All characters are over the age of 18.
Way back in 1977 I was a naive 18-year-old. Summer was here and I wanted to spend it having fun. I was going to start college in the fall and luckily didn't have to work. Mom and Dad were fortunate and made good money. He was the VP of Advertising and Marketing for a major energy company and Mom was actually a successful author. I had a generous allowance and a car (a white '73 BMW 2002tii) It had been Dad's and he gave it to me at graduation.
I guess I should tell you about myself. I was a blonde-haired, skinny white boy with blue eyes and a big dick. Not that I'd done anything with it. It was just genetics. I knew I was bigger than my friends but none of the girls I knew were aware of that and I was too shy to advertise it. Hell, I wasn't even sure what to do with it. My first experiments with jacking off were surprising and yet disappointing. I wanted a woman. But as I said, I was painfully shy around the females of the species.
My best friend throughout school had been Rick Batemann. Rick had joined the Navy after graduating and was off at boot camp. Well, one day his Mom called. She said that with Rick gone, she needed help with a few things involving the pool and asked if I would come over. My Mom of course said yes without even asking me.
"Go on over to Olivia Batemann's and give her a hand with her pool."
I rang the doorbell and she let me in.
"Thank you for coming over Todd! I was hoping you weren't too busy."
"Not at all Mrs. Batemann," I replied. "Just listening to albums."
"That's nice, Rick likes the Eagles. Do you?"
"Oh yeah! They're awesome!"
She led me out into the back yard, Like most people in our neighborhood, she had a pool. "With Rick around, I never hired a pool service, but now..." She gestured at the pool.
Since Rick had been gone, it had accumulated a layer of leaves.
"No problem," I said. I'll take care of it."
She went inside and I set to work.
Amazingly it wasn't too bad. I was finishing up when I heard her come outside again. Now their pool was inside a privacy fence but when I turned around I was surprised. She was wearing a white bathrobe. Outside. In June.
Looking back I can say Mrs. Batemann was about 5'7", 130 to 140 pounds, and very curvy. Her tits had to be in the double to triple D range. Her wavy dark brown hair was worn most often loose and reached her shoulders. Of course, although I acknowledged her as attractive for a middle-aged woman, she was forty-one years old, but I hadn't really thought of her in a sexual way. I'd known her and Rick for twelve years. Her husband had passed away about six years earlier from cancer.
As I stared she dropped the robe onto a chaise. She was completely naked. She slowly walked over to the pool and down the steps. She finally turned to face me when she was waist-deep.
"I just love having a pool!" she said smiling. "And I hate the idea of paying someone to tend to it. Do you think you could do it for me?"
"Uhm... I guess so." I automatically answered.
"Wonderful!"
She turned over and floated on her back, slowly going the length of the pool. She turned and swam back then faced me again.
"Well?"
"Huh?"
I stared at her big tits as they floated in full view.
"Are you coming in?"
"Uh..."
"Todd, when a woman gets naked and invites you to skinny dip with her... you really should. Wouldn't you rather touch these than just stare at them?" she said as she cupped her breasts.
Okay, as I said earlier, I was awkward and nervous around girls and not experienced or confident. But the offer finally overcame my shyness and I quickly stripped and dove in. Now the view of her big breasts had aroused me somewhat, but my nervousness had prevented a full-blown hard-on. I suddenly found myself in front of her and she slipped her arms around me and pulled me close. She kissed me and I felt her breasts pressing into me. I felt my erection growing. She did too and reached down to grasp me. No one had ever done that. I almost came right then. But she was experienced enough to realize how careful she had to be. She smiled and released me after a moment.
"My, you are blessed, aren't you? Why aren't the girls all over you?"
I guess I blushed. "I...uh..."
"Oh? Really? You're still a virgin? Well, that won't do. That won't do at all. Here," she patted the edge of the pool, "sit here."
As I sat on the pool edge she toyed and stroked my cock gently while smiling at me.
"Such a nice, big cock." she said.
Then she kissed it, licked it up and down, and finally slipped it into her mouth. She sucked on it as she stroked it. Her grip was firm and in no time I knew I was going to cum. I tried to warn her but she ignored me and I blew my load into her mouth.
Mrs. Batemann didn't miss a beat and continued to swallow it all as she stroked my jerking cock. I was stunned. I didn't know that was a thing. I had no idea a woman would do that. Of course, all I knew was that you touched a girl, she got wet, you got hard, you stuck it in, thrust until you came. Period. I truly knew no more than that. I had a lot to learn.
Mrs. Batemann finally finished and smiled at me. She continued to play with my cock.
"What? Did that surprise you?"
"Yeah... you just..."
"Swallowed your cum," she said matter-of-factly. "Some women like to. Some don't. I assume no one ever did that for you before."
I shook my head.
"Well, I like to. Especially with young guys. Otherwise, you might not last long once we start fucking."
My eyes popped.
"Oh yes! I intend to fuck you, Todd. What do you think about that? I intend to fuck you today and if you're good enough, all summer long."
She took my hands and pulled me into the pool with her. She kissed me again and again, slowly teaching me to do it right. I squeezed her tits and she guided me to be gentle and allowed me to kiss and suck on them.
See I loved big tits. Always have. My girlfriends had laughed at my infatuation and two had let me see and touch them. One had let me kiss and suck a bit. She might have been a C cup at best. These big, beautiful things were amazing! They were huge, soft, round and firm all at the same time. Her areola were large tan ovals and her nipples were thick stubs. I squeezed, kissed, sucked and played with them as she smiled and giggled.
"Boys! Every one of you are titty-crazy! You just can't get enough of my big titties huh? Well go on, enjoy yourself!" She said and laughed. But a minute later she pulled my face to hers and kissed me again. This time she slipped her tongue into my mouth. My last girlfriend had allowed only a few french kisses and this was thrilling. Mrs. Batemann also began to fondle me again and when I was good and stiff, she climbed up the steps from the pool and lay on the chaise. She spread her legs and toyed with her pussy.
I followed and as I mounted her, she took my cock and guided me into her. She was wet and warm and it felt fantastic. She was still holding my cock and coached me to use short strokes in and out until I could fit deep inside of her.
"Oh god, Todd! That's it... nice and slow. God, you're so big! Oh, that feels so good! Yes, yes... that's it... oh soooo good, oh so good!"
We fucked nice and slow for a few minutes and then I warned her I was cumming again. She laughed and grabbed my hips and held me deep.
"Go ahead Todd, cum in me! Give it to me!"
I couldn't hold back and came, emptying my load deep inside of her.
"God! Yes! That feels so good!" she moaned.
When I had finished I pulled out and collapsed onto the second chaise. Mrs. Batemann began to play with her pussy and the flood of cum, thrusting her fingers in deep and rubbing it all over her pussy.
"Not bad..." she said. "A nice big cock, lots of cum... but you need training and practice. If you keep quiet about it... this is going to be an amazing summer."
Mrs. Bateman and I had sex again before she sent me home. I was fortunate that my parents were too busy and disinterested to notice my shit-eating grin.
The next day Mrs. Bateman "hired" me to help her with her rental properties. Mom and Dad bought it and thereafter, my daily disappearances were ignored.
I would arrive at her home and we would fuck immediately. This could be in any room of the house or at the pool. We fucked in the living room, bedroom, kitchen, guest rooms, even Rick's room. One day she led me into the garage and I fucked her across the hood of her '73 Coupe de Ville. She was wearing a nice skirt and blouse and as we kissed and groped, I found she was wearing no panties and was soaking wet. As I played with her pussy, she opened her blouse and lifted her tits from the bra. I bent her over the hood and took her from behind as she shouted encouragement at me. After a bit, she pushed me away and rolled onto her back with her hips on the fender and her legs in the air. As I fucked her, she played with her tits and moaned. When we finished, I had to back the car out and wash it.
Oh and she insisted that I always call her either Mrs. Batemann, Ma'am, or Mistress. Never Olivia or any affectionate nickname. I understand now that it was to keep me from becoming too casual in public. But at the time it was also fun. I would step up behind her in the living room and reach around to cup her huge tits. Nibbling on her neck I would whisper.