Date: Sun, 29 Jan 2023 12:18:22 +0000 From: teutonic1190 Subject: Dating Single Mothers 4 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. If you enjoy reading these stories, do please donate to support this fabulous website which so fabulously plays host to our interests https://donate.nifty.org/ --------------------------------------------------------------------------- Whilst most of the single mothers I dated were discovered through dating classifieds or websites, from time-to-time there was still the odd conquest by more old-fashioned means like... just meeting someone by chance. This story is a two-parter. One freezing cold, Thursday evening in early January, about 8pm, I'm stuck on the platform of a busy junction railway station. Due to some major catastrophe (probably), there hasn't been a train for over an hour. The platforms had been very crowded but quite a few people have called on loved ones to come and collect them or headed for the taxi rank, leaving a cold few to wait it out. The platform is suddenly invaded by around two dozen pre-teen girls and half a dozen mums: a group of Brownies had been to the local theatre and were now heading back to their own locale. Within a minute or so, my eyes had caught the gaze of one of the mums and smiles had been exchanged. She then, embarrassed, got on with fussing about the girls in her charge, and making the silly, clucking noises mothers make when they want to attract attention. All the little girls and other mums made it impossible to try and start a conversation with her though. A few minutes later a train rolls into the station. It's not heading in my direction, but the youth group piles onboard and she's sitting with one girl by the window in front of me. The announcer says that the train will be held for a few minutes, which gives me time to hatch a plan. I grab a piece of paper from my bag and jot down my name and mobile number, then fold the note in four. When the announcer said that the train will leave in one minute, I jumped onboard, approached the smiley MILF, and held the paper out to her. "Sorry, I think you dropped this as you were getting onboard", I said. It was a natural reaction for her to take it and I jumped back off the train, just as the doors started closing. The train departed and the MILF was now waving excitedly from her window. Bitch didn't call me until five days later! Lucy was 32 and her daughter, Hannah, was 10. Another unemployed single mother, but again my dick took over, recalling her physique: tall, around five foot nine or ten, slim, but with a nice curve on her arse, shoulder length blonde hair and smallish but perky tits. She invited me over to her flat that Friday, to have dinner with her and Hannah. Her place was clean but grim; pretty standard for social housing. I hadn't really clocked Hannah much on the station platform, so now I could more fully appraise her: slim figure, long, dark hair, skin a shade darker in complexion than her mother, and what can only be described as cock-sucking lips. Initially, I sat in the living room with Hannah who was watching TV, while Lucy went back and forth to the kitchen, making the evening meal. I very quickly discovered that young Hannah was super smiley when her mother was around, but would try to `innocently' pinch or scratch, or poke or even kick me whenever mum was out of the room. Well, as we all know, the more mental a woman is, the better the sex will be, so all thoughts of a long-term relationship disappeared and I decided that these two could bring it on. "Sorry, dinner's going to be at least another 20 minutes", Lucy said, appearing at the kitchen door. Hannah asked if, given the delay, she could put a DVD on and Lucy agreed, so I headed into the kitchen to be with her. I'd barely stepped into the kitchen and we had our tongues in each other's mouths and I got to squeeze that fabulous arse of hers. And I didn't let go: I squeezed harder and harder, and dug my fingers further and further into the flesh. I wanted to see the reaction. The pain was evident in Lucy's face, but, as suspected, she loved it. I started mauling at her tits and, discovering she was braless, so started to twist and pull at her nipples too. She was thriving and was so desperate to be used and abused. So the mental was strong in the mother too. Perfect. By now, my cock was straining inside my jeans, so I grabbed her shoulders and forced her to the kitchen floor, her back to the lower cupboards. Undoing my jeans and grabbing my cock, I smacked the head of my erection across her face and then pushed the whole thing into her mouth. Lucy could deepthroat, but she wasn't a pro and gagged and coughed every few thrusts, bringing up huge amounts of drool which drenched the front of her blouse. The sound of the combination of her retching and my banging her head against the cupboard door as I face fucked her, must have travelled through the flat, and it wasn't long before her little bitch of a daughter was standing at the kitchen door watching. My jeans had fallen to my knees and I twisted round slightly to ensure that she could my cock appear and then disappear inside her mother's face. Lucy couldn't see anything; her eyes were streaming. "You're next", I mouthed silently to Hannah as I started pumping my seed into her mother's mouth. She was entirely unperturbed however, as she turned round and went back to the living room. Suddenly I got the feeling that maybe I wouldn't be her first. ---------------------------------------------------------------------------- I was invited round again the following Friday. As I arrived, Lucy was clearly not in top form. "I'm really sorry, but I feel really lousy", she apologised, as I stepped inside. "You should have called and put me off; I wouldn't have minded", I replied, but Lucy insisted that both her Hannah had been looking forward to me coming back all week and that the company would be nice. She added that she hadn't felt up to cooking, so I ordered a Chinese takeaway to be delivered. Lucy didn't eat much and sent Hannah to change for bed and clean her teeth, while she and I cleared things away. "I know this is a bit crap for you, but would you mind if I went and laid in a warm bath for a while?", Lucy asked. "Of course, not", I replied, "Hannah and I will be fine". Hannah and I just stared blankly at each other. Hannah seemed to be in a good mood. Initially, she snuggled up to me to watch TV for a while, but once her programme had finished, the mischievousness kicked in. First she started with some gymnastics: forward rolls and cartwheels etc and all designed so that they ended up with her bashing into me, giggling. Then the poking started and whatever frustration was driving her began bubbling up again. She was wearing a cheap cotton nightie -- like a t-shirt which came to mid-thigh -- and her antics regularly revealed her rather prescient `Little Princess' panties. Like most girls her age, her chest offered two little buds pointing into the thin material. Finally, she launched herself into my lap, her thighs astride mine, her nightie riding high and her panties taught across her young cunt. She started to try and pinch me and wrestle me and it seemed like time for me to test her appetite for adult attention. I grabbed both of her wrists with my left hand and ran my right hand up her inner thigh until I was cupping her sex. Her breath quickened slightly, but she said nothing as I ran the pad of my middle finger gently back and forth along the groove of her pussy and arse. As I started to push more firmly against her, she started to smile. "You like this, don't you?" I whispered. "Which man does it best?", I pitched. Her face fell and confusion replaced the smile. "Mummy said it was a secret", she stuttered, revealing that my tactic had worked. "Of course, but your Mummy trusts me with secrets now. And so does... erm... you know... sorry I've forgotten his name". "Robert." "Robert, yes, that's it. So when do you see Robert?" "He sometimes looks after me, if Mummy has to go to the doctors or does some work." "And the two of you play games like this?", I asked resuming my touching between her legs. Hannah nodded, smiling again now. "What sort of things do you and Robert play together?", I pursued. "He licks me." "Down here?" She nods. "What else?" "He puts his willy in my mouth, like you did with Mummy in the kitchen last week." "Wow -- that's a big girl game -- do you like it?" "Yeah, except when he cums without telling me it's coming and it makes me cough a lot." "That's a bit mean of him." She nods in strong agreement. "Does he ever put anything in here?", I ask, tapping at her cunt. Hannah shakes her head. "I've seen him put it in Mummy there though. He calls her a bitch when he does it and smacks her face too. She cries sometimes." My cock is rock hard. I could listen to this little pre-teen regaling me with tales of her mother's abuse all night long. "Does he call you a bitch?" "No, he says I'm a princess. He says that I should live with him instead of Mummy. I told him about you this morning and he punched Mummy in the tummy and that's why she's not feeling well." "That's not very nice, is it?" She shook her head. "I think you should be my little princess, don't you?" She nodded and grinned. In one movement, I picked her up off my lap and stood up, turning to sit her on the sofa. "First, I think it's time to see how sweet my princess tastes, don't you?". Hannah didn't need any further explanation, pulled her nightie up round her waist and pulled her little knickers off. Though her body carried no extra weight, her hairless young cunt had a lovely plump mound and a deep slit which ran high up the front. I pulled her arse to the edge of the sofa and, knowing that she wasn't new to this, plunged my tongue between her outer lips like a dog tucking into a bowl of hot mince. As I licked and nibbled and tugged at each part of her young cunt, she mewled and moaned and whimpered in joyous satisfaction. I looked up from my feast. "Do you want me to make you a big girl now?" She nodded, wide-eyed. I led her to the end of the sofa, and pushed her forward so that her torso was laying along the top of the back of the sofa, her legs falling apart, one behind the sofa and one onto the end arm. My two index fingers pulled her arse cheeks apart. There's something quite glorious about a ten year old's bottom -- male or female. The cheeks are like porcelain -- unmarked -- and the puckered entrance is the most beautiful and soft tone of pink, the fan of tiny creases entirely untainted. The ministrations of my tongue on her pussy had already drenched her hole, but I knew that this would still require a determined effort on both of our parts. I began by massaging the muscles in her bum cheeks, while teasing at the goal with a gentle fingertip. "I don't think that's where it goes", she suggested nervously. "That's not where Robert sticks it in Mummy". "No", I replied, "this is the most special place. It might hurt a bit, because only the very best girls can manage it. Are you the best princess?", I asked. Her head nodded nervously. I let a fresh blob of spit drop from my mouth onto her arsehole and started working my fingers and the head of my cock more determinedly. I started to push the swollen glans firmly against her ring and as it started to give way she yelped and started to make like crying. As I forced it a little further, I could see and feel just how tight she was. "It hurts... I don't want to be a big girl", she sobbed. "Of course you do, it's nearly there". Crimson red started to pool around my helmet as tiny tears in the flesh helped her arse to accommodate the intruder. She was starting to buck under the discomfort now and I was just about to force the final stage when I felt a rush of warmth on my balls. Looking down, a solid stream of piss was flowing out of her pussy, down the end of the sofa and all over my balls and thighs. I pulled my cock out and dropped down to catch the last of her stream in my mouth. Little girl piss is the sweetest and I eagerly lapped the last few drops from her tiny lips. Hannah thought this meant the ordeal was over and started to stand back up, but I pushed her back into position. "I can't be a princess now", she sobbed, "I've wet myself." "Wetting yourself isn't naughty... I love you even more for doing that", I reassured her. "But...but...aaarrgh", she responded as I forced my cock straight into her tiny shithole. About half the length was wedged in and I had to pull back and forth a couple of times before I could finally slam it the whole way in. With my hands holding her tiny hips, I started to pound her fragile and virginal backdoor, each inward stroke causing her whole body to buck like a Mexican wave along the top of the sofa. Hannah provided a constant audible but wordless commentary of pain and pleasure as she endured her anal inauguration. Unsurprisingly, it wasn't long before my cock swelled to its optimum and I began filling her ruined exit hole with my jizz. For me, it was one of those truly memorable orgasms -- it'll remain fixed in my memory forever -- the ones where you think they might never end and that you're in grave danger of blacking out. Spent, I slumped forward on top of her; I didn't have the energy to pull out and stand up, instead pinning her hips and torso heavily to the narrow sofa top. Finally, sensing that she was having trouble breathing, I stood up and pulled my cock -- covered in all manner of blood, shit and jizz - from her ravaged hole. --------------------------------------------------------------------------- "Hannah! Are you ready for bed?", we both heard called from the bathroom. We both hurriedly pulled our garments back on and dived onto the sofa, sitting next to each pretending to watch TV just as Lucy walked into the living room. "Come on you, it's well past your bedtime", Lucy coaxed, and Hannah slowly shuffled off to her room without looking back. It was about another ten minutes until Lucy re-joined me. She sat next to me and gave me a soft, lingering kiss on the cheek. "I really needed that bath. Was so soothing; I feel so much better now. Thank you for looking after Hannah while I was away -- she thinks you're fab." I just smiled weakly at Lucy -- full of trepidation. We sat, in silence, for what felt like an eternity, our eyes glued to a TV programme neither of us were following. "You made a right bloody mess of her arse though." ------------------------------------------------------------------------ The next chapter is Part Two of this story, where Lucy asks me to babysit Hannah, with some shocking outcomes!