances. The week went by slowly knowing I would have to wait for Saturday to see Dawn. By Tuesday I couldn’t take it anymore. I decided to take a walk by her trailer that evening in hopes of her seeing me and striking up a conversation. I kept a fairly fast pace as I approached her trailer. I glanced over and smiled when I saw her sitting in the sun reading a book. She looked up, returned the smile and gestured for me to come over. I jogged across the street and slowed my pace once I saw that she was wearing just a bikini top and loose fitting short shorts. She sat almost upright in her lounge chair with her feet up and her legs parted. Her shorts hung loosely from her inside thigh allowing a nice view of her trimmed pussy. My eyes were drawn to her crotch almost magnetically. I tried to focus on her face but couldn’t stop myself from sneaking peeks of her pussy. I dropped my first hint by telling her that I liked her belly button ring and how I thought they were sexy. She offered me a beer and we sat and talked for a bit. Before heading home I asked to use her bathroom. She told me to go ahead and asked me to grab her a beer on my way back out. I headed in and made my way down the hall toward the bathroom. Dawn’s bedroom door was open and I couldn’t resist the temptation to snoop around. I first went for her nightstand drawer and pulled her dildo out. My longing for her juices led me to put it in my mouth and suck it clean as I pulled it from my mouth. I began to get hard and decided to take a pair of her soiled panties from her hamper. I took a quick sniff and stuffed them in my pocket before heading to the bathroom. I walked back outside and said my goodbyes as I fondled her panties in my pocket. I jerked off to her panties as soon as I had the chance that night. These were the second pair of panties of my recently started collection. The first pair were given to me by the 26 year old who took my virginity a year earlier. I got more excitement from Dawn’s panties because I had taken them without her knowing. This experience re-ignited the panty fetish flame that had been started in me just a year prior. Saturday had finally arrived and the night went by quickly while watched TV and fantasized about Dawn. I was surprised when she walked through the door 2 hours earlier than usual due to a slow night. After complaining about her boring night and expressing her happiness about finally being home, she asked me if I wanted to hang out for a while, have a couple beers and maybe watch a movie. I agreed and tried to hide my excitement. She told me that she wanted to take a quick shower and I should have a beer while I waited. Soon after I had finished my second beer she walked from the hallway. She wore an oversized t-shirt that stopped about halfway down her upper leg. I became excited as I wondered if she wore any panties underneath it. She grabbed a beer and sat on her legs a couple feet away from me on the same couch. We talked and decided on a movie to watch before getting another beer. She grabbed a couple more beers, turned the light off and nestled up against me on the couch before starting the movie. To be continued…

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