My husband was, so far, taking his daily peggings well, and he was enjoying our gentle foray into feminisation, proper women’s panties, tiny skirts, stocking and suspenders were all adding to the appeal of the peggings for him, and I have to say, us women were loving the feminisation, and the degradation of the spitting and drooling was playing well with him and us too.

Sunday (6th) was no day of rest for my husband’s poor abused asshole. By now, his asshole was complaining, sore, stretched, but we had to be so careful. If we injured his asshole, it would be game over. But it is hard when we are so excited, and his asshole so accepting. At the rate we were going, he would be pegged for well over forty hours by the end of this, and his asshole had to last.

Stacey came back to do the rimming and spitting, and was joined by Ella, as we decided to do two twenty minute rimming sessions to soothe him, and the girls checked in with him to ensure he was happy to carry on. Saturday was intense, and Sunday would be no walkover, as Sara was on a flying visit, and stayed overnight to peg my husband along with me and Ella, and on that day, I gave Sara the honour of the massive dildo at the end, and she fucked his poor asshole hard and mercilessly. On her arrival, she was wearing her own baby blue tie-sided bikini style panties, which it turns out she had worn for three straight days to prepare them for this evening, masturbating into them three times a day, cumming into them three times a day and pulling them over her messy cunt each day after her husband fucked her whilst pulling them aside. She held them to my husband’s nose whilst Ella drooled on his asshole and then started his pegging, and then Sara re-tied them to fit my husband, and put them on him, pulling them aside for us to further peg him, just like her husband pulled them aside to fuck her. All the while she was pegging my husband, she was talking about her panties full of girl cum, and how only sissies would cum hard from wearing her dirty panties and from being ass fucked by a number of wonderful voluptuous women. Her language was vicious, her pegging even more so, and my poor husband came and came. She was particularly nasty with the large dildo, and you should have seen her eyes when she saw the tentacle dildo he had ordered. She had no plans to come to peg him again, but that changed her mind.

Monday (7th) arrived, and Sara did the first twenty minute aftercare soothing sloppy anilingus, before she set off for the rest of her day. I did the other twenty minutes. I was hopeful the tentacle would arrive, but there was no joy, and it fell to Anna and Helen, with a little bit of me, to punish his asshole that evening with what we already had. At one point, Helen told him to stop whimpering, as this wasn’t even a quarter over, and his asshole wasn’t going to survive this. He came. Helen picked out the panties and stockings and suspenders, lacy black bikini panties, that they moved aside to peg him, over matching black stockings and suspenders. He also had the cock cage. Anna wanted that. As his second wife, she could see long term use of that. She particularly enjoyed sliding the steel into his urethra, an act that, on his part, demonstrates the utmost trust. And they both spanked him, in between the peggings, in between playing with his caged cock. As we were all called to be with our second husbands overnight, I left them to it part way through, and Helen and Anna both shared the warm-ups and the brute, before Anna stayed with him overnight, spooning him and loving him, whilst keeping him caged well beyond the pegging, and Helen went off to be ass fucked by Tanya’s husband.

Tuesday (8th) and Rose’s husband gave me my Submissive Sodomy whilst my husband gave Anna hers, and at her request, he still had the panties on. Anna then did the twenty minute analingus session (with the panties pulled aside) before going off to work, and Ella did the other one. I arrived home to find the tentacle dildo, unwrapped and on display. And I’d use it on his asshole that night. I sent a picture of it to Nikki, and she vowed to come up and use it on his asshole. But that night, the pleasure was all mine, with him warmed up by Ella and Laura. I’ve never lubed an asshole so much as I did that night. The tentacle was, quite simple, huge, a highly textured brute. I teased my husband all day about it, and in the moment, he was scared. But he knows I know how to manage his asshole. I’m eight days in. I have twenty two to go, so I’m not going to injure him. Yes, I’m going to push him and I’m absolutely going to train him. And that started at the end of a long and hard warm-up pegging from the girls. Its shape kind of pushed and stretched his asshole naturally as it started to go in. It stretched, it twinged a little, and his eyes moistened as I slowly pushed in. Ella nudged at his face, kissed and snuggled him telling him how well he was doing and repeating the “take it like a girl” line, perfectly mentally stretching him. I got over half way in, more than I was expecting, and then I fucked that little bit pushing it a little extra in each time, before finally admitting his asshole had taken enough for a first try. Ella still kissed him telling him he was a perfect girl, with sexy pink girly panties and a dildo up his ass, not just any dildo, a massive tentacle one.

Wednesday (9th) saw Ella back for sloppy analingus (she was rather enjoying it, especially the demeaning spitting and drooling), and Carla on the second leg, and Carla and Anna for the evening, with each of them doing a bit of tentacle work as well as me. They both got so excited about it and I know they’ll be on for full steam fucks when he can take it. The end of the dildo is huge though, so I didn’t know when he would be able to take it all the way. They put him in the cock cage, his urethra again being invaded by a stick of steel, and whichever one of them wasn’t fucking his asshole was playing with the cage, pinching and squeezing his balls and teasing his metal caged cock. You think his asshole was suffering, but his cock was too, caged, stopped from cumming and tortured by two women with an evil streak. He barely survived the evening, and clearly needed some cock sucking aftercare, Carla doing the honours, as well as the twenty minute sloppy rimmings the following morning. Anna spooned him for a bit immediately after his pegging, as I was required to be bred by the farm hand. Fitting all this pegging in with our free-use commitments takes some work!

Thursday (10th) saw me sucking so much cum out of his poor cock, and Stacey and Anna providing the rimming sessions, and Stacey was back for the evening, with Poppy, another new pegger, but Stacey had picked it up quickly and I was able to help out with teaching Poppy too. That session was long, but was calmer than some in recent days. Don’t get me wrong, he was pegged hard, but there was less frenzy, and that was quite fun. His cock was caged again, with whoever wasn’t pegging him gently playing with it, the teasing was just as bad for him though, the pain of not being able to cum was forefront as the pegging hit hard. But I had the tentacle, and wanted to make progress on getting it further in his ass. I was pressing into his ass hard, smooth, but not slamming, and I think Poppy realised what I was doing and kissed him and played with his balls in her hands, distracting him from the stretching his asshole was feeling.

He moaned a little at the pressure on his asshole, but Stacey dropped to her knees and said calmly in his ear (whilst Poppy was still kissing him) that “he was such a Good Girl, and if he took that tentacle all the way in, she’d piss for him, sexily, confidently, openly, whenever he wanted, however he wanted, she’d let him hold her cunt lips open to view, to taste, to enjoy. She’d become his own little piss slut any time he wanted if he just gets that little old tentacle all the way in.” God, she knows how to give him an incentive. As I pushed further in, she carried on sexily speaking to him, whilst stroking his hair, telling him “to make his asshole a big slut, like her pisshole would be for him. Imagine watching her bright yellow stream streak across the air, imagine drinking her warm sweet yellow piss directly from her pisshole.” I don’t know about him, I was still nearly cumming at what she was saying. She looked at me and saw me push it a little further in. She carried on, telling him he was almost there, calling him a Good Girl once again, a Good Sexy Girl. As I pushed in again, making his body shudder with the stretching, Poppy broke off kissing him and offered to piss for him too. “Not just once”, she said, and looking at Stacey, she added, “neither of us are just once”. She then looked at me, applying constant pressure to his asshole, willing the last bit in, and she added “Just like Mira pisses for you. Think how much you love that. And you’ll have two more.” She guessed I pissed for him. She was right. Mind you, Anna does too, and some of the other women. Still, it was a good incentive.

As I pushed it in, he rasped, amongst hard breathing, “Get it in, piss queens.” Instead of constant pressure, I started slow strokes, him yelping at each one, a yelp I wouldn’t normally ignore, but he’s made his wishes clear. Each stroke crept a millimetre further in, until suddenly it slid all the way in. He cried out, and I held the dildo as deep in him as I could. Stacey stroked his hair, and told him she was proud of his panty clad ass. Poppy told him he was such a good ass slut, and I, well, I was fighting to keep the tentacle buried deep in his asshole.

Once I got my breath back, I told him I was going to do a dozen slow strokes, ending all the way in, before I pulled out for tonight, and handed over to his new piss queens for a dozen each from them, and so I began, slowly, rhythmically, pushing all the way in, then pulling all the way out. As we passed a dozen, the pushing in got easier, and we hit twenty, the slams got harder, and the poor man, cock still caged and plugged, took all 36 deep strokes with the monster tentacle in his stride. Stacey pulled out of him, leaving his asshole quite sore, and Poppy removed the cock cage and gave him a blow job until he came, until he was finally able to unload the contents of his big heavy balls. I spooned him that night as well, big spoon to cuddle him. He deserved it. I think he needed it. And that night wasn’t the night to make these women piss for him either, no matter how much he wanted to.

It is clear that he is needing more aftercare on the night after a pegging, not his asshole directly, but loving, caring, cuddling. He’ll definitely get what he needs. It is also clear the morning after spitting and lickings are absolutely needed, to both soothe and moisten his abused hole. Maybe even three will be needed by the end. This is a marathon, not a sprint.