Johnny and I had been best buds since third grade. I’d do anything for him, and he’d do the same for me. One day during our freshman year in college he came to me after class and said he needed “a very big favor.”
“Anything,” I said.
“W-well,” he stuttered, “it’s k-kind of weird.”
“Anything,” I said again.
“Thanks,” he said, “Can you come by around 8:30?”
“Sure,” I said.
Johnny still lived at home with his mom. His dad had left a year before. When I got there, around 8:20, he was on his porch waiting for me. We sat and talked, until at last I said, “What’s up?”
He took a deep breath, then said: “You see, ever since my dad left, my mom’s been feeling worthless and unattractive. Her ego needs a boost, and I don’t want her doing something stupid with some sleazeball. I want it to be with someone we both know and trust.”
That hit me like a ton of bricks. “Are you saying—?”
He nodded slowly.
“So you’re saying you want me to fuck your mom?”
“Well, yeah,” he said. “Unless she’s too repulsive or something.”
“No, no,” I said, “it’s just not every day a guy’s friend asks him to fuck his mom.”
“I know,” he said.
I thought about it in the darkness. Johnny’s mom, Molly, 46 at the time, was slightly plump but really very sexy. I’d had dirty thoughts about her as far back as I had had dirty thoughts. Now if this was what they really wanted . . . wait a second! “How do you know she’d want to have sex with me?”
“She would,” Johnny assured me. “Trust me.”
Twenty minutes later he was gone for the evening and I was sitting nervously in their living room. Finally Molly just appeared from the hallway, and it hit me that she had been in on the plan from the very start!
“How do I look?” she said.
She was wearing a silky black dress, with her dark wavy hair done up nicely, and her makeup done nicely, not caked on like a lot of older women do. “You look beautiful,” I said honestly.
“You wouldn’t just be saying that to me because I’m Johnny’s mom, would you?”
“Absolutely not,” I said.
She smiled appreciatively and said, “Thank you.”
She sat beside me on the sofa, crossing her legs. The hem of her dress rode up, revealing a nice expanse of nylon-clad leg with a hint of stocking top peeking from under the fabric. My cock twitched. “Are you sure you want to do this?” she said. I nodded, and we kissed, tenderly at first, then more passionately. I let a hand rest on her thigh and rubbed her gently as she put an arm around the back of my head to pull me in for a still more passionate kiss.
When we broke for air, Molly got up, took my hand and led me to her bedroom. I must admit, it felt weird. I had known this woman since I was a child! But it was also a gigantic turn-on.
We kissed again. I held her tight and let my hands roam over her body, getting bolder and more turned on by the minute. I undid the zipper at the back of her dress, and the top fell away, revealing a black lace bra holding two large globes. I undid the snap and removed the bra. She let her dress drop and stood there in just black lace panties and stockings and heels.
Her breasts were beautiful, full and round with just a little bit of sag. “Do you like them?” she asked.
I said, “I’ve looked at them for years in my mind’s eye.”
“I’ve noticed,” she said. “Mothers see these things.”
I slid my hands slowly up her sides and took a breast in each hand, then put my face between them and began kissing them all over. I sucked first one nipple and then the other. As I sucked, they grew slightly. My face was smothered in cleavage.
“Oh, that’s so nice,” Molly moaned. “It’s been such a long time.” She was nearly in tears. Suddenly she lifted me up and kissed me, and as we kissed, she reached and undid my pants, which shortly dropped to the floor.
We laid on the bed kissing and fondling. After some time she shifted her position to over my hips, her pubic hair tickling the head of my cock. I actually felt her vaginal heat as she guided me to her entrance and sank slowly down on me with us looking in each other’s eyes. Her wet warmth and tightness nearly made me come there and then.
Maybe it was Molly’s lack of recent sex that made her tighter than I expected. Once I was completely inside her, she began to ride me slowly while feeding her hard nipples to my mouth. I clasped the round globes of her ass. When I warned her of my impending climax, it didn’t faze her in the slightest. She kept moaning and riding me. I let go and flooded her pussy, and she screamed in climax, leaving us panting and moaning together.
She rolled off me, and we lay in the afterglow. I must have dozed off. The next thing I knew, she had moved down me and engulfed my limp cock to its base in her mouth. She was an excellent cocksucker. I ran my hands through her hair as she brought me to full hardness and beyond, bobbing her head eagerly up and down my shaft.
“Oh God,” I moaned, “I’m going to come again!” Molly kept right on sucking, and I came in her mouth. She kept gulping and swallowed the whole load, then sat up licking her lips. “Mmm,” she said, smiling, “I needed that.” She kissed me, and I tasted my own semen. It thrilled me.
“Please stay with me for a while,” she said.
“Sure,” I said, and we just held each other till we both drifted off to sleep.
I woke up in the middle of the night with my arms around Molly and my semi-hard cock rubbing against her soft ass. I quickly got fully hard. I rubbed up and down her a few times, then slowly entered her from behind and began to fuck her. She was warm and sloppy, but it felt good, and we both had a good fuck. I came inside her again. In the morning we did it one more time before I left, promising to do it again soon.
Molly thanked me for making her feel desirable, and later that day Johnny called me to thank me too. I said truthfully, “It was my pleasure. And it was the least I could do for people I care about.”
Johnny and I are seniors now, and I’ve been making Molly “feel desirable” ever since. It’s still my pleasure, and I hope hers too.
—Name and address withheld