Date: Thu, 26 Jan 2023 16:17:46 +0000 From: teutonic1190 Subject: Dating Single Mothers 3 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. --------------------------------------------------------------------------- With two single mother notches on my bedpost, and some incredible experiences with Sally and Nicola (and their kids!), I had a really optimistic spring in my step as a now 34-year-old single guy on the lookout for more single mum action. By now, online dating was a `thing', so photos could be shared ahead of meeting. The old newspaper classifieds were ok, but be assured, there are far too many women out there with cute voices on the phone, but little else to recommend them once you meet. Browsing one dating site, I came across Alison's profile. Pretty face, amazing figure, and one of her hobbies was horse-riding. I'm pretty sure that it's one of those universal truths that all women into horses are filthy as fuck. And even if they're not, there's still the jodhpurs, right? Alison was a little older than me at 39, but was wasting no time in catching up with the lifetime she'd wasted on her ex-husband, who she'd started dating while they were still both at school. The ex had the children every other weekend and, when the kids were away, she'd be out clubbing on both the Friday and Saturday nights without fail. She regaled me with tales of her antics: dancefloor blowjobs, after club gangbangs, even one tale of being raped by two guys after a club night, the memories of which gave her the rampant horn and the need to wank herself as brutally as possible. With regard to our sex life, she was the first woman I'd met who could be (and loved to be!) fisted. She could not get enough of her cunt being punch-fucked and I just loved how it made her spray everywhere. I'd fist her everywhere: in the bedroom, in the kitchen, on a country walk -- my cock was strictly for mouth and arse filling, she always needed her cunt stretched so badly. Her children were Samantha, 12 and Joe, 10. Sam was a super cute brunette -- so petite, but not skinny with it. She really didn't look much older than 9, save for her rosebud nipples. And she was horse crazy -- even had her own pony, so skin-tight jodhpurs and polo shirts were her staple wardrobe. Joe was a chubby young lad, football mad, and still innocent enough not to foresee anything more than childhood. One evening, Alison was taking a bath and Samantha was in her bedroom doing her school homework. Sam called out needing some help, and Alison called back telling her to ask me. I went to Sam's bedroom, and she was working on her bed, with her head at the wrong end, laying on her side, with her knees curled up a bit. She was just wearing a little nightie. I sat on the bed towards the head end and started to help explain the item she was having difficulty with. She was a little fidget though, and every time she moved her nightie rode up some more until I could see her cute arse and her panties in the crease. I'm pretty sure that she clocked my distracted peeking, but she didn't stop moving about, her soft thighs rubbing back and forth, pulling the panty material tighter into the groove of her pussy and arse. Soon I had to adjust my own trousers and she could clearly see the tent I'd put into the material. I leaned back on the bed -- simultaneously allowing myself a better and closer view of her arse and her a better view of the erection within my pants. She may have looked pre-teen, but at almost 13, she knew exactly what was going on. Having seen her pony show how happy he was to have visitors -IYKWIM - I was in no doubt that a solid schlong had long been on her radar. During another visit, this time on a Friday evening, Joe was staying at a friend's house and Sam would be going to her father's house later that evening. "Sam! Come on -- go and have your bath, the water's getting cold", Alison shouted, trying to get everything ready before Sam's dad arrived to collect her. Sam mumbled acknowledgement but didn't budge from her spot in front of the TV. Several similar exchanges later, and I wandered into the living room, scooped Sam up -- she weighed nothing -- and headed for the bathroom. She shrieked and shrilled in nervous excitement, kicking her legs, but not preventing progress. She was wearing skinny black jeans and a t-shirt. I walked into the bathroom with her and held her above the bathwater. "No, no, stop... I'll have my bath!", she screamed, sure I'd stand her up. Instead, I lowered her straight into the bathwater -- fully clothed. This time the scream was enough to have her mother running into the room. Samantha had broken into fits of giggles as she sat there, unsure of what to do. Alison just looked at us both hopelessly. "Right, I think we'd better get you out of those wet things", I said. "Mum! Mike can't undress me!", Samantha protested. "You got yourself into this situation", Alison replied, and left the room. I reached under the waterline for the bottom of Sam's t-shirt and tugged it up and over her head. Her soft young body was a delight and the rush of cool air teased at her developing nipples. She didn't move to cover herself up though. "And now the jeans", I said. "Stand up." She stood in the bath and I started to unbutton the denim. Fly unzipped and I hooked my thumbs inside the waistband of both her jeans and her panties and tugged them down together over her juvenile hips, revealing a still perfectly hairless slit. As I pushed them down to her ankles I had to lean forward to push them over her raised ankle, my face was millimetres away from her little pussy. "Now the other leg", and she placed a hand on my shoulder for balance as I leant forward once more. This time I just couldn't resist and gently placed a lingering kiss on the front of her pussy as I pushed the jeans over her foot. She didn't flinch. I started wringing the jeans out and she sat back down in the water, looking up at me, staring, and smiling. ----------------------------------------------------------------------------------------------------------- Later that Friday evening, Alison and I had had a few drinks, a rather flirtatious (also single) friend of hers had popped round during the evening with some wine, and it was now pretty late as we found ourselves alone again. The events of the evening: kissing Samantha's little pussy, followed by a few hours with two horny, pissed, 30-something women, and I was gagging for it. We'd been kissing on the sofa for a while, but I wanted pussy, so I pushed Alison's dress up round her waist and dropped to my knees in front of her. Pushing her legs apart, the filthy bitch had lost her underwear at some point during the evening, so I just buried my face into her cunt. She pushed her hips forward to the front edge of the sofa to give me maximum access and as my tongue reached full depth inside her the world stopped as she declared: "I bet you want to do this to Sam, don't you?" I looked up at her, not sure how to respond. "She told me what happened. She tells me everything." "I couldn't help myself. I thought she'd have a hairy pussy by her age. It was just... too... I'm sorry" "Don't be sorry -- it's fine. I'd much rather she learned stuff from you than some teenage twat of a boyfriend. I've been telling her all about how good you've made me feel over the last couple of months." "All about us? Everything?", I raised my eyebrows. "Well, no, not everything" she laughed, "I'm not sure she's ready to hear about how I shit myself while you're fucking me after I've been out drinking with my girlfriends!" "So when can I play with her again?" "Next weekend. It's my weekend with the children and Joe is at football camp." ----------------------------------------------------------------------------------------------------------- The following weekend took an age to come round and, as it turned out, Samantha spent the Friday evening at a friend's house, not getting home until after 10pm. On the Saturday morning, I woke to an empty bed and could hear Alison and Samantha downstairs. I had a quick shower and then headed down to join them wearing just a towelling robe. The were both sitting having breakfast, at 90 degrees to each other at the square table. Sam, to Alison's left, saw me first and offered a beaming smile as I approached and stood behind Alison. With my hands on her shoulders, I leant down to kiss her cheek, then undid my robe and lay my semi-erect cock on her right shoulder. A spoonful of cereal, just about to be shovelled into Sam's mouth, was dropped back into the bowl, but her mouth remained open as she stared at the new guest at the table. It took Alison a few seconds to realise what Sam was starting at... she muttered what a naughty boy I was, and then turned her head to take my cock into her mouth. I moved round alongside her, so that she could suck it deeply and maintained eye contact with Sam. "Your mum could suck for England", I chuckled. "Fancy having a go yourself?" She nodded eagerly, so I pulled back from Alison's mouth and walked round to Sam's chair. "Do you need me to give you the guided tour?", I asked, holding my cock up to her face. "No, Mum has already explained it about a thousand times," she laughed and started with a few licks under the glans to get the measure of the mouthful. "I wasn't sure how she was going to get it into her tiny mouth, but it was soon banging against the top of her throat with no sign of a gag reflex'. I remarked how her tiny hand couldn't even get round my reasonably average girth. "I've held much bigger", she started. My head snapped round to look at Alison; my mouth wide open. "Who?!" I demanded. "Chuckles", she said grinning. "Mum showed me how to wank him off a couple of years ago". Alison dropped her blushing head into her hands, giggling. She'd quite forgotten showing her daughter how to care for her pony all that time ago. With everyone giggling, my cock had stopped being sucked, so I scooped little Samantha up from her chair. "Not the bath again!", she shrieked. "No, only as far as the living room this time", I replied dropping her onto the sofa and pulling her dressing gown open and pyjama bottoms off without warning. Alison sat at the end of the sofa, facing us, her heels up on the seat so that she had full access to her cunt which she exposed for both of us to see. As she started fingering herself, I knelt on the floor, pulled Samantha forward, pushed her knees right up to her chest and began my feast at her arsehole. The tight, tiny hole had no intention of letting me in, but persistence always pays off. Pushing and drooling with my tongue, while massaging the muscles in her bottom cheeks into quiet submission, soon allowed one finger in, shortly thereafter joined by a second. Samantha was moaning like a seasoned hooker and a particularly deep yelp prompted a jet of juice to squirt from Alison's pussy the length of the sofa, spraying both Sam and me in the process. Finally, I moved up for the main course. Sam's pussy was, by now, soaked of its own volition and it opened up like a summer flower. I lapped at it a couple of times and then looked over to Alison. "Come and taste this -- come and taste your virginal baby girl. She is sweeter than honey". Alison had never been with a woman -- it was still on the break-up bucket list! -- let alone her own daughter, but didn't hesitate to take my spot in front of her. She started with long, slow, gentle licks around the outer lips, delaying on Sam's tiny clit, before finally pushing her tongue deep into the honeypot itself. "Oh, mum, oh mum", Samantha whimpered. I manoeuvred myself behind Alison and lifted her hips. There was no point fucking her gaping cunt, she was so wet nothing less than a forearm would fill it, so I pushed my cock against her arse and started fucking her shithole, watching her eat her teen daughter's cunt. Samantha was the first to cum -- she instinctively grabbed her mother's hair with both hands and pulled her face into her spasming cunt. Seeing this was enough for me too and I felt my cock head swell in Alison's arse, causing her to orgasm too. I was just quick enough to pull out and jump up onto the sofa, forcing my now twitching cock into Sam's mouth. Jet after jet hit the back of her throat and she gagged and coughed her way through my load, several blobs being unwittingly spat out onto her mother's face still between her legs. In later weeks, I was fortunate enough to take Samantha's cherry fully -- front and rear! -- but, as is usual in life, good things rarely last and I soon found myself single again. ---------------------------------------------------------------------------- In Chapter 4, through a chance encounter, I meet a new single mum, Lucy. And her daughter Hannah. Stay tuned!