Small Mercies - Chapter One
Synopsis
This story takes place within the Jolie, Kylie and Paul universe. I've tried to avoid any spoilers but ideally this should be read after the Compliant Cuckold series and the Consumate Cuckold series. Forgive me for going out of order in the writing but I wanted to get this down whilst it was still in my leaky head! Its a bit of a slow burn in as much as the cuckolding doesn't start until later in the story, but a bit of scene setting is required as is the character development for Simon and Kiera. Stick with it cuckolding fans. Simon is a strikingly good looking male with a micropenis. This tale describes his search for someone who will accept his handicap whist giving him the love and affection he craves.
All characters involved in sexual activity are over the age of 18. The story includes dry humping and masturbation but future chapters will contain hetero, lesbian, cuckolding, BDSM, bondage, humiliation and anal sex.
Kiera's Catch
My friends always teased me about it. Whenever we went out as a group and met a gaggle of girls, the best looking one always came to talk to me. I had the easy smile, the witty banter and the athletic body from skiing and cycling. I had a preference for skinny blondes and they seemed to like me, so after a slow dance and a kiss or two they would leave with me, to the amusement of my friends. Amongst the guys I had a reputation as a love 'em and leave 'em guy because although I left with lots of girls, they never saw me with them a second time. Until Kiera. She changed my life overnight.
For all the gifts I had been given, I had been short changed in the penis department. It wasn't even a small penis, not even a little boy willy. It was a micro penis. Flaccid, it was less than an inch long, mostly uncircumcised head and foreskin. Erect it grew to a hard little one and a half inch nub, about three quarters of an inch in diameter. Barely enough to get a finger and thumb around. Being too short to be bent to the side by my clothes, when erect it created a hard little bump in my trousers that I had to take care to hide. During my early teens, wet dreams were an infrequent blissful release. But the cock stroking masturbatory relief that my friends joked about was impossible for me - there was simply not enough to work with. Orgasms were a rarity, my large testicles producing a surprisingly copious amount of semen. Once or twice I'd cum by humping a pillow whilst watching porn, but usually trying to stimulate my rigid little stump left me frustrated and unable to ejaculate. I was constantly horny, but with little or no chance of relief.
My first time with a girl was a harbinger of things to come. Her name was Tina. We were thirteen and she was babysitting. I joined her when the child's parents had left to go dancing. We cuddled and snogged on the sofa and after a while I got to grope her new little breasts. She pulled off her top and displayed them proudly. She was more experienced than me and groped me down below for a moment before asking if I was hard. When I said I was she asked to see it, saying it was only fair as she had taken her top off and let me play with her breasts. Red faced I pulled my pants down and her hand went to her face to cover a grin. She prodded my hard little stump confirming it was indeed erect and told me me that her eight year old brother had a bigger one than me. I put it away, mortally embarrassed, and she promised not to tell anyone about my diminutive member. To give her her due, she kept her word as far as I am aware and we remained friends although we never dated again.
Consequently I was reluctant to engage in any activity that might result in similar embarrassment. When I first went on holiday to Corfu with some friends I was 18. I wore baggy swim shorts to hide my lack of bulge and enjoyed the sunshine and the beach. The first evening, I met Sarah, a pretty girl in a night club. We danced and kissed and she asked me to walk her back to her hotel. We kissed some more and, emboldened by alcohol and the distance from home, I accepted her invitation to come inside. She was eager and before I knew it we were stripped to the waist and kissing passionately on her bed. She allowed me to remove her jeans and panties and I spent a very pleasant half hour kissing and exploring her lovely bare kitty. With my longer than average tongue plunging into her tight tunnel, I managed to make her cum and as we lay cuddling she announced that she wanted my cock inside her. When I removed my boxers she sniggered,
"Oh my, that is the smallest cock I've ever seen. Lets see if we can get it in."
She flopped her legs wide pulling her heels up to her bottom and I crawled over her. She took my little stump between her finger and thumb and guided it to her slippery entrance. I sighed as for the first time I felt the wet warmth of pussy lips against my tiny cock. I adjusted and pressed my hips forward, feeling the head slip between her folds and engage with the tight muscles of her entrance. I was too short to push through, but by giving sharp little presses I could feel my glans begin to push her open only to slip back out again. But even though I was too small to enter her the feeling was exquisite. I groaned and humped, finally feeling that perhaps I could orgasm from this. I felt her begin to tremble and suddenly realised she was giggling. I redoubled my efforts, but after a minute she sniggered,
"I can't really feel anything, its not even properly in me."
I laboured away a little longer feeling my orgasm drawing close. She huffed,
"Seriously, this is doing nothing for me, can you stop?"
I was nearly there and panted,
"Please just a little more."
She became irritated,
"No, get off me now, this is useless."
I pressed against her frantically, my orgasm just beyond reach. Suddenly her feet were against my chest and she heaved me off her, slapping my face,
"I said get off me, you useless prat."
As she pushed me back my microdick erupted and I gasped as my first contraction squirted a rope of semen over her stomach and chest. I shuddered and my hips twitched as I ejaculated splattering her body as she held her hands in front of her face.
"Oh you dirty pig," she shouted.
But as I continued to squirt seeming endless ropes of cum onto her tummy and chest she began to laugh,
"Bloody hell Simon, when's it going to stop?"
I knelt panting before her, my head hung in shame and I apologised.
"I'm so sorry Sarah. I was so close I couldn't stop."
She looked at me and shook her head,
"Just pass me a towel please."
She towelled herself off as I dressed. As I left she pecked me on the cheek and cupped my face,
"Its such a shame Simon. You're good looking and fit as fuck, and you give great oral, but your little clit is no use to any girl I'm afraid."
I never saw her again. So began an endless procession of one night stands, that in-fact, ended outside the nightclub, in a taxi or on a doorstep - whenever intimate contact seemed imminent. Kiera changed all that. My boss Jolie had just been promoted and we were out at a club with her office colleagues, husband Paul and their live-in girlfriend, Kylie. I'd noticed a girl sitting alone at the back in a booth. A fairly constant stream of guys and a few girls had gone to speak to her, but after a few moments of polite conversation they had all left. She was drop dead gorgeous, with long blonde hair that was loose to below her shoulders. She was petite and very slim, her cropped top showing a flat, muscled tummy. Her legs were crossed showing a modest amount of firm, tanned thigh beneath a short flared skirt. I thought I saw her look away quickly a couple of times when I glanced across at her, but this last time she held my gaze, a slight smirk on her pretty face. I continued chatting to my group of colleagues and friends. My desk mate, Tamsin was a little drunk and nudged me,
"That blonde girl in the back is trying very hard to pretend she's not watching you," she slurred, "But she's trying to work out if one of us is your significant other. Go talk to her Simon, its time you found yourself a nice girl."
"I know she's watching, but she's blown out a dozen guys. I think maybe she's waiting for someone."
It was my round and I was taking orders when I glanced over and she was gone. Then I noticed her at the bar and I walked over and slid into the space beside her. Standing next to her I guessed she must have been about 5'4 inches - small but not tiny like Jolie. As the barman placed her bottle of Corona in front of her she opened her bag.
"May I buy that for you, I'm getting a big order anyway?"
She looked at me and raised an eyebrow.
"Why would you want to buy me a drink?"
"Because I'm guessing you've heard all the cheesy chat up lines tonight and none of them seem to have worked. So I thought if I bought you a drink you'd feel obliged to chat to me for a few minutes at least."