Date: Thu, 26 Jan 2023 13:19:49 +0000 From: teutonic1190 Subject: Dating Single Mothers 2 It's the mid-90s and, at the age of 30, I find myself single after a 9-year relationship. This series of stories shares my experiences of being back on the dating scene. The stories are a fictionalised account of activities, based on real relationships. ---------------------------------------------------------------------------- After the relationship with Sally ended, I was straight back into the dating classifieds and calling potential new dates. I had a couple of telephone calls with a lady called Nicola and couldn't decide whether to progress things as she was unemployed, didn't really have any interests and lived in the rough part of town. But she was clearly quite randy and... well... I was a single bloke with needs! She said she couldn't afford a babysitter but that I was welcome to come and meet her at home one evening. When her kids were around. (You have to wonder how often their mum met a `new friend' for the first time, at the same time as the kids!) So, one dark Tuesday evening, I headed over with a Chinese takeaway for four, with no idea what awaited me. The walk from the takeaway to her house was pretty unsettling, but I finally found the place and was welcomed inside. Nicola was shorter than I had expected, had a cheap roll of fat round her middle, but a pretty smile. The great thing about poor single mums is the cheap clothes they wear, and she didn't disappoint with a thin, cheap pair of leggings straining across her round arse and plump cunt. A decent pair of tits bounced around inside her top too. She introduced me to her children: Matthew was 12 going on 13, had rough cropped hair, and was in full stroppy teenager mode. The lack of a father figure and any discipline in his life, it soon became clear that he treated his mother appallingly and was well embedded with the `wrong crowd' of local youths. Nicola's daughter Laura though... wow... she could melt a man's heart at twenty paces. A perfect, angelic face, this 9 year old delight had long blonde hair down to her cute little bottom and she was still full of pre-teen bounce. Not far off her 10th birthday, her t-shirt was already being teased by her little twin peaks. The meal was eaten; the son went out to see his mates and I watched TV with the two girls until Nicola declared it was Laura's bedtime. I wasn't wrong about Nicola's desire for male attention though. As she arranged for Laura to go off to the bathroom, I said it was time for me to head home too. "Don't be silly", Nicola chided. "Stay the night -- it's fine. And I need to thank you for that lovely meal" she added, with a wink. I can safely say that Nicola was filthy. By every measure. She took it in every hole that night. No choke was hard enough, no deep throat rough enough, no hair pulls aggressive enough. My cock ploughed her shitty arse and was then welcomed into her mouth. Her nipples bled, she insisted I bite them so hard. I had to wonder what she'd be up for if I put a couple of drinks inside her; for a single guy still nursing a relationship break-up, this woman was marriage material -- ha! The following morning, she snuggled up to me. I was expecting some loving platitudes but she started with a really serious and earnest tone to her voice: "Mike, can I say something... erm... a bit personal?" Jeez. Where's this going, I thought. "Yeah, of course, what is it?", I replied. "Ok... I know that guys... you know... like wanking. Like, even if they're getting loads of sex, they still wank." It wasn't what I was expecting but I was still perplexed. "Erm... yeah... that's right." I replied. "Well look, I want you to know, that if you want a wank, at any time, I don't mind at all. But if I'm anywhere near, I want you to call me so you can finish in my mouth. I'd hate to think that I was nearby and you had to waste your jizz." [Dear Reader: This^ really happened -- she genuinely said that to me] ---------------------------------------------------------------------------------------------------------- I arranged to return on Friday evening -- fish and chips this time round -- but when I arrived, Matthew wasn't at home, so I just had Nicola and Laura to myself. To be frank, I was in full bloke-mode and focused on getting Nicola into bed, but Laura was allowed to stay up late as there was no school the next day, so I just pottered about. I even gave their kitchen a good clean -- Nicola wasn't as good at housework as she was at fucking! Bedtime was another feast for the senses -- that evening's entertainment enhanced by Nicola emptying her bladder into my mouth and over my face as she rode my nose and tongue into orgasmic oblivion. But it was the next morning which really moved the game on. I woke to find an empty space next to me, the only light coming through the bedroom door, slightly ajar onto the lit landing. As I came properly to, I recalled the previous night's fun and was immediately rock hard. A slow and gentle wank started, but the memories were so vivid that I was soon edging myself, my cock straining to burst, but that moment being carefully avoided. During a moment of being `hands-off', I heard the patter of little feet running up the stairs, and saw as the long blonde flash dashed past my bedroom door, on her way to her own room. My heart raced as a moment of lucid devilish intent took hold. I pushed the duvet down to my knees and stroked my cock to ensure that it was perfectly edged again. And it didn't take long for Laura to leave her bedroom and dash back towards the stairs. "Laura!", I called as I saw her skip past. She was already half way down the stairs but turned about and her gorgeous little face was quickly poking round the door. Her gaze locked onto my rigid cock, and I gently stroked its length with just my thumb and forefinger. "Could you tell your mum that I need her to come upstairs straight away?" I asked. Without breaking her focus on my cock, she confirmed the instruction and ran off. Heavier footsteps soon followed as Nicola headed upstairs. "Quick, I'm close", I gasped. "I can't believe you sent Laura to get me", Nicola whispered as she dropped to her knees alongside the bed. I didn't get the feeling that she was at all angry about it though. And as her mouth engulfed the head of my cock and dropped down to take the full length in her throat, I saw those eager young eyes appear at the doorframe again. I was deliberately as noisy as possible as I released my seed into Nicola's throat, repeating just how good she was and how great it made me feel. I wanted young Laura to be left under no illusion that what she was witnessing was the ultimate service a woman could provide. Duly emptied, Nicola snuggled up to me in the bed. "Are you annoyed that I asked Laura to fetch you?" I tested. "It is a bit naughty, but... no. At least she didn't see what I came up for." "Err, actually, she did. She was watching at the door... saw the whole thing". Nicola shifted onto her side, her face visibly shocked. "Oh God, what do I say to her? What if she asks?" "She's growing up fast", I reassured her. "Rather than letting some horrid little oik like one of Matthew's friends get their hands on her, why don't you introduce her to some sexy fun in a safe environment?" I could see Nicola thinking through the suggestion. Later that day, Nicola approached me with a mischievous look on her face. "Matt is staying over at a mate's house tonight. Shall we invite Laura to play with us?" I could sense that Nicola was shaking with excitement at the thought of it. That evening, the three of us were watching TV on the sofa, me in the middle. In a scene on the programme a couple were sharing a passionate kiss. I looked at Laura and asked "Do you like kissing?" "I've never kissed a boy like that, she said, pointing at the TV." "Let's show Laura how to kiss, Nicola", I suggested, and the two of us embraced, pushing our tongues deep into each other's mouth. "Your turn now", I said, turning to face Laura. "Hop up onto my lap". She required no more encouragement and soon had her little tongue in my mouth. "She's so good at it!", I exclaimed to Nicola who was sporting a full `proud mum' look. "Mummy wants to show you something now -- teach you how to be a big girl". Laura dropped off my lap and Nicola got to work on my jeans, undoing them, pulling them off, and then following suit with my boxers. Kissing young Laura meant I was already rock hard. "Why is Mike's willy so big, mummy?" she asked. "Matt's is tiny." "Well, when men are happy, their willies get bigger and harder and point upwards", Nicola explained, slowly caressing her hand up and down the length. The she rolled the foreskin back to reveal the large head and Laura audibly gasped. "Ok, so along the shaft, you can grip it as hard as you like. You can squeeze it or even scratch it with your nails, and it won't hurt", Nicola demonstrated. "But the head, that's really sensitive, so no grabbing or squeezing that!" she laughed. "The best thing to make the head feel nice, is to use your mouth and your tongue", Nicola continued, "but be careful not to let your teeth touch it. Watch how mummy does it" and Nicola proceeded to bob her mouth carefully up and down on my cock head while she shuffled back and forth on the shaft with a gripped hand. Laura watched intently. "Now your turn, sweetie" Nicola continued, releasing my cock so that Laura could take up position. I stroked her long blonde hair as she carefully delivered her inaugural blow job, occasionally catching my glans with her teeth but so gently as to send wonderful little shocks through me. Nicola could sense my breathing changing and whispered "Are you going to warn her?" to me. I shook my head, and placed my hand on the back of Laura's head. "You're so bad", Nicola mouthed. The pre-ejaculation swelling completely filled Laura's mouth and I gently pressed down as I felt the spunk rise. Her whole body bucked and kicked as she choked from lack of air and a flooded airway. I grinned at Nicola who had her hand inside her leggings, furiously frigging her cunt as her baby girl was christened into adulthood. Releasing Laura's head, she sat up, involuntary tears streaming down her cheeks and spunk flooding out onto her chin and dripping onto her belly. "Oh sweetheart, don't cry", Nicola comforted, lapping at her chin with her tongue to clean up my spunk. "You did brilliantly... didn't she, Mike?" "She certainly did... she's just as awesome as her mum!". ----------------------------------------------------------------------------------------------------------- The following morning, Sunday, I woke to find Nicola still in bed and fast asleep, laying on her side facing away from me. I was tumescent thinking about the previous evening's events, so spooned behind Nicola and pushed my cock straight into her arse. I'd been lazily banging away for a few minutes -- Nicola had woken and was enjoying the attention -- when an ongoing argument between Laura and Matthew reached a crescendo. "What the hell is going on?" Nicola shouted, extracting herself from my cock and swinging her legs round to sit on the edge of the bed. Unexpectedly, her intervention moved the argument through our bedroom door and the two youngsters piled into the room still rowing. Matt stopped momentarily, aware that his mother was naked in front of him and, having taken in the sight of her full tits, resurrected the issue at hand. "Why has Laura had sex?" he screamed, "Why does she get to have sex and I don't?" he continued, poking a sharp finger into sister at the word `she'. Nicola was dumbfounded. Sat there not knowing what to say. Eventually, it was young Laura who broke the ice: "It's because you're gay", she spat, and stormed out of the room. Silence broke out again, this time breached by Nicola. "Is that true?", she started, quickly adding "it really doesn't matter if you are". "I dunno, do I?", Matt replied grumpily. "Just been messing about with my mates wanking each other off and that". "Anything else?", Nicola asked. "Blow jobs" Matt mumbled. "Come here, you silly thing. You're still my wonderful son", Nicola continued, pulling him overt to sit alongside her. She pulled his head down to her chest to comfort him and noticed me wink at her and pretend to mouth a nipple. With her left hand she scooped up her heavy floppy tit and offered the nipple to Matt's mouth. He took it silently and started sucking; Nicola's eyes closed as the sensations surged through her body. She took his hand and pushed it between her parted thighs. "Finger Mummy", she encouraged, gasping as her son started to explore her soaking hole. "Do you know what I was doing before you came in here this morning?" she asked Matt. He looked up and shook his head. "Mike was fucking me up the arse. It's not just for gays, you know?" she laughed, "it was bloody amazing!" Nicola slid her hand inside Matt's pyjama bottoms and started massaging his hard teenage cock. "Would you like to feel what it's like to be fucked?" Matt glanced round at me and I offered a thumbs-up and a smile. "Ok", he stuttered nervously. "Pull those off", Nicola said, pointing at his pyjamas and she reached into her bedside drawer for some lube. "Lay back", she said, "let Mummy get you ready". She pushed his knees back to his chest and more than liberally applied lube to his virgin arsehole, slipping her middle finger inside a few times. She then wiped her hands on my cock before grabbing it and leading me to the puckered goal. As I moved into place, I glanced toward the door and saw Laura's little face once more glued to the unfolding scene -- the thought of one day enjoying her arse got the pre-cum oozing. "Just relax... you're going to love this" I said. There was nothing for me to do; Nicola hadn't let go of my cock and started working the head against the resisting hole in a firm circular motion. As Matt's muscles relaxed and gave way to the intruder, the full length of my cock slid straight in due to the copious lube. Slowly I started sliding back and forth and Nicola reached between us and took hold of Matt's cock again, firmly wanking him at the same pace as my fucking. I looked up at Nicola and she was grinning with delight. "Go on, fuck him", she mouthed silently, and I needed no further encouragement to plunder this Sunday morning sacrifice. As my pounding increased in pace so did Nicola's hand on Matt's young cock and the boy exclaiming that "Mum, I'm coming!" was the perfectly timed trigger for my own release. Squirt for squirt, as each shot left my cock to fill his arse, so his cock shot a load up his belly and chest. Pulling out, the length of my cock was dirty from Matt's unprepared arse, but it was like catnip to Nicola who dropped her mouth round my filthy dick. As she came up for air, she looked over to the doorway: "Laura! Come over here and lick you brother's cum up!" she gently ordered, Laura appearing almost instantly at her side, lapping up the cream from Matt's front and taking his sticky, flaccid cock in her mouth. Happy that her children were suitably occupied, Nicola continued with cleaning me up. --------------------------------------------------------------------------- As it happened, things didn't work out with Nicola, but in Chapter 3 I'll tell you all about meeting single mum Alison, and her two kids, Samantha and Joe.