Mrs. Perry had two grown boys who had both married and moved far away. She is also a grandmother. She had been divorced for over ten years and lived alone in a house on the lake. She kept busy working for fund-raising organizations around town. When you see her coming, you know she wants your services or money.
She is a beautiful blond lady with significant assets. When she attends galas for charities, she is the center of attention wearing her low cut ballgown. She has a brilliant smile, but her eyes are sad. When she is not around people, she gets very depressed. She feels empty and doesn’t know what is missing in her life.
I was eighteen, 6′-2″ with curly blonde hair. I played baseball and threw the javelin. I was above average in both. I had large dimples on both sides of my mouth. I tanned easily and had deep blue eyes. I was a server at one of her fund-raising parties. The party was to raise funds to clean up the trash and junk around the lake bank. I was wearing a white shirt with a black bow tie. My pants and shoes were black. I carried around a tray with drinks or hor’ doves. It was a big crowd of about sixty people. My good friend Julie Johnson was also serving.
Julie and I were talking an hour into the party when I noticed Mrs. Perry go out the back door by herself. She looked upset, so I told Julie to cover for me and I walked out the back door.
Mrs. P was on the boat dock crying. I walked up to her and gave her a napkin that was on my tray. I set the tray on the rail and asked her if I could assist her.
She dabbed the tears in her eyes and said, “You’re so sweet. I’m in there with all my friends but I still feel so lonely. I can’t shake it.”
I said, “Everyone in there adores you. You are raising a lot of money. I’m just a kid and I know everybody in the lake area and beyond respects you and finds you exquisite.”
“You’re not just a kid. You are a young man earning money for college. You are tall and strong, you have the entire world in front of you and I just feel empty,” she cried. I reached to hand her another napkin and her hand accidentally rubbed my cock that was hanging down my pants leg. Her hand lingered on my cock just for a second. “Do you think I’m beautiful?”
We locked eyes and my cock stiffened. “I find you very beautiful and sexy,” I replied.
“I’m a grandmother. How could I be sexy to you? You could have any girl in the world, so I don’t believe you find me sexy,” she scoffed.
I pulled her hand back to my now fully stiff cock and held it tight. “I have had my cock in a few of your lovely neighbors attending tonight, and you are sexier than all of them combined,” I whispered.
“My married friends?” She gasped.
“Married and not married, they were all missing something in their lives. They used me to find what they were missing. Some figured out what they were missing, and some did not. Let’s see if I can help you out, with your permission,” I answered.
Mrs. P’s eyes never left mine. She squeezed my thick cock. She heavily panted, “You have my permission.” I spun her around and bent her over the rail. I pulled her gown up over her ass. I pulled her bikini cut panties down to her knees. “Oh, God!” she moaned.
I dropped my pants and shorts to my ankles. The moonlight and dock lights made her moisture on her pussy lips sparkle. I rubbed my cock between her lips until I hit her pink entrance. She grasped the railing tight and was almost hyperventilating. I slowly pushed my thick shaft into her soaking wet pussy.
“Yes! Yes! Yes! You feel so good in me,” she cried out. I grabbed her hips and pounded her from behind. She screamed into the night. I saw Julie at the door, watching us. I didn’t stop. She came multiple times as her tight pussy took my cock. I came deep inside her as I let out a grunt.
I pulled out and helped her clean up her pussy with some napkins. She pulled up her panties and straighten her gown. Her face was glowing. She gave me a big kiss and strutted back into the party. My pants were still around my ankles.
Julie came out as I was pulling my pants up. “What the hell was that? You fucked Mrs. Perry! Why? What’s going on with you?” She inquired.
“I just helped a woman in need. She is lonely and, frankly, needed to be fucked. Did you see how happy she was when she went inside?” I smiled.
“Do you often help women out with your cock? Wait! You fucked my mother, didn’t you? She has been bouncing all around the house with an attitude change,” she asked.
I looked down and shuffled my feet and answered, “There have been a few ladies in the neighborhood that I have helped. Your mother included. I’m sorry it just happened. We have only fucked five or six times.”
“I can’t believe you! You asshole!” she yelled as she stormed off.
Julie and I avoided each other for the rest of the night. After we cleaned up and put everything away, Mrs. P gave us all an envelope with our pay in it. She smiled at me and touched my face when she gave me mine. I opened the envelope as I walked home. It had five hundred dollars in it. I was only supposed to make one hundred. There was a note as well. “Please spend the day on the lake with me on my pontoon boat next Saturday at noon.”
I felt ashamed that she paid me for sex. I am going to give it back.
The next morning was Saturday morning. My mother plays tennis with Julie’s mother every Saturday morning. I was sleeping in when my door creaked open. It was Julie.
I covered up as I sleep naked. Julie came in and shut the door. “I’m sorry that I got so angry with you. I’m glad you can enjoy helping older women with sex,” she said. She paused, then continued, “Will you help a young woman out? One that is your best friend and is a virgin. I saw your cock last night, and it was beautiful. I need you to take my virginity and make me feel like a woman.”
Julie pulled off her shirt and unclasped her bra. Her pants hit the floor, along with her white cotton panties. Julie was a plump girl but had a splendid figure. Much like that famous model. Julie had large, plumb tits and a round ass. Her brown bush was trimmed into a triangle.
I pulled the covers away and Julie saw my thick, long, erect cock close up. We smiled at each other. I felt more awkward with Julie than I did with her mother. Julie said, “I am a virgin, but I have had my mom’s cucumbers that were bigger than you up my vagina. So, there will not be any blood or pain. I want to suck you first.”
She crawled between my legs and kissed my cock. I said, “No. No. Spin around and I am going to eat your pussy while you suck my cock.” She spun and straddled my face. She smelt good. I slipped my tongue straight into her wet entrance. She jerked her body. She tasted fresh and sweet. Her mouth went down on my cock. She gagged as it hit the back of her mouth.
My tongue lapped up her wetness, and my fingers found her tiny clit. I rubbed her clit vigorously. She moaned as she bobbed her head on my cock. Julie had an immediate, immense orgasm and almost smothered me. I pushed her off as I wasn’t going to cum as she was terrible at cock sucking.
I placed her on her back and sucked both her fat titties. My cock found her dripping entrance as she wrapped her legs around my legs. My cock penetrated her slowly as she gasped for air. Her body shook when I was fully eight inches deep. My hips went up and down as I fucked my best friend. Her eyes rolled up in her head and she dug her nails into my back. We didn’t kiss at all. I was pounding her pretty hard when she screamed. She was having multiple orgasms, and she shook uncontrollably. My cock shot rope after rope of cum into her wet pussy. I rolled over, and we lay side by side, holding hands. We fell asleep.
We slept hard until we heard, “What the fuck were you two thinking? Get dressed and get in the living room,” my mom shouted. Both moms were standing in the doorway.
We had to listen for an hour about unprotected sex. I knew Julie was on the pill for her acne. Julie whispered to me before she and her mother left, “That felt so good. I want to swallow your cum next time.” Her mother gave me a look and then smiled.
That night, I was instructed to sneak into Julie’s house and fuck Mrs. J. on Sunday night. I taught Julie how to give good head. She tasted cum for the first time and liked the salty taste. By the end of the night, she was a pretty good cock sucker. I fucked her from behind and she rode me cowgirl style. I had another session with Mrs J on Tuesday.
On Saturday morning, I slipped on my white boardshorts and my green t-shirt. I put on my lake sneakers and headed on over to Mrs. P’s house. I arrived about ten minutes late and she was already on the boat. She was wearing a shiny silver string bikini. Her tits were enormous and firm. Her stomach was flat and solid. Her hips and ass were the perfect shape. She would put many young women to shame.
She could see my erection as I walked up the dock to her boat. She smiled and kissed me on the cheek. She squeezed my cock and patted my ass. “I have lunch and dinner with plenty of water, soda, beer and wine. There are lots of snacks too, as you can see,” she said as she pulled down her left cup and flashed me her pink nipple.
I untied the lines as she started the boat. We headed out on the large lake. The lake was manmade, with a dam at the southern end. If you were in the middle of the main body, you could barely see the shores. The lake had many coves and inlets. She was taking me to a secluded cove on the eastern shore.
It took us a little over an hour to get there. I sat back and admired her ass and tits as she talked and drove. I drank a few beers and ate some snacks. About halfway there, she took her top off. Damn! Just damn is all I’m saying. She instructed me to pull my cock out and play with it. She did not get to see it at the party.
Her eyes were glazed as she watched my cock stiffening and my hand stroking it. “My goodness! You had that monster in me that night? That is the biggest cock I have ever had. No wonder I came so hard,” she exclaimed. Her nipples grew hard and poked out like darts.
I pulled my shorts all the way off and walked up to her. Our eyes locked, and we kissed with our tongues dancing in each other’s mouth. I dropped my head and sucked her big tits. My hand massaged them as I sucked and nibbled. She moaned and grabbed my cock and stroked it. Her other hand found my balls, and she massaged them.
We had to stop as we got to the tree lined cove as it was tricky to navigate. She steered the boat like a pro. We stopped about twenty feet from the end and dropped anchor. I took my shirt off, and she untied her bottoms and let them drop. She just had a blonde soul patch above her bald pussy. Her pussy lips were pink and were long and floppy. She ran her fingers through my blonde pubes. “Let’s have some lunch,” she said.
We sat down on the uncovered deck on a plaid blanket. The sun beat down on us as we ate club sandwiches and drank soda. My cock stayed hard though out lunch. Mrs. P pulled the awning over us so the sun would not burn us. She crawled between my legs as her big tits swayed back and forth. She sucked my balls and ran her tongue up my shaft. Her tongue twirled around my dick head. Her mouth encased my cock as she took as much as she could. Her head bobbed on my cock and I pinched her nipples. I moaned, “I’m about to cum. Where do you want it?”
She just kept bobbing until I blasted her throat. “Wow! That was a lot of cum. Mmmm, you taste so good. Now do me.” She spoke.
She fell to her back. I placed a life preserver under her head. Her long legs spread for me. She took two fingers and spread her pussy lips apart. Her pink entrance was glistening with fluids. Her clit was round like a pearl. I licked between her slit and up to her clit. My tongue swirled around her clit. “Oh God! I haven’t had my pussy eaten since high school. Eat me, boy. Eat me.” She screamed. She pushed my head further into her cunt.
My tongue dove into her tunnel. I lapped up her juices as they flowed onto my tongue. My mouth moved back up to her clit. I sucked and bit her clit while two of my fingers fucked her wet pussy. She let out a scream that sounded like a yodel. Her body shuddered and her fluids flooded onto my face.
I worked my way up her body; kissing, licking, and biting. I pulled her hair on her soul patch with my teeth. My tongue licked up into her bellybutton. I kissed and sucked her button. I kissed up onto her left breast. I marked the sides with my teeth. I sucked her nipple as both of my hands massaged her globe. I did the same to her right tit. I sucked her neck and made my mark. Our lips finally met, and we kissed passionately. Her tongue curled in to mouth and mine darted into hers.
I rubbed my cock head across her clit. I teased her as I slipped up and down her slippery lips. “What do you want?” I whispered.
“I want you to take your teenage cock and fuck my grandma pussy,” she moaned. I slipped my cock into her pussy and her eyes grew big and her mouth went slack. She wrapped her legs around my waist and dug her heels into my ass. I was pounding her tight cunt, and she was screaming. She came multiple times. About ten minutes in, a lake patrol boat pulled beside our pontoon boat.
“Mrs. Perry, this is Sargeant Kelly. Is everything alright?” He hollered. Just then he heard her scream out and saw my ass pumping with her heels dug in.
“Fuck me with your enormous cock, you bastard. Splatter your cum deep in my wet pussy!” She screamed.
The Sargeant figured out what was going on and headed out. Not before turning on his lights and siren. Mrs. P just smiled at me as we continued to fuck. I splattered my load deep inside her pussy as requested. We sat up and drank some more. She pulled out a doobie, and we smoked it. “Let’s go again,” she said. I lay on my back, and she straddled my already stiff cock. She slowly sank down on my shaft. She moved her hips in a circular motion. My shaft rolled over her clit. Her boobs slowly moved in the same circular motion, just inches from my face.
Mrs. P could fuck. She fucked me slow for twenty minutes before her whole body shook. She thrashed her head, and her pussy clamped down tighter on my cock. She let out a loud grunt and squirted her nectar across my belly and chest. She milked my cock dry as I pumped her full of my seed.
She collapsed onto my chest. I stroked her hair. She fell asleep for an hour, and it was getting dark. I woke her up, and we kissed again. She put on her bikini and a cover-up shirt. I pulled on my shirt and shorts. I cleaned up the deck and pulled in the anchor. I hugged her from behind as she piloted us out of the cove and onto the main lake.
After a while, the wakes we were going over made my cock stiffen between her butt cheeks. I untied her bottoms and bent her over the wheel and fucked her from behind with the rhythm of the lake. I heard her moaning into the wind and felt her pussy spasm multiple times. Just when we were pulling up to the dock, I came in her pussy once again.
