I recently bought a house in an older part of town with plans of flipping it, but the more I worked on it, the more it grew on me. The old house had too much character, and I decided to stay and raise a family here someday.
Sometime in February, I started noticing a car in the driveway of the house adjacent to mine. The house had appeared empty through the winter, aside from the walkway and drive, which were always shoveled by a service when it snowed. As the weather grew warmer, I noticed curtains and windows open more frequently.
I was sitting on the back patio one afternoon when I heard a woman's voice. "Howdy Neighbor," a lady's voice called out. I turned to see an older lady with long grey hair pulled back into a ponytail. She was wearing a short sundress that screamed the 50s and accentuated her legs, massive breasts, and copious amounts of cleavage. We chatted over the fence for a few minutes, making our introductions when May, which is short for Mable, asked me over for a drink.
May opened the gate that joined our properties. She showed me around her yard, telling me about herself and that she had lost her husband a few years ago. We sat on the patio drinking lemonade as she told me about the neighborhood. She and her husband had been very close with the couple that had owned the house before me.
Their families had raised their kids together, and now they owned winter homes near each other in Arizona. "We'd have some hellacious parties at times, especially after the kids went to bed." She said, pointing to my backyard.
Before we knew it, we had talked all afternoon. May apologized for taking up my day and said how much of a Gabby Gus she could be. I assured her I had enjoyed our conversation about the neighborhood and was very pleased to meet her.
Over the next month, we had many conversations on my patio, and I really enjoyed spending time with her. She was flirting with me most of the time, making suggestive comments and leading statements.
One evening, we were drinking bourbon on my patio, and May kept referring to herself as an old bird as we talked. She deflected my question about her age every time I asked.
"Come on, you can't be that old and still be so attractive." I flirted with her as I poured her another drink.
"I'm old enough to be your; well, old enough anyway." rebuffing my compliment.
"Oh, come on, you look amazing!" I charmed her, making her blush.
"Keep flirting like that boy, and you might even get a toothless blowie out of this ol' gal."
"Um, I'm sorry, a toothless what?"
"Blowie, a blow job." She said, slipping her teeth out into her glass of bourbon.
"Oh my god, May. I've never heard of that before." I laughed.
"Best head you'll ever get." She said, slipping her teeth back into her mouth.
Images of my hard cock in her toothless mouth flashed through my head the rest of the night as we chatted.
"How did you and your husband meet?"
May responded with a snicker, "I was a burlesque dancer."
"Jesus May. You were a stripper?" I nearly choked on my drink.
"I was not a stripper. I was a burlesque dancer. There is a big difference. It was the illusion of nudity. We never got totally naked like they do nowadays. We had pasties and tassels to cover up our nippies. And my husband Frank was the only one who ever got to see the netherlands."
"The what?"
"The netherlands. You know, south of the border. My hoo-ha," she chuckled.
"May, you're a riot," my eyes filled with tears from laughing so hard. "Everyone got to see Cleveland, though," I pointed at her chest.
"Oh, these. Frank bought me these a few years back," May said, pointing to her tits. "After the kids moved out, He said he wanted whoppers, not floppers. He didn't get to use them much."
I found myself truly intrigued by this woman. "What do you miss about your husband?
"Oh god. I miss his big cock, May said. "I miss sucking his fat cock. I miss having him deep inside me, no matter what hole he was in. I loved it."
"Damn, May. You don't hold back, do you? I'm sorry, May. I didn't mean to embarrass you," I said, pouring her another shot of bourbon.
"You didn't, and if you keep pouring drinks like these, I might give you a little show," she giggled, unbuttoning a button of her blouse.
I poured another dram into her glass, and May unbuttoned her another button. I poured a little more into both glasses, and another button came undone. I winked at her as I tipped the bottle up, shaking out the last drops into her glass.
"You're terrible," May laughed as she took her glass.
"I have another bottle. Should I go get it?"
"No, this is quite enough; thank you,"
"Aww, there's still a couple of buttons left," I laughed.
May smiled as she undid the remaining buttons and pulled her shirt open, revealing a sheer under-wire bra. Her large nipples were visible through the material.
"Wow! Frank was a lucky man, May," I said, holding my glass up. May tapped my glass before we took a sip.
"Tell me more about this toothless blowie thing," I asked with a laugh.
"Oh, so that's where this is going, huh?" she asked with a raised eyebrow. "It's been a long while since I've done that," May said.
"Isn't it like riding a bike?" I joked, trying to keep the mood light.
"Oh, you're incorrigible. Do you think you can handle it?"
I slammed my drink, "I think I can handle just about anything," I said with a drunken grin.
May grabbed a seat cushion from the other chair and dropped it between my feet. She then slipped her teeth out into her glass of bourbon before she got on her knees. "Why don't you fish that thing out so I can see what I have to work with," she said, pointing at my crotch.
I undid my shorts, pulling them open to show her my erect cock.
"Jesus, you are a big boy—bigger than Frank," May said with a lustful glint in her eye.
May squeezed my cock from the base to the tip, milking precum out of my cock. She ran her tongue over the tip, licking the shimmering goo from the head. "Mmmm. I've missed that taste," she said before taking my cock back into her mouth.
May sucked my shaft, forcing more blood into my cock. She sucked me til my cock throbbed because it was so hard. That's when May bit down on my shaft with her gums, sliding my cock in and out of her mouth. She applied pressure to my shaft with her tongue. It felt like the tightest vagina that you could imagine. It felt incredible.
May's head bobbed, and her tongue danced around my shaft, swirling and flicking along its length. I scooped her hair into a ponytail to keep it away from her face so I could watch as she expertly gave me head.
May cupped my balls, gently squeezing them while applying pressure to my taint, pushing on my prostrate. She was right. It was the best head I'd ever had. "Ahh, God, May. That's amazing," I groaned.
May pulled my dick out of her mouth, saying, "I'm enjoying this, so don't you cum too soon,"
She removed her shirt and bra, letting her tits loose. As big as they were, they didn't sag very much. God, they were gorgeous. May slipped my cock between her titties, dribbling spit into her cleavage as she bounced her tits up and down on my shaft. She squeezed her titties together to make it tighter while she sucked on the head of my cock. It felt exquisite. "You can cum in my mouth when you're ready," she said, taking my cock back into her mouth.
Now, I had gotten blow jobs before, but nothing came remotely close to what she was doing to me. May, would take my cock to the back of her throat and then out to the tip, squeezing my cock with her gums and then pulling my cock out of her mouth.
"Fuck, that's amazing, May," I said as I placed my hand on the top of her head. I just set it there, letting it go up and down as her head bobbed on my cock.
May pulled on my hips to get me to scoot closer toward her, allowing her to take more of my cock into her mouth. I felt her throat relax as the tip of my cock slipped into her throat. I swear she got me another two inches deeper. She fucked the tip of my cock with her throat until I groaned, "I'm cumming, May,"
May started pumping my cock with her gums faster as I began to fill her mouth with my cum. She gulped rapidly, drinking it down without spilling a drop. "Ahhh. I've missed that taste as well."