In typical bad timing, I was away again for work the week after John and I fucked and missed seeing him and Sarah before they left on a three-week holiday to New Zealand and Bali.

​I managed to chat a little with John before they left, and he sent me the pictures he’d taken of us fucking. He had taken way more than I thought he had. I’d watched him take pictures of me on my back in the bedroom, but hadn't realised he’d been taking pictures when I was bent over on the sofa. There were some really good pics showing his cock in various states of penetration of my arsehole. My favourites were the first ones he took when he asked me to smile for Sarah. I was flat on my back with him between my legs fucking my arse.

When I got home on Friday afternoon, I was horny but wanted more than masturbation, so I did what I always do in these circumstances and contacted Debbie. Debbie was an old girlfriend from 15 years back who had left me because I didn’t want to start a family.  We’d always kept in touch, flirting and exchanging teasing pictures, including some fantastic shots of her heavily pregnant.

​A couple of years ago, she had confessed her husband wasn’t that interested in sex and had encouraged her to have an affair. She’d been with several guys since and explored her sexuality with a couple of women.

​I started making regular monthly trips from my home, 300 miles away, to spend the weekend in a hotel near her home so we could fuck. Now I live an hour from her house, so we could meet up more or less whenever one of us had an itch to scratch.

​I’d told Debbie about my threesomes with John and Sarah, including details about fucking John in the arse while he was cross-dressing. I haven't had the chance to tell her about my last experience with John, but she had encouraged me to experiment if I get the chance.

​I asked if she could come over sometime this weekend. Half an hour later, she replied, saying she'd come over late Saturday morning as soon as her husband and two boys had set off for their fishing trip. They were going to be out until late, so we had plenty of time to play around.

​I sent her the picture of me lying on my back, smiling at the camera, then a second point of view shot of John fucking me doggy style on the sofa. I got a message back immediately saying, ‘That is so fucking hot! I have a surprise for you, but no further details, no matter how much I pleaded with her.

​Next morning I tidied up, laid my new sex toys out with some lube, knowing Debbie would want to play with them and had a shower. I had used the multi-mode butt plug a couple of times since I got it as I could slide it into my arse and play with the modes via remote while I masturbated, but the life-like 7” dildo remained untouched. I was hoping it would get some action today!

​Debbie turned up looking as amazing as ever. She’s younger than me, in her mid 40s, with dark brown hair, olive skin and a bright, open smile. She’s 5’ 9” with an athletic build, a soft stomach, legs that seem to go on forever and C cup boobs with large brown nipples. Her mother's family are from Sri Lanka, and she had inherited a lot of her looks from that side of the family.

​She was wearing a short black, faux leather dress over black nylons, probably suspender tights, knowing her preferences, with a pair of high heeled, knee length black leather boots. She was carrying what looked like an overnight bag, although she hadn't said anything about staying over.

​We hugged and kissed, and I gave her bum a squeeze, the fake leather smooth under my fingers.

​‘Are you staying over?’ I asked, nodding at the bag.

‘The boys went away in the camper van and took their bikes as well as their fishing kit with them. They’ll be gone until tomorrow afternoon.’  She replied with a smile, ‘I hope that’s OK?’

​‘Of course it is.’ I smiled, delighted with the prospect of an afternoon and evening of sexual delight.

​We were still hugging, and Debbie’s hand slid to my crotch to find my semi-erect cock and gave it a squeeze.

​‘Does it still like girls?’ she purred in my ear, wrapping a leg around mine and grinding her hips.

​My cock sprang to full attention in my jeans, and she giggled in delight.

​Debbie broke away from me and opened her bag, pulling out what I thought was a pair of stockings. They turned out to be black, nylon opera gloves, which she pulled over her hands and arms.

​‘What do you think?’ she asked, stroking her body and lifting her skirt high enough to confirm my suspicion that she was wearing suspender tights.

​‘Very sexy!’ I exclaimed, meaning it. My nylon fetish has just found new ways to excite me!

​Debbie led me to the living room, undid my jeans, pulling them down along with my boxer shorts and made me step out of them. I pulled my t-shirt over my head and stood in front of her naked.

​Debbie leaned forward and pulled me close until I could feel her breath on my cock. Her nylon-covered hands and fingers stroked my hips and bum.

​‘Get your phone and take pictures for your friends,’ she purred as she licked the end of my cock.

​That excited me even more. We had been exchanging pictures for years but had never taken any together, let alone shared them with anyone else.

​I grabbed my phone from the coffee table and opened the camera as Debbie stroked my cock. I took the first picture as her tongue snaked out to lick my slit. I tried different angles as she slowly took my cock into her mouth and started licking and sucking me.

​Debbie cupped my balls with one hand, stroking them, the sensation of the nylon pushing me to my limits.

​‘Jeez, I’m going to come.’ I whispered.

​Debbie took her mouth off my cock and sat back on her heels, smiling at me. I took her picture as I got myself under control. She smiled for the camera, then got up to sit on the leather easy chair, pulling her skirt up high and opening her legs. Her shaved pussy was covered by a tiny lace thong, and she started stroking herself as I took several more pictures.

​‘Enough pictures, get on your knees and worship me!’ Debbie demanded.

​I dropped to my knees, leaning forward to kiss her thigh. Debbie wrapped one long leg around my shoulders, pulling me between her thighs until I was nuzzling her panties. I licked her pussy through the nylon, stroking her legs until she was breathing heavily, then pulled at the panties, snapping the elastic waistband and pulling them out of the way.

'Oh yes!’ Debbie cried, her leather boot rubbing the back of my neck as she squirmed under my mouth.

I started licking her sopping wet pussy, burying my face in her softness, tasting her, swirling my tongue around her clit. Debbie pulled harder with her leg as my tongue touched her clit so I concentrated on that, licking around her clit hood, sucking it gently, then lapping my tongue across it. My fingers found her wet lips and pressed past them until I had two fingers inside her. It took me another two minutes of fingering her and licking her clit before she came, the leg across my shoulder going slack as her legs began to shake.

​I gently pulled my fingers out, licked them clean, then began lightly kissing her thighs as she got her breathing under control.

​‘Lie on your back, grab your phone.’ Debbie said softly.

​I did as I was told, lying back on the rug, my cock at attention and my phone ready to take pictures. Debbie got off the chair and stood over me, swaying gently. I began to take pictures as she moved over my head, pulling the skirt of her dress up to give me a view of her pert bum. She swayed above me, pulling her cheeks apart to give me a great view of her arsehole. I thought she might lower herself down so I could rim her, but she had other thoughts, turning to face me, then straddling my hips before kneeling down and sliding my hard cock into her wet cunt.

​I took more pictures as she started to ride me, her arms raised to the ceiling, head back, and her breathing rapid. I put the phones down, sat up slightly so I could slip my hands over her skirt to stroke her bum. She pushed me back, stroking my chest with her nylon-covered hands. She upped the pace on my cock, bouncing up and down on it, her pussy squelching now. I tried to reach for her again, but she slapped my hands away, grabbed my nipples and started pinching them. I cried out in pleasure and tried to get myself back under control as I almost shot my load. I only had to wait another couple of minutes before Debbie came, pushing my cock deep inside her and moaning loudly. I came just after her, squirting cum deep inside her.

​Debbie remained astride me, pulling her dress off over her head, giving me a good look at her lovely tits. Once she’d disentangled herself from her dress, she raised herself up off my cock and shuffled forward until she was sitting with her pussy over my face. I eagerly lapped at her cunt, cleaning my cum as it dripped out of her, mixed with her own juices.

​When she was satisfied, she got up and went to sit on the couch, removing her boots, tights and gloves until she was fully naked. I sat next to her, and we kissed and cuddled for a while as we cooled down.

​‘Show me the pictures,’ she asked eventually, so I paired my phone with the TV, and we went through the pictures I’d just taken, deleting any that were out of focus or hard to decipher! We ended up with 32 pictures of us fucking, sucking and posing for each other for my collection, and I was getting hard again after looking at them.

​‘Show me the pictures John sent you.’ Debbie demanded, ‘I want to see what they look like now.’

​Debbie had met them 15 years ago when they had two young kids, but we’d never really socialised with them as a couple that much. I loaded up the pictures they’d sent me, sharing Sarah’s underwear shots first which Debbie seemed to really like, moving on to John’s cross dressing pictures then the pictures of them fucking ending with the pegging shot they’d sent me Finally I loaded up the folder with the pictures of Sarah posing with her collection of strapons ending with my favourite picture of her wearing high heeled boots, red tights and a monster tentacle dildo strapon.

​‘What do you think?’ I asked Debbie.

​‘Fucking magnificent!’ Debbie exclaimed, ‘Sarah has a body I would love to explore, and John looks better than some of my friends when he’s cross-dressing!’

​‘I love the last picture.’ I said, ‘As you can see, it makes my cock hard!’

​‘It’s exactly as you described it, I love it. Time for your surprise.’ Debbie said.

She got up, leaving me on the sofa, grabbed her bag and discarded clothing before heading to the bedroom.

​‘No, wait here.’; Debbie said as I got up to follow. ‘I’ll call you when I’m ready. Why don’t you put these on in the meantime’ She finished, handing me the tights she’d been wearing.

​I watched her bum as she left the room, then puzzled over the suspender tights. I managed to get them on without tearing them, and set my phone on a shelf so I could take a selfie with them on. I was admiring the picture when Debbie called me from the bedroom. I got there with indecent haste and walked through the door to find Debbie standing by my bed. She was topless, wearing a pair of red opaque tights, her black heeled boots and a black leather strapon harness with my realistic dildo inserted into the front. She posed and stroked the silicone cock.

​‘Fucking hell!’ I whispered.

​‘Do you like it? Debbie asked, posing for me.

​‘My mouth is watering!’ I confessed.

​‘I like your legs in those tights, very kinky. I tried to buy my own fantasy dildo, but couldn’t get one in time. I was going to use the one that came with the harness, but then I saw your dildo on the bed and thought that would work better. It’s bigger and more realistic.’ Debbie said in a rush, stroking the fake cock again.

​‘Where do you want me?’ I asked excitedly.

​‘On the floor, on all fours, presenting your bum to me.’ Debbe said, opening my wardrobe door to reveal the full-length mirror. ‘I want to watch your face while you take this cock.’

​I’d said the same words to her the first time we had anal sex. I remember her fucking my arse with the dildo then, she had been gentle, but the dildo we used was only 5” long and quite slim. I got on my knees and thrust my arse up in front of her. I could feel pre-cum leaking out of my slit in anticipation.

​I watched in the mirror as Debbie moved behind me, knelt down and kissed my bum. She spread my cheeks and kissed me again several times before putting her head between my cheeks and licking my arsehole - mimicking what I like to do before I take her anally, I realised.

​Debbie went to work on my arsehole, her tongue darting in and out, one hand reaching around to stroke my cock and balls. I moaned as she squeezed my testicles and rimmed my arsehole. This went on for a couple of minutes before she came up for air.

​‘I like that,’ she laughed, reaching for a bottle of lube.

​‘You’re very good at it.’ I admitted, it was the first time she’d done that to me, but a couple of months back, she had confessed that she’d rimmed one of her girlfriends after a drunken Christmas party.

​I heard the lid snap open on the lube and felt a cold blob on my bum. Debbie used her fingers to rub the lube up and down my arse crack before sliding two fingers into my anus. I moaned as she slid her fingers in and out of my bum, adding more lube before a third finger joined the first two.

​I had my head down, pushing back against her fingers, but looked up into the mirror to see her watching my reactions. I smiled and winked at her.

​‘Your fingers feel fabulous!’ I moaned. ‘I can’t wait to take your cock.’

​I didn’t have to wait long. Debbie withdrew her fingers, stood up and lubed the dildo, making sure I was watching as she stroked the cock. She was soon kneeling behind me again, and I felt the head of the dildo press against my sphincter. I moved my legs slightly apart so my arse was on a level with the dildo and felt her push forward, sliding over my arsehole three times before penetrating me. The dildo head slid into my arse just as I pushed back, and I ended up with half the silicon cock in my arse, making me gasp,

​‘Oh God, it’s in!’ Debbie exclaimed, grabbing my arse cheeks and spreading them for a better look.

​She pushed against me again, and the rest of the dildo, all 7” of it, slid into my arse. Debbie held it deep inside me for a second, slid it halfway out, then thrust back in slowly. I moaned in pleasure, smiling at her via the mirror, and she did it again, slowly pushing it to full depth then pulling it out. This time, she pulled it a little further out, paused for another second to make sure I was looking at her, then pushed it back inside me faster than before. I moaned again, breathing hard, feeling the pressure on my prostate. My hard cock was leaking precum onto the carpet.

​Debbie started fucking me, holding my hips and pulling me onto the dildo as she thrust forward. I got in rhythm with her thrusts, pushing back to get the dildo as deep as it would go. I could hear the dildo squelching as it penetrated me, Debbie’s moaning and harsh breathing intermingling with my own moans. Debbie fucked me hard for several minutes, then pulled out and stood up.

​‘Lie on the bed, pull your legs back and spread them.’ She ordered.

​I did as I was told, and she slipped between my legs, slamming the dildo back up my arse, making me moan. She leaned forward, kissed me, then began to fuck me again. I could see a flush above her boobs and knew she’d made herself cum fucking me. I wrapped my legs around her bum, pulling her deeper into my arsehole and pinched my nipples. My orgasm started quite suddenly, deep in my bum as the new penetration angle pressed firmly against my prostate. I felt like I needed to pee and tried to hold back, but Debbie didn’t let up. Her face was flushed red, as were her tits. I stopped trying to stop whatever was happening and went with it, getting a deep orgasm and ejaculating so hard I hit my chest, neck and chin with cum.

​Debbie thrust twice more than she stopped with the dildo deep inside my arse, her legs shaking as she orgasmed too. She collapsed on my chest with a loud moan, my cum smeared on her tits, she lay still for a minute, both of us trying to catch our breath, rolled over next to me on the bed.

​‘Fuck!’ I laughed, ‘You certainly committed to that!’

​‘I’ve been fantasising about doing that since you told me about Sarah fucking you. I bought the strapon two weeks ago, and I’ve been posing in the mirror with it on whenever I had the house to myself. I would have sent pictures, but I really wanted it to be a surprise.’ Debbie explained with a grin.

​Debbie was still dressed in her tights, boots and the dildo, and I stroked it as I leaned on my elbow to kiss her, wanking it off. She shivered under my touch as I manipulated the dildo.

​‘Do you like that?’ I asked.

​‘The harness presses against my clit when you do that, and it’s sensitive as hell after the pounding it just got. I never imagined I’d make myself cum fucking you!’ Debbie said breathlessly, pushing my hand away from the dildo.

She stood up and stripped off the harness, boots and tights, then joined me on the bed again. I took my tights off, and we cuddled, stroking each other’s naked bodies until we both dozed off.

​I dozed for 30 minutes, then disentangled myself from Debbie’s sleeping form and ran a bath. By the time it was full and the jacuzzi mode was running, Debbie had come round and joined me in my bathroom. We soaked in the bath for 20 minutes before Debbie started to play with my cock with her foot. I returned the favour, moving my food between her legs and stroking her pussy with my toes.

​‘This is nice, but I’m starving! Debbie said after a couple of minutes. ‘Order pizza or lose me forever!’

​We got out of the bath, and I left Debbie to her post-bath routine, slipped into my dressing gown and walked into the living room. I was surprised to see it was just after 6pm.  I ordered the pizza online, then went to the kitchen and opened a bottle of red wine. I’m more of a beer drinker, but Debbie loves her ‘mummy pop’ as her kids used to call it when they were little. I took the bottle and two glasses to the living room and sat on the sofa.

​Debbie joined me wearing a black, transparent full-length gown, over a pair of black stockings, a suspender belt and 3” heeled ankle boots. She sat down next to me as if she were wearing pyjamas and took a sip of wine. My cock was hard again, so I reached for her, but she pushed me back and wagged her finger at me.

​‘After we’ve eaten,’ she said. ‘I did think about answering the door in this to give the pizza delivery boy a thrill.’

‘I would wait and see who it is on the intercom first.’ I said, ‘They have a couple of old guys delivering for them, and I don’t want anyone having a heart attack on my doorstep!’

The pizza arrived. It was one of the old blokes, so I answered the door for the sake of his health. We ate pizza and watched some silly YouTube videos. A second bottle of wine was opened and consumed until I was feeling a little drunk and very horny. Debbie was letting the belted robe slip open, giving me a good look at her tits and thighs. I leaned over and kissed her lips gently, slipping my hand inside her robe to cup her boob and pinch her nipple. Debbie responded by parting her lips and darting her tongue out to meet mine.

​‘I need your face between my legs again.’ Debbie whispered, oral sex being one of her favourite things in the world.

​‘Happy to oblige,’ I whispered, kissing her one last time, then knelt in front of her.

​I shrugged off my robe, then lifted her robe to reveal her long legs. She shuffled forward so her bum was on the edge of the sofa and opened her legs for the second time today. I leaned forward, inhaling her scent and started to swirl my tongue around her clit. I slipped two fingers into her wet, soft pussy as I licked, exploring inside her. Her right leg wrapped around my shoulder again, and I stroked her thigh. I added a third finger to lube it as she started panting and spread her legs wider, then turned my hand so my index and middle fingers were penetrating her pussy, and my ring finger was rubbing her arsehole.

​I stopped licking her clit for a minute and licked her anus, lubing her with saliva, then pushed my ring finger past her sphincter and into her arsehole, making her gasp with pleasure. My tongue swirled around her clit hood as I fucked her cunt and arsehole with my fingers. Debbie came quickly, squirting my face slightly as I withdrew my fingers from her orifices. I leaned over her, taking a nipple in my mouth and sucked on it. Debbie grabbed my hair and pulled my face hard to her breasts. My cock was touching her leg, so I started to rub myself off against her.

​‘I want you up my bum and your dildo in my fanny.’ Debbie announced, pulling my head clear of her tits, ’Fetch!’

​I went to the bedroom and picked up the lube, retrieved the dildo from the bathroom where we’d left it to dry after cleaning it, then returned to the living room. Debbie had removed her robe and was standing waiting for me.

​‘Will the dildo stick to the arm of the sofa?’ Debbie enquired with raised eyebrows.

​The arms of my sofa have a flat, polished wood end on them, and I could see Debbie had been measuring the length of her legs against them. I plonked the dildo down, the suction base sticking to the wood. I gave it a wobble, and it was held fast. Debbie pushed past me as I opened the lube bottle and straddled the dildo, one leg kneeling on the sofa, the other standing on the floor. I offered her the lube, but she just sank onto the dildo, her wet pussy providing all the lubrication she needed.

​I used lube on my cock, then bent Debbie forward to smear lube on her bum. I slowly inserted one, then a second lubricated finger up her arse, feeling the dildo in her pussy. I moved her hair out of the way and kissed the back of her neck, scraping my teeth across the skin and gently biting. Debbie shivered under my touch, nodding her head in encouragement. I used my free hand to squeeze her tits, slapping them gently as I expanded my fingers in her anus.

​When I judged she was ready, I removed my fingers and pushed my cock against her butt hole. The height of the sofa arm was perfect, and my cock slid against her hole a couple of times before slipping in. Debbie had stopped riding the cock to allow me to get my cock up her arse, but started to slowly slide up and down on it again. I pushed my cock deeper in her arse until I was balls deep, reaching around with one hand again to squeeze her tits. I got in rhythm with Debbie, sliding my cock in and out of her arse in time to her riding the dildo. We fucked like this for a couple of minutes, then Debbie had a small orgasm that made her legs give way.

​I pulled her off the dildo and bent her over the footstool, slapping her arse a couple of times before kneeling behind her and slipping my cock in her pussy. I’d removed the dildo from the arm of the sofa and now pushed that up her arse, making her cry out.

​‘Does that feel good?’ I asked.

​‘Yes, I love it,’ Debbie moaned back.

​I started fucking her cunt, holding the dildo deep in her arse for a few seconds, slowly pulling it out and sliding it back in until I was thrusting with the dildo and my cock at the same time. Debbie lay passively across the footstool, allowing me to take her and use her for my pleasure. Her breathing was heavy, and she was moaning as I fucked her. I pulled the dildo all the way out of her arse, dropping it on the floor, then squatted over her bum and slid my cock up her arse. I grabbed her hair, pulling her head back and buggered her hard and fast. She came with a loud cry and squirted on my legs. I wasn’t ready yet, so I carried on slamming my cock in her arsehole. I lasted another minute, Debbie coming twice more, before I slammed my cock deep inside her arsehole for the last time and shot my load deep in her arse.

​I pulled out, my legs like jelly, and rolled onto the floor. Debbie stayed bent over the footstool, panting. After a couple of minutes, she joined me on the floor and lay next to me, recovering. We showered and watched TV for the rest of the evening before climbing into bed, too exhausted to do anything else.