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STAY SAFE!! [ID: the Gilbert Baker pride flag with the words “Happy pride to all those who are unable to celebrate openly and safely. You are loved and seen!” in all-caps black text over it. /end ID]
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Older Woman
I have have fantazized about my mother's friend Mrs. Donavan for years. I even stole a pair of her panties from her laundry once when I was 13. She was always dressed classy. But today she just stopped by. My mom was running late. So I let her in.
"So Paul, I hear you got excepted to State?" She said warmly.
"Yes" I said looking at her. She was leaning against a table. Her short skirt rode up a bit I could see a glimpse of the top of the black stockings she wore. She noticed my looking and moving the skirt up even higher to adjust the stocking.
"So still living then single life?" She smiled. I was speechless as she let the skirt ride up even higher. She bit her lip and sat on the table. Spreading her legs a bit. She wore no underwear and I had a direct view of her shaved pussy.
"Paul, your mother tells me you never had a girlfriend. Is that true have you never been with a woman. Do you know how to lick a woman?" She teased her fingers teased her pussy. "Come give it a little kiss" she told me. I was memorized and nervously approached. She put her hand on my shoulder and guided me to my knees. She was right I didnt have any luck with girls. At almost 19 I was still a virgin.
"Just a kiss, and i will teach you all about how to please a woman" she said softly. I leaned in and kissed her pussy. She played with my hair.
"Lick it sweety, use your tounge" she told me softly. I had never tasted pussy before it wasnt bad I guess, I had heard so many jokes about it being fishy. "Are you a good boy or nasty. Nasty boys like to lick assholes too." She told me leaning back more. Caught in the moment I licked her ass as well. My cock was throbbing in my pants when I heard the garage door open. Mrs Donavan yanked my hair pulling me to my feet. She had her hand down my basketball shorts and was jerking me off before I even knew what was happening. Holy shit my mom was on her way in. I thought. As she made me cum in under a minute. Her hand covered in cum she just calmly stepped into the powder room. As my mom came in.
"Where's Kim?" She asked calmly.
"Bathroom" I said taking the grocery bag from her. I didnt even see Mrs Donavan before her and my mom left. Thy had some appointment or something.
I got a text bout 30 minutes later
Send me a pic of you playing with yourself. It said. I read it twice. I didnt know the number. Then I go a pic of Mrs Donavan exposing her sexy black bra. I rushed to my room and stripped naked i took a video of me jerking off. And sent it to her.
"You would do anything for me?" She texted back.
"YES" I responded.
"Good" is all she sent and then went quiet again.
I jerked off three four or five times a day for the next week thinking about her and staring at the pic of her exposing her bra.
"Paul, Mrs Donavan says she needs some help with some yard work. Her husband sprained his arm" my mother told me. The next Sunday.
"Yeah, okay" I said excited. My mother seemed surprised. Probably cause I agreed to manual labor.
"She said she pay you" she added. I was already gathering my stuff to head over to her house.
I never looked back at my mom just shouted "be back later over my shoulder as I jumped on my scooter and drove the 1/2 mile to the Donavan house.
They had a big house in a private community. I rang the bell. Mrs Donavan answered the door in a sundress.
"Paul, so nice to see you" she smiled inviting me in. She lifted her dress as soon as the door closed. "Give us a kiss" she said sweetly. I knelt and kissed her pussy. Her dress fell around me. I looked up to see her standing over me naked. "You look hot" she laughed and pulled my shirt off as I stood.
"You dont work out do you? Not much hair either" she commented as her hands ran over my chest and stomach. I didnt care i was already ready to burst. Kicking off my sneakers. She stepped back half a step as I yanked off my shorts. I stood in my boxers my cock pushing them forward. Her fingers caught my waist band and pushed them down. They caught around my knees. I kicked them off the rest of the way.
"You like to please me, you like me to show you how to please a woman" She told me. Stepping close again her breasts rubbing against me.
I was ready i wanted to fuck her so bad. She grabbed me by my cock and led me to the living room.
"You have to get a woman ready, use your tounge" she told me sitting on a huge oversized chair and spread her legs. Gently leading me to kneel between her legs. "You cant rush, take your time" she said gently pulling my head to her crotch. She used her fingers to spread her folds. "Lick here. Thats nice suck on the folds" she instructed. Giving me how to, suck and lick even drive my tounge into her. She shifted and I remembered how I had licked her ass. So I ran my tounge back catching her juices.
"Stick your tounge in my ass" she encouraged me i hesitated but her foot rub against my balls and I did as she suggested. At her urging i went back and forth from her pussy to her ass. Sucking and licking up all of her juices. "Oh yeah that's it" she moaned and held my head still and grinding herself against me. She released me. I stood
"Poor little boy, your pee pee is all purple" She teased sitting up she rubbed it between her breasts. I couldn't take it i shot streams of cum all over her breasts. "Wow so much" she giggled. "Do you want to kiss my breasts?" She asked. I was surprised they where covered in my cum.
"They are um, that would be gay" I responded.
"Nonsense its your own seman" she assured me pulling to her breasts. "Keep me excited till you're ready again" she told me my face smothered in her breasts as I started to taste my own cum. She had me lick her clean. As I did I got hard again. Mrs Donavan reached between my legs and played with my cock.
"You get excited pretty quick sweety, but youre not very big" she told me. I went to say something when she suddenly pushed me up and took my cock in her mouth. It felt amazing i was unable to control myself and came again in under a minute. She immediately kissed me feeding me my cum.
"Cum kisses are the best" she told me. "Dont you agree?" I just nodded in a daze.
"You wouldn't cheat on me with one of those young girls from school would you?" She teased. Playing with my now spent soft dick.
"No, of course not" I tried to assure her.
"My husband cheats on me with young girls, I couldnt take it if you did too" she told me. I felt bad for her, mr Donavan was always nice to me, I couldnt believe he would cheat on her, she was gorgeous.
"Pleasure me again, use your tounge to make me cum" she told me applying pressure to my shoulder I buried my face between her thighs again. I tried to remember everything she had told me earlier. I only stopped when she pulled my hair.
"Thats enough for now" she told me, "you should go home"
"But" i started.
"What sweety" Mrs Donavan smiled.
"I thought" I started but fell silent. And went to get dressed.
I didnt hear from her for two weeks. The next time I even saw her. She came over with her husband my parents where having a BBQ. First chance she saw she dragged me into the bathroom. She forced me to my knees. She lifted her dress. She wore no panties. She grabbed a handful of my hair and pulled me to her crotch. I devoured her sucking and licking without hesitation. As she came she squeezed my head with her thighs. I jumped up my dick throbbing in my shorts
"Please" I begged yanking my shorts down. But just as I did there was a knock on the door.
"Just a moment" she sang out. Mrs Donavan stroked my dick. "If I let you cum you will have to eat it we cant leave a mess" she whispered in my ear. I nodded anything just dont stop. I really wanted to be inside her. I came quick and she caught my cum in her hand. Raising it to my lips. I opened my mouth and she fed it to me. Making me lick her hand clean. She has me fix my clothes and checks out the door and we both sneak out of the bathroom. I head in the opposite direction of her, but after a few minutes Mrs Donavan comes up behind me.
"See my husband's bulge in his shorts?" She whispers in my ear. "Yes it is thick too" she tells me. Her hand grabbing my ass. I try not to jump. "Does it make your little penis hard thinking about his cock fucking me?" She continued. "I bet you would love to lick his thick cum out of my pussy, you seem to like yours so much" as soon as she said that she walked away. I stood there hiding behind a high back chair to conceal the bulge in my shorts. Staring at Mrs Donavan.
"Paul, could go get some more ice?" my mother asked. I snapped back out of a day dream.
"Sure mom" i replied she handed me her car keys. I was backing out of the driveway when Mrs Donavan came running out of the house.
"I am coming, we need more wine" she told me jumping in the car. As soon as we got to he end of the block she had my cock out. She took it in her mouth. I tried to focus on driving. The liquor store was only few blocks away. But she had made me cum by the time I parked. She sat up and kissed me feeding me my cum again. She smiled and went inside. She returned a few minutes later with two bottles of wine and ice. She ripped the ice bag enough to grab a few pieces of ice. And held them to my crotch. My dick shriveled.
"Oh its so cute little that" she told me. I blushed looking down at my penis all shriveled up as I started the car. "You are so tiny prehaps you should just focus on perfecting that tounge action" she told me.
Weeks went by before I saw her again. This time she showed up at my house. "Hi, sweety." She smiled as i opened the door. She stepped past me. As soon as she was inside she let her dress slip off her shoulders and gather around her ankles naked she bent at the waist to pick it up.
"Now I know you are home aome for several hours" she told me. As she walked around in just her high heels. She layed on the dinning room table her legs spread wide.
"You know what to do" she said. I nodded and lowered my head to her crotch. I noticed cum leaking out of her and went to pull away.
"No, no no. You know what to do. You want to do it" she stressed. Pulling me by my hair back to her crotch. I gave in and licked her. She let go and cum flooded my mouth.
"It my husband's sperm" she moaned wrapping her legs around my head. I licked and sucked her until she came and pushed me away. She stood and slowly undressed me kissing and rubbing me all over as she did. "Have you been a good boy, I bet you play with yourself everyday dont you?" She said and lightly bit my nipple.
"I want you to show me, I want you to play with your little dickie for me" she teased I was already jerking off before she finished telling me to. I used two fingers like I always did. She reached over and opened her purse and produced a big black vibrator. She turned it on and slid it deep inside her pussy. My god if she could take that. Maybe she wasnt kidding I was tiny. I came fast while watching her. Without thinking I licked the cum off the back of my hand. With a wicked smile she removed her toy and rolled it in the rest of my cum that had hit the floor. And held it to my lips.
"Suck him" she commanded. I looked into her eyes and opened my mouth. "Thats a good boy" she told me. As she slowly worked the toy in and out of my mouth. "Thats what you want isnt it, to be used by a man, a real man" she told me. I couldnt respond as she worked the toy faster. Gagging me. I was hard again. She grasped my penis hard. My throat was sore by the time she stopped.
"You are mine now" she told me. I stood there naked my penis so hard it was leaking precum. "I want you to stay a virgin for me" she told me. I lowered my eyes and nodded. "Well maybe not all virgin" she giggled smacking my ass. "Come over to my house in the morning by 9" She told me. She tapped my balls. "And leave them alone, I want them full" she told me. I nodded as she slipped on her dress and left. I stood there naked. What was i doing, why did I want more.
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