Date: Fri, 10 Mar 2023 16:38:44 +0000 From: teutonic1190 Subject: Dating Single Mothers 12 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. I'm always very happy to hear form reader's who enjoy the themes explored. 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/ ---------------------------------------------------------------------------- Character reminder: Olivia, 33, my girlfriend, and her children Robert 12 and Holly, 10 Rachel, 32, Olivia's friend, and her children, 8-year-old twins Maddy and Ewan. No-one got up early the next morning (Saturday) and when we did assemble for breakfast, it was a quiet affair with very little eye contact from our visitors. Rachel was clearly trying to process what she'd allowed to happen to herself and her daughter the evening before, and her son, Ewan, who'd missed the whole spectacle, clearly knew that something was amiss and was keeping his head down. Olivia and I couldn't help but share excited winks and smiles with each other though. Around 11am, the phone rang. Olivia returned from taking the call and announced that her feckless ex-husband was having to bring her children back a day early: midday on Saturday rather than midday on Sunday. `Oh no, don't worry, we'll go and find somewhere else to stay,' said Rachel, `a local hotel or I'll call my mother.' `No way, we'll be fine,' Olivia chided. `It'll be fun to have a house full and the kids will love it,' she added, giving her friend a hug and kiss on the cheek. Rachel finally looked up at me. I winked. She smiled. Perfect. Not long after, Robert and Holly showed up and the house was full. Seeing me, Holly cheekily poked her tongue out and Robert gave me a big hug. I think he'd really enjoyed our `boy time' together on the weekend away, wanking each other off and cumming in each other's mouths. `Right -- I think a quick trip to the supermarket is in order,' Olivia announced. `Sounds like a pink job to me,' I replied, and 15 minutes later the two mummies and the two daughters duly headed off. Ewan was watching a DVD downstairs and Robert was up in his room playing with his PlayStation. I headed up. `Hey Rob, how you doing?' His face lit up. `Have you been playing with your cock since our trip to the seaside,' I asked cheekily. He nodded nervously. I let a pregnant pause hang in the air. `Can we play together again?' he eventually asked. `Definitely,' I confirmed. `Have you seen anything sexy recently that's made your cock hard,' I enquired. His nodding became more animated. `I saw my mum's boobs when she was getting changed and saw Maddy naked when she came out of the bath.' I reached over and gave his cock a squeeze; it was already firming up nicely from recalling those memories. `Your mum's tits are amazing, aren't they?' I said, continuing to massage his slim pecker. `Shall we have a wank now?' Robert yanked his shorts and pants down and off, and I did the same, bringing my semi-erect cock up to his mouth for him to tease solid with his young mouth. Once I was fully aroused, I dropped down and took him in my mouth, rolling his young foreskin back and forth over his sensitive helmet with my fingers. `Mike!' Robert suddenly exclaimed. In the doorway, Ewan was watching us. `Hey Ewan, want to come and play?' I asked. `What are you playing?' he asked in return. `We're playing with our cocks,' I said, waving mine about with my hand. `Does yours get hard like this sometimes?' He nodded and approached Robert's bed. `Take your pants off and show us yours.' Ewan stripped off completely and hopped up onto the bed. `Robert, why don't you suck Ewan's cock for a bit to get him started?' Ewan laid back and Robert took the little preteen appendage into his mouth and started sucking. Knowing what he liked himself, Robert soon started rubbing Ewan's perineum as he sucked and Ewan was clearly enjoying having joined us. `It's time you started fucking as well as sucking, Rob,' I suggested, `want to start with Ewan?' I grabbed Ewan's little legs and lifted them high, pushing his knees back to his chest. I drooled onto Ewan's little arsehole and massaged it in with my finger, then spat into my hand and coated Robert's cock. `Stick it in.' Robert pulled his foreskin back and pushed his slim but swollen cock head against the younger boy's arse. `Aaagh,' Ewan winced as Robert overcame the virginal entrance, `It's ok, you're doing great,' I reassured Ewan, and grabbed Robert's arse to push-start the fucking motion. As Robert's machine got going, I sat back and stroked my cock watching the two gorgeous, smooth boys fucking. If only I had had opportunities like this when I was a youngster, I thought to myself. It took no time at all for Ewan's tight hole to bring Robert to a climax and he lay down heavily onto Ewan as he completed his ejaculation. `Mi-ike; we're ba-ack!' I hadn't heard the front door, but Olivia's voice cut through the bedroom's post-coital slump. `Quick, both get dressed!' I hurried the boys and grabbed my own clothes, just in time to meet Olivia half way up the stairs. `What have you boys been up to,' she asked. `Oh, just playing on Robert's PlayStation,' I replied, with a wink. ----------------------------------------------------------------------------------------------------------- The pizza supper devoured, the four children and I were watching Saturday evening TV while Olivia and Rachel tidied the kitchen. `Psst.' I looked up and Olivia was beckoning me from the kitchen doorway. I went and joined the two mums in the kitchen. Both had serious looks on their faces. `Rachel says that Ewan has been complaining of a sore bottom,' Olivia started. `Right...', I began innocently. `He says that you made Robert fuck him,' Rachel chimed, with some attitude in her tone. I reached out, grabbed a fistful of Rachel's long, dark hair and wound it round my fist, so that she ended up in a painful, contorted position in front of me. `What you seem to be forgetting, dear Rachel, is that while you're staying here, under our protection, away from your twat of a boyfriend who smashes everything up, is that you and your children are here to make us happy.' `Olivia, undo my belt and remove it.' She did so and I bent Rachel over the dining table. `Undress and then get back in that position,' I ordered. `I'm sorry, I'm sorry, I'm sorry,' Rachel fussed as she stripped, returning to her prone position. The belt made a satisfying sound as it cracked the air and then scarred Rachel's arse. With no fight, her crying started immediately. A continuous flow of thrashes across her arse, back and thighs soon drew a crowd of little faces at the doorway. `Has Mummy been naughty again?' enquired Maddy. `I'm afraid so,' Olivia replied, `she'll be fine in a moment though.' `Turn over,' I ordered. `Lay on the table; knees up and thighs spread wide.' I hadn't had an opportunity properly to see her pussy the night before and it was truly a surprise and a delight. Her skinny frame was almost without feature or enticement: tiny tits, narrow hips, a `boy bum', there was nothing feminine about her. But her pussy... wow... a huge flower of long, hanging cunt lips. I spread them with my fingers and, desperate to indulge myself without giving her any pleasure, pushed my face into them and the wet hole within. She tasted wonderful and was flooding with juices. I had to stop -- promise myself that I'd return there later. The belt came down across her pointless tits with a crack and Rachel's cries recommenced. Then it was the turn of that exceptional cunt. I shortened the belt length and brought it down heavily onto her labia. Rachel recoiled, clamping her thighs shut and curling into a foetal ball. `Open!' I shouted and delivered the next blow as soon as she complied. The belt soon started making bloody cuts into the delicate folds and flaps and it wasn't long before her cunt resembled a scene from a Tarantino movie. `Are you sorry now?' `Yes,' she cried, `thank you for looking after us so well.' `You'd better take her up for a shower, I suggested to Olivia. ----------------------------------------------------------------------------------------------------------- Alone again in the living room with the children, Holly plonked herself into my lap. `Robert said he fucked Ewan.' `He did.' `Can he fuck me and Maddy too?' `Ha -- I'm not sure he can do both of you. Are you sure you want to be fucked?' `Yes, I want to do it like you and Mummy do it,' she suggested eagerly. `Let me see what Mummy says.' The two mums returned to the living toom. I stood and whispered in Olivia's ear: `Go and get your strap-on.' As she left, I turned to the room. `Who thinks that Ewan's a tell-tale?' Hilariously, his sister's hand shot up first, followed by everyone else in the room including, eventually, his own mother. `Your mum says your bum hurts?' I asked, looking over at him. He nodded slightly. With all eyes on me, I stripped off and stood there, stroking my cock. `Let's give Ewan something to complain about. Take your pants off Ewan, and come over here.' I bent his little frame over the back of an armchair and tapped my cock on his arse cheek a couple of times to stiffen it right up. His mother's face bore a wonderful mix of fear and excitement at the prospect of what was about to happen to her little boy. I spat on his already sore ring and pushed straight in, his feet off the floor and whole body shaking as he cried out at the intrusion. Slowly at first, I started to move back and forth, pushing deeper with each entry stroke. Young boy arseholes really are the best. Looking over to Rachel, she had parted the dressing gown she'd put on after her shower and was stroking and was stroking and fingering her pussy. `Robert, go over and eat Rachel's pussy. Tell me it's not the tastiest thing you've ever licked.' Having seen how his own mother squirted, he sensibly stripped off before pushing his face into the older woman's cunt, still swollen from the beating I'd given it. I was distracted from driving myself into young Ewan's arse by Olivia who had returned to the room, sporting the strap system of her strap-on and holding up two dildos. `Small one or big one?' she asked. The small one was `regular cock' sized, around six inches. The other was a black monster of 10 inches and with an eye-watering girth. I glanced over at her daughter, Holly, whose eyes were fixed on the two cock shapes. `The small one,' I said, adding `because Holly is just gagging for a fuck.' Olivia's mouth fell open, but quickly tightened back into a big grin. `Does she now?' she declared, locking the flesh-coloured rubber cock into place. Holly needed no encouragement or direction and rolled onto her back, holding her knees back to expose her pre-teen cunt. `I'll be gentle,' Olivia promised. `No, do it hard,' Holly objected, `make me cry like Rachel.' We all looked over at Rachel who had slumped back on the sofa, her head back, eyes closed and mouth open; moaning loudly as Olivia's 12 year old son ate her into oblivion. Seeing Olivia impale her daughter reminded me that I was hanging out the back of an eight-year-old boy and I returned to ruining his shithole, delighting in the feeling of my cock head pushing into the softness of the depths of his rectum. My orgasm came on quickly and, as I felt my cum rise, I quickly pulled out and stepped across the room to Rachel, pushing my swollen cock, stained with her son's shit, into her mouth and following it up with a flood of semen. She gagged slightly at the volume deposited before swallowing; she'd learned the evening before to ensure my cock was completely clean before letting me have it back. Ewan looked bewildered by it all. `Don't worry, mate, I'll fill your arse up with my cum next time,' I said, ruffling his hair. `It feels so good, it feels so good, Mummy', Maddy screamed, clearly having reached her own orgasm by way of her mother's strap-on. Her mother withdrew but remained kneeling in front of her daughter, clearly proud of how well she'd taken on becoming a woman. I took charge of the situation. `Right, Olivia, swap that dildo for the big black one. And Robert, get over there and fuck your sister -- she needs to feel what it's like to be full of cum.' Olivia stood ready, sporting her obscene new cock. `Bend over the back of the sofa, Rachel,' I said. `Now do her arse, Olivia. Split her in two.' I would swear that Olivia skipped round to join her best friend. From her new vantage point, she could see her son furiously fucking her daughter and now she was going to tear her friend's arse open with a huge black strap-on. Rachel needed no additional lubrication. Robert eating her cunt had flooded juices down across and into her arse, and Olivia delighted in just driving the phallus inside her. The invasion made Rachel's head and torso rear up, but Olivia was merciless. She grabbed Rachel's narrow hips and started slamming into her like a demolition tool. The blood didn't show up on the wet black surface of the dildo, but the streaks and splashes fanned out round her arse cheeks from her over-dilated and torn hole. Maddy was, once again, sharing her climax with the room and Robert was visibly delighted at losing his pussy virginity. The two siblings collapsed on the floor next to each other giggling. Olivia's punishing fuck rate finally came to a halt. `I'm knackered,' she panted, `I need a beer.' She withdrew her black aggressor leaving a gaping hole in her friend's rear. `Wow,' I exclaimed, `I think mother and son will both be complaining of a sore arse tomorrow!' ---------------------------------------------------------------------------- In the next chapter, I move on to pastures new. Do join me for more single mum adventures!