I got on a well know internet classified websites and was looking through the woman looking for men ads. I found one that was into roleplay. So I found the ad number and emailed them saying I'm interested in finding out more and introduced myself. I told her I was 21 sandy blonde hair, really skinny, and that my name was Andy. A few days later A woman in her 30's sent me a picture of herself She had dark brown hair past her shoulders, maybe about a D cup and very motherly looking she said her name was Tracy....and a story dialogue like this: Looking for younger naughty male that needs a mommy for the night. If you've been naughty and needs a mommy's discipline email me. Looking in the Jacksonville area.
Now, I just turned 21 and am in college, to have sex with a 30 year old woman would be hot. I guess it would be weird to sped the night there, but whatever, I have crashed at a lot of peoples places. I emailed her back and told her she was beautiful andthat I was interested to please send me the details. The next morning I checked my email and she sent me the details: 1423 New Dehli rd. Jacksonville,FL White house green shutters. Please wear tight white underwear, jeans and a t-shirt. Be ready to be a naughty son when I answer the door. The safe word for me to stop is "coffee" if something I am doing is too much for you. I will have all the toys and protection here. See you next Friday at 3:30pm
I was so excited to see what happens. I have always had this kind of fetish, I winder what it will be like to play it out with a stranger??
Friday was here and I woke up at 7:30am excited to be done with class. I hurried back to my dorm room and pulled my shirt off and my pants and boxers. I figured I better jack off so I don't come quickly with this lady. I grabbed my lotion and laid on my bed as I began to stroke my dick. I closed my eyes and thought about this lady answering the door naked with this shaved pussy and immediately reaches her hand down my pants and begins stroking it as she kneels down as begins sucking my dick until my warm cum shoots into her mouth...I feel my balls tighten as I stroke myself faster and then feel myself cumming all over my stomach. I wiped off with a kleenex and grabbed my towel and ran to the showers and figured I better shave so I look younger. I have a baby face but shaving makes me look even younger. I decided to go further and shave my pubes rather than just trim them. Wow, I looked down my dick looks like a kid's...I laughed as I got dressed and found the tightest white underwear.
Tracys house was about 20 minutes from campus, and it ended up being on a side road and was the only house on that road. I pulled up and I could see her looking out the window. As I walked up I rang the door bell and Tracy answered the door with a sweat shirt and slacks. She did look very mommy like...... and then it began:
"Honey, what are you doing this is your house too come on in. Give mommy a hug. Do you want a snack?" Tracy hugged me and i felt her boobs press up against my chest and she smelled great. She kissed my cheek as I sat down at the table. "Sure" I said. (Tracy) So, tell me about your day what happened? (Me:Andy) "Well, it wasn't so great, I got into trouble and had to sit out in the hall for kicking some kids desk because he was being stupid." I seen my mom's eyes get big. (Tracy) "Andy! What have I told you about getting into trouble at school. You are in trouble. When you are done with your snack go to your room! "
I sat at the table as I ate an apple and then walked to a bedroom that was made up like a room for a 6 year old with animated cars and kids toys. Tracy came in and told me it was time to take a nap and then I could go play. (Tracy) "Let's go in and go potty before your nap so You don't wet the bed." I looked at Tracy as she held my hand and lead me to the bathroom. I pulled my pants down around my ankles and Tracy grabbed my penis and aimed it for me as I began to pee. I felt my dick get a little chubby as I felt her warm hands feel my balls and wrapping around my dick. (Tracy) "You know Andy, you can't misbehave in school. Teachers are there to teach you so you can grow up and be smart. You are going to have to get a spanking so you remember how you are to act at school." I finished peeing and bent over to pull my pants up as Tracy said to leave them down for my spanking. I shuffled down the hall with my pants around my ankles as Tracy looked back and smiled. I sat on my bed and Tracy sat next to me. (Tracy) "O.K. young man, over mommy's lap." She pointed at her lap as I laid on the bed over her lap. Tracy began to paddle me, and I began to feel myself get a small boner. Tracy spanked me a little harder each time. She stopped as I felt her spread my butt cheeks and then told me to stand up. I stood in front of her with a boner and she told me to pull my pants up. (Tracy) Take your jeans off and lay down, I will rub your tummy as you fall asleep and you can suck on mommy's breast." I felt my dick get harder as I pulled my jeans off. My dick was peeking out of the top of my underwear as I laid down. Tracy pulled the right side of her shirt off and un did her bra. She pulled her bra off as I watched her large breasts lay on her chest. I stared at them as she smiled. Tracys boobs were nice and she had big nipples. Tracy laid down next to me and set her boob next to my face. (Tracy) "Here suck mommy's nipple as I rub your tummy." I felt her start to rub my stomach and brush her hand pas the tip of my dick. I licked her boob and then began sucking on her nipple. It felt really long and big in my mouth. After a few minutes I actually did feel tired.
About a few hours later I woke up and realized I had fallen asleep. Tracy had pulled my underwear off and placed a white cloth over my dick. I looked down and could see my dick was still wet. i wondered if it was in her mouth. I decided to leave my underwear off and walk around the house to find Tracy. I found her in her bedroom in a towel. (Tracy) "Oh hi honey, are you up from your nap? Mommy was just getting out of the shower." Tracy dropped her towel in front of me and it was the first time I had seen her naked. Tracy was a thicker woman but was in pretty good shape. Her boobs were...I guess...motherly" was the best word, and her pussy was very hairy. She had a large dark brown patch puffing out fro her pussy. Tracy bent over and pulled up a thong. I could see her hairy pussy from the back and felt my dick get hard again. (Tracy) "Ok honey, I am going to finish getting dressed and then we can go get something to eat." When we get home we will have to go to bed." Tracy walked over to me just wearing bra and her thong and gave me a hug as she reached down and squeezed both my butt cheeks and slide her hand down my butt crack. (Tracy) If you are a good boy for mommy when we eat, I have a treat for you when we get home o.k.?" Tracy reached down her panties and then put it in my mouth. I could smell and taste Tracy's pussy as she pushed it into my mouth. My dick got even harder as she kissed my cheek and told me to go get ready..........
Part 2..................will be soon
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