Down the Rabbit Hole

The names of those involved have been changed to protect anonymity. Everything written here is true to my knowledge.

This past summer, I had a personal fantasy fulfilled, I went to bed with my neighbour. This is the story of how it happened.

I. The Setting

I woke to the sounds of a gentle knock on my bedroom door and the sight of my Mum poking her head through it. “Term for University has been over for a few days now young man and you’re back home. So up out of bed, get washed and dressed, and then I told Mrs. Shelton you’d cut her lawn.” Just as quickly as she’d appeared, she was gone, the door gently clicked closed. This was standard fair for my Mum, to set a chore and tell me to get out of bed at some ungodly hour, but both my Mum and Mrs. Shelton were women I never wanted to disappoint.

It had been a very hot night, I was sticky with sweat and topless, my baggy pyjama bottoms the only thing on me. I pushed myself up so that I was sat on the edge of the bed so that I could look out of my window (I’ve always slept with the curtains open in summer) over my family’s garden, the fence, the Sheltons’ garden, and then into the kitchen window of Mrs. Shelton. There she was, washing dishes, and looking damn good doing it. Her short blonde bob framed her small face and from this distance I could see she was wearing a V-neck shirt under her apron. I hope she’s still be there when I’m mowing, I thought to myself, I love looking at her.

I couldn’t shake the thought of our last interaction out of my head as I showered. It had been my Mum’s birthday about a month ago, and I’d come home for the party at our house. Mr. Shelton was away on business and Mrs. Shelton had come alone in a little blue dress and heels. At the end of the night, after even my folks were thinking of calling it quits, she had pushed herself up against me and asked me to walk her back to her house, a matter of 30 feet. I obliged, knowing that this wasn’t an invitation, and even if it was, she was married and a little drunk and I had my principles. At her door she fumbled with the keys, and asked me to help. I thumbed through her keys and tried each one until I got the right one. As I pushed open the door for her she kissed my cheek and whispered a tiny “Thanks” in my ear before scurrying into her house and closing the door. I stood on her porch for a minute, trying to memorise the feel of her lips on my cheek. I rubbed my cheek as the water

In my room, curtains closed, I threw on my old rugby top I used for gardening and some old shorts, rolled my sleeves up and went downstairs to make myself breakfast: Fried egg, hash browns, and toast.

Out in the garage, I pulled the lawnmower free and checked the petrol level. Pulling it up behind me on its back wheels I pushed my way through the Sheltons’ spring-close garden gate and plonked it on the edge of the lawn. I pulled the starter cord three times before the engine roared into life. As I got halfway across the width of the garden I snuck a look into the kitchen window just a flowerbed away from me, and there she was, her smile touching her bright blue eyes, watching me intently. She mimed a flapping mouth with her hand and tilted her head in question. Can we talk?  I nodded and bent down to turn off the engine as she made her way outside.

“I haven’t seen you since the party! How were your exams?”

“Good Mrs. Shelton, thanks for asking.”

“Call me Alice, I’ve known you long enough.” I was lost in the sprinkling of freckles on her cheeks, God damn. “Is everything alright?” Her head tilted in question again, concern on her face now.

“I’m fine.” Look somewhere else, head out of the clouds! My brain screamed at me. I looked straight down into her cleavage. Those perfect small-ish mounds nestled in a slightly exposed black bra beneath her burgundy V-neck. I received a playful slap on the chest.

“Oi!” she jokingly said.

“Sorry, Mrs. Shelt-“

“Alice.” She corrected me.

“Sorry, Alice. Yes everything’s fine, I’m just missing my student life already.”

“Drinking and partying?” She smiled, God damn again.

“Actually,” I smiled, “my book group. My course has one and we decided not to do a book over summer.”

“Join ours,” Alice suggested, “we just chose our book a few nights ago. The Reluctant Fundamentalist by Mohsin something-or-other.”

“Hamid? Mohsin Hamid?” She nodded “I’ve been meaning to read that. Sure, I’d love too.”

“We meet every two weeks so you have until next Saturday to finish it. The meeting’s here at 7, so you lucked out.”

“Ok, great.”

“I’ll let you get back to your mowing, thanks for doing this Will.”

“Always a pleasure… Alice.” But I didn’t get straight back to it, I watched her walk away, her tight ass just a perfect roundness on show in her yoga pants. That woman had a bubble butt. I watched until she walked out of sight and then I went back to my work.

II. The Scene

The days went by and I devoured the surprisingly short book for Alice’s book club, I didn’t know what to expect from them but I decided to write down a list of all the questions I wanted to ask the group. At 6 o’clock I decided smart casual was probably a better idea than my day-to-day scruffs that I wore whilst working on my dirt bikes in the garage. I put on a white shirt, top button undone, with some black trousers, a black belt, and a pair of black oxford brogues I’d gotten second-hand from my Dad.

I headed over a little early and knocked on the front door, and Alice opened it all flustered. She was in the little blue number from my Mum’s party.

“You’re early!” She seemed a little exasperated.

“I came to see if you needed any help,” I had been told by her earlier in the week that she was making hors d’oeuvres. Her face softened and she smiled sweetly.

“You’re so good, you know that?” She tottered away from the door in her heels and back towards the kitchen, an invitation to come in.

I closed the door behind me and followed Alice into the kitchen, and put my copy of the book on the granite kitchen island. She had me make some little salmon and cream cheese things and just as I was finishing the last couple of these the doorbell rang.

“I’m coming!” Alice shouted down the hallway before rushing to the door.

I heard muffled conversation before Mrs Tovey, one of my more elderly neighbours came into the kitchen. “Fresh blood,” she joked, looking at me, “you’re going to get it tonight.” Chuckling she turned to look at Alice.

“Why..?” I asked worriedly looking at them both.

As the other group members turned up I realise two things: Firstly I was the only male present, and secondly, I was the youngest by about twenty years. That night I was the butt of most jokes asking for the ‘Youth Opinion’ or the ‘Male Perspective’. The topics of discussion turned more personal after my questions dried up, and they ended up asking me if I was seeing anyone (which I wasn’t) and whether any of them had a chance with me (jokingly, and I not-so-jokingly said yes). After everyone had left, the conversation haven’t dried up, I turned to say my goodbye to Alice. Before I could get the words out of my mouth she put her finger to her lips and stunned me to silence with a look.

“Would you go sit in the living room and wait for me while I tidy up a second? I won’t be long; I just need to have a word with you.”

I went off to the living room without a word, sat on the sofa, and wondered what on earth she could want to talk about. I didn’t wait for more than a minute before Alice came in, pulled the curtains closed, and plonked herself right up next to me, she was looking forward at her hands on her knees nervously, and I looked at them too.



We looked sideways at each other nervously.

“Will, do you know where my husband is tonight?” She looked intently and her hands.


“He’s out at Lewis Barker’s flat, the gay boy from your year at school. He’s gay Will, Gordon’s gay.”


“We got married for financial reasons, I didn’t want kids, he’s never going to come out of the closet, and we left ourselves open to physical things with other people. That’s why I’m 43 with no kids. That’s why I always look at you when you’re mowing my lawn and don’t feel guilty, that’s why I asked you to take me home last month – but I was drunk and you’re too nice.”

I didn’t know what to say, I just looked at her now. She turned to me.

“Will, I want you right now. If you don’t feel the same, just please forget this ever happened.”

I turned, put my hand up to her cheek and pulled her lips to mine. As our mouths came together my hands moved to the back of her neck. Our tongues entwined and Alice came up to catch her breath. She kicked her heels off and I moved to pick her up.

I carried her up the stairs like a man possessed and at the top of the landing I could see a door to a bedroom through a wide open door. I sidestepped with her in my arms through the door and gave her a kiss on the neck as I placed her onto the white sheets. I put myself down next to her as we both sat perched on the edge of the bed, her undoing her zip and standing up, me unbuttoning my shirt. She turned to face me before sliding ever so sensually out of her dress to reveal a matching black bra and panties.

“Before we start Will, I have one question.”

“Anything Alice.”

“Were you staring at my ass the day you mowed the lawn?” She cocked her hips and placed her hands on them sassily.

“Yes, you have a beautiful ass. Why wouldn’t I look?”

“Right answer.” She hooked her fingers into her panties and pulled them down to her ankles before stepping out of them. My eyes were fixed on her pussy just dripping away but Alice was well aware where I was looking. “You’ll get that eventually; this is just so I can get myself off a little easier whilst I get you to blow your load right down my throat.”

I had never been with someone so fierce, and now here Alice was, kneeling between my legs, unbuckling my belt and throwing it aside. She popped the button and unzipped my trousers as she licked her lips. My cock had already burst up past the elastic waistband of my boxers and was oozing precum all over my stomach. Alice’s hands reached down into my boxers, pulled my cock and balls up and free of my boxers and then she started to lick the wet tip of my cock, all whilst looking up at me with her big blue eyes.

Without warning she slid her mouth down over my cock, the eye contact never broke. Within a couple of minutes I was at my limit and I could feel Alice moaning as she sucked my dick and hear the wet sounds as she fingered herself (which every so often died away, as if she were taking a break to steady herself). She pulled her mouth off my cock in one smooth motion and looked up at me.

“You’re very quiet,” she said looking up at me over my cock, “enjoying yourself?”

“Very much,” I said breathing heavily, “you’re good at that.”

“Now I now I said I wanted you to cum down my throat, but I’ve changed my mind, I want you to cum in my ass Will. Is that okay with you?”

I nodded.

“Good, crawl up the bed and lie back, I’m doing all the work tonight.”

I dragged myself backwards up the bed, I wasn’t arguing with this very horny woman, no matter how much I wanted to do everything for her instead. Then her wording took me as strange. “Tonight?”

“I expect to see you tomorrow to mow my lawn again, and you can come in for some refreshments afterwards.” She was now kneeling astride me, her ass towards me, her feet pointed back. Her ass was perfection as I put my hands on her hips, pulled her gently down and felt my now lubed up cock slide firmly into her asshole, just the tip. Alice moaned loudly and pushed me the rest of the way in before heading for the sky again. Up and down, sliding my solid cock all the way to the base, over and over and over again. My hips began to move of their own volition, harder and harder until I was slamming my cock into her ass. Alice screamed loudly. “Oh fuck Will!” And that pushed my over the edge as I poured my seed into her.

We stopped for a minute, panting and sweaty as Alice pulled herself free of my still hard cock and kissed me. “That was very good,” she said pressing her body up next to mine, her head on my chest.

“Oh. I’m not done just yet.”

I rolled her onto her back and the look of surprise on her face was priceless. She was not used to having her partner to take charge, and she seemed to like it.

“Before I put my cock in that beautiful pussy I have to check if you’re okay with me not using a condom?”

“Baby, I haven’t used a rubber since I got my tubes shut off years ago.”

“Great.” I slammed my cock into her sopping wet pussy and felt her convulse around it. I built up a rhythm and got faster and faster as I kissed her face and her neck. Alice’s hands alternated between grabbing my ass and rubbing her clit but every time she would get herself close to cumming and I’d feel her pussy tighten around me I would push her hand gently away from her clit and slow right down. After what felt like hours of this I picked the pace up and kept going faster and faster. Her fingers became a blur on her clit as her pussy convulsed over and over again.

“I’m cumming!” She screamed and as I pumped in and out of her she squirted up at me in fits and starts and as she did I let loose my own cum inside her. We slowed to a stop, both panting, both incredibly satisfied.

“Will,” Alice said, heaving heavy breaths, “you’re in charge from now on. That. Was so. GOOD.”

“You weren’t so bad yourself,” I said, winking at her.

I left about an hour later, Gordon was due home, and although he was comfortable with their arrangement, he didn’t want to know any details about who or when. Alice however just had a way of knowing everything that went on in his life. That evening will always hold a place in my personal favourite moments. I hope you enjoyed that even a fraction of how much I did.