The end was near, his asshole now took the whole alien, and there was a queue to use it long and hard on his poor month-long abused asshole.

Sunday (27th) and Paula, Ella and Stacey all did sloppy analingus, hoping their efforts would get him to the end of the challenge. Laura and Victoria fucked me again in the morning, and when I got home, he gave me my Submissive Sodomy, and then we snuggled, and I did a check-in with him, to see he was doing OK, which he was. He’s remarkable really.

But I wasn’t there long. I was away for the night again that evening, this time to be used by Sara’s husband and three friends of his, a simple wife swap that allowed Sara another night of pegging my husband. I was to be subjected to endless spit roasts, double penetrations and ass fucks, only broken up by tit worship and cunt licking while their cocks recovered, and any time my cunt wasn’t filled by a cock, it was to be filled by Sara’s used and unwashed panties instead, it was stuffed with multiple pairs to keep it full. And Sara provided the dripping panties for my husband too, worn and wanked into for most of the week, to give him something to suck while they ploughed into his asshole with the alien, with that nobbled monster.

And by the time Sara, Helen and Carla had finished, they were almost full-speed pegging him. Almost, but not quite, and they thought he had had enough with the speed they got up to. Sara spent the night with him, enjoying having the tentacle in his ass and held in place with her by the straps, and enjoying him still being caged overnight.

Monday (28th) and in the morning, Sara gave my husband a dose of Submissive Sodomy, with him still having the cage on, before removing the cage so he could give her a dose of Submissive Sodomy.

She got some sleep. I didn’t. I was literally double-teamed all night, and just before I left, they each gave me a dose of Submissive Sodomy. I was exhausted, so exhausted that my husband had to carry me out of the car and upstairs to bed. And then, before I could sleep, before he allowed me to sleep, he too gave me a long hard dose of Submissive Sodomy. He told me I deserved it. I probably did.

When I finally awoke, I heard the clear sounds of an implement striking an ass, over and over. I heard female voices chatting and encouraging, I overheard a grunt, probably male, with every strike. I knew what was happening. My husband’s ass, that had been through so much, was now receiving a harsh and sustained spanking. I listened to the bubbling female noises, I listened to the ass flesh slaps, I listened to the male grunts, enjoying the mental picture the sounds were inducing in my brain. God, I needed to be spanked.

I wanted to go downstairs, to go to watch his asses destruction, but I was still broken. Eventually, I heard some footsteps upstairs and Ella came in, tits swinging, a three inch deep skirt in place, her gorgeous moist cunt on show. She got on the bed with me, and cuddled me, our tits clashing, as she asked how I felt. Broken was the answer. Well, the girls were taking care of his ass, whilst she was taking care of me. As our tits squashed, as we snuggled, as we kissed, she told me of the havoc being wreaked on his ass cheeks, the dozens of strokes with my wooden paddle with studs spelling the word “Slut”, the dozens more wraparound strokes with my tawse, and they were just starting with the buckle end of his belt and a real horse riding crop when Ella came upstairs.

The punishment of his ass was nasty, vicious, in total contrast with Ella licking my cunt out, which was gentle, beautiful and made me feel really loved, a love accented by the continued rhythm of strokes on my husband’s ass. Eventually they stopped striking his ass, eventually Ella’s tongue stopped caressing my cunt, and I heard Tanya demand his asshole be lubed, Carla warning them to keep the lube off his cheeks as no one wants any soothing for his spanked cheeks.

And then I started hearing Tanya grunt as she pegged him, the slaps on his ass of her body on his with each stroke, and I heard the others encouraging her and trash talking him, telling him he took the spanking like a girl and now needs to take a nasty pegging like a girl too. I was so turned on by what I was hearing that I gushed all over Ella’s face. She looked up, a glossy coating on her face, smiled broadly, and then put her head back down and carried on licking. Good girl!

I heard mention of the tentacle and slamming hard, the women swapped over and over to keep up force and power, he grunted, he moaned, but he didn’t say a word. His asshole was theirs to do with, as they had every day so far of this month. I heard mention of the alien, and hard pegging. I heard them tell him to suck on the alien as they continued their slamming warm-up with the tentacle. I really wasn’t paying attention to my orgasms, just excited by what was happening downstairs, and Ella got another faceful of squirt, and carried on again. She wanted a third.

I had a text, which I read whilst Ella licked me and whilst I was hearing the performance downstairs. Nikki was coming back, and apparently at some point in the near future, I’d have to fuck the FWB she put off to come here, me fucking him would be an apology for Nikki not being there for their planned fuck. The FWB moaned, and she offered my cunt and asshole, and she knew I’d be happy to do it.

I heard cheers as Poppy got the alien all the way in, and started increasing her fucking speed. Full speed alien fucks followed, as each of the women did a hundred full speed slams, my husband just taking it, just as I always just take it.

Ella went back down to suck his cock clear of cum just as soon as they finished, and then to do the loving tentacle spoon, whilst my cunt was licked out by Poppy, only interrupted by a breeding session with the farm hand and his mate, Poppy acting as my fluffer, before recommencing the licking of my cunt, now tasting two men’s cum as well as my liberal sticky juices. And Poppy snuggled and kissed me whilst going to sleep, with Ella doing the same to my husband, all on the same bed.

Tuesday (29th) saw Ella and Poppy doing his sloppy analingus, before Poppy slipped off to get fucked by Tanya’s husband, Rose’s husband did two rounds of Submissive Sodomy on me whilst still on the same bed, my husband did two rounds of Submissive Sodomy with Ella, and then after a nice long stint of snuggling with our sodomisers, my husband used my vicious wand to rip orgasm after orgasm out of Ella’s clit, not loving, but clinical, harsh orgasms, that left her barely able to walk. And then, they turned the wand on my clit and did the same. And then they left us to recover, whilst Rose’s husband was second man into Poppy’s cunt that hour and my husband went to dirty fuck both Anna’s cunt and asshole, switching at his will, making her beg for her orgasms, his dirty hard cock pounding her asshole and cunt for a long long time.

Ella had to go off and do more uni work, so that evening, with Nikki, was Anna and Stacey, the latter’s cunt freshly fucked by Anna’s and Tanya’s husbands, as yet more payment for her boyfriends ass-fucking exploits. Di’s skirt was put on him again, together with a tiny shocking pink G-string which Nikki had brought, a G-string she had borrowed from her sexy female neighbour who worked in it, went to the gym in it and slept in it for a whole week.

Nikki’s white cotton innocent panties were worn for about the same time, they were dripping, fragrant and pushed into his mouth as the tentacle hour happened, and then they got full-speed pegging with the alien, accelerating from slow warm-up very quickly. He had about fifty minutes with the alien, before we all wore ourselves out, and Nikki did the cock draining, tentacle penetrating spoon cuddles with him overnight, and I went off with Anna for a loving snuggling session, only interrupted by the farm hand breeding each of us and his mate sodomising the other one. Anna and I slept in each other’s arms.

Wednesday (30th), the last day of the challenge, began with Nikki and Helen doing his sloppy rimming, whilst Anna and Ella licked me to orgasm again and again. Apparently, they felt I needed them. I bloody did.

And my husband sodomised Nikki, shortly before fucking her cunt with his dirty cock, and she left with hers and her neighbour’s panties. Shortly after, Tasha arrived to wax his legs again, to ensure his legs were perfectly smooth for his final pegging, and she ended up masturbating his cock with Paula’s daughters panties. And then, naked from the waist down as usual for a waxing, she made him suck on the cum-filled panties as she was very precise with her waxing. She wanted his presentation to be perfect for this final ordeal.

Rose’s husband came in, looking for me to fuck, but I wasn’t there, so he pulled Tasha over the arm of the chair, spread her legs slightly and just ploughed straight in. I think he forgot she wasn’t a free-use vixen, but she rode his cock anyway, cumming several times and then making him cum. Then, after finishing my husband’s leg waxing, he bent her over the same arm and fucked her asshole, long, controlled, hard, intense, and whilst my husband was licking her cunt and ass clean, she told her husband what fucking she’d just had, and she told him she’d be fucking my husband’s asshole later, and the best her own husband could hope for was being wanked into the bin again. He felt demeaned when she did that, but it made him very very attentive.

So, with cock cage and schoolgirl skirt in place, Tasha, Helen, Ella, Stacey and me began his last pegging. One dildo in, he had achieved the goal, but we were not done. Some warm-ups, and hour of the tentacle and then well over a full hour of top-speed, full-length alien penetration, the five of us fucking his asshole like it was the last time we ever would. It took it, of course it did, his amazing asshole taking each and every stroke, each and every stretch, each and every flick of his pucker with the same enthusiasm as he took the first. Well over fifty hours of pegging over the last thirty days, and when all five of us were done, we excitedly cheered and cuddled him, Ella draining his cock, and Tasha giving the loving overnight snuggling with him, only with the alien not the tentacle in his asshole overnight, and his cock still caged, held by Tasha’s hand overnight, Tasha’s cuck husband waiting at home to be wanked into a bin whilst Tasha gave loving aftercare to a man with an alien dildo held in place in his asshole.

The following morning, the first of October, Tasha, Ella and I each did a long sloppy rimming session on him, the last aftercare session of the challenge, a challenge that expanded far beyond some pegging every day, a challenge that turned into a true ordeal of endurance, training and filling.

And after we’d finished, he told us what was coming next. Spanktober. Payback. He planned to give each woman who spanked him four hard spankings over the month, and after each spanking, some non-cumming sodomy, then using the brutal wand on our clits to rip some orgasms out of us, like they had to me and Ella a couple of days before. We deserved that. And he deserved what else he wanted, weekly peggings with the tentacle and the alien. He built up momentum, and didn’t want to slow down now. And for those peggings, he wanted the skirts, the panties the whole works, even dripping panties in his mouth. Once a week for the foreseeable future. I think we could all agree to that.

I asked him how he truly felt about the feminisation, the cock cage, the skirts and panties, and he loved it, and was conflicted by it. He needed time to work out where he was, how he felt. I’m conflicted too, because I like him caged and in distress, but I like him rock hard and rampant too. Neither of us have any idea where this might go. In the meantime, weekly feminised peggings, retaliation spankings and harsh orgasm rippings, not forgetting the usual free-use and a seemingly increasing number of farm hands breeding us, and at the end of the month, a Halloween orgy down south, slutty witches at the ready. September was intense, and I was expecting October to head the same way too. And a few days into Spanktober, I headed south by train for my apology fucks with Nikki’s FWB, the evening and the following morning, just as he does with Nikki. Pegtember took a lot out of me too, but it was worth every second of it, and I loved going to Nikki’s FWB, I enjoyed turning up knowing I was there to fuck someone I didn’t know, and Tasha brought about a discovery for me too, but more of that another time.

September was the month his asshole took way bigger dildos, for way longer than before, it was the month he really took to some feminisation, and it was the month way more of our friends got involved in pegging him, and way more of them saw his vulnerability, and got closer to him because of it. Pegtember was a raging success.

October didn’t quite work out as planned. My husband ended up in hospital with a non-life threatening condition, but with so much pain, causing him to be in hospital for a while. Because his recovery is long and slow, he’s temporarily out of hospital, and because of the pain, his cock and asshole are out of action, but his tongue and hands very much are in use. I’ve been facesitting him a couple of times a day, and he has been making me cum and cum, drinking my cunt juices (or medicine as he calls it), and he’s been masturbating me to orgasm with his fingers as and when he wants, groping me a lot and he has spanked me a bit too. I think the fact I’ve been wearing my various nurses outfits have spurred him on. It is lovely to have him back even without his cock.

And then last night, whilst Ella sat between his legs with his cock in her mouth (literally the only thing you can do with his cock at the moment), the free-use men ran a train on me, all for his viewing pleasure.

He enjoyed himself. There was nothing in it for me. Nothing at all. Definitely not the gazillions of orgasms. Definitely not. It was all for him.