Alex’s Diapered Pegging Weekend
He spent the entire weekend nicely diapered. As soon as he got home from work on Friday, I met him at the door, and I demanded he strip as soon as he walked in the threshold of the house. He was then put into a diaper and onesie, and he spent the rest of his evening diapered up like a good little boy. When I was particularly bored or when the urge struck me, I was happy to gently stroke him through his diaper - or just rub his getting-wetter diaper up against his body. I always have to stop pretty quickly though - it’ll easily make him cum in seconds.
He had multiple diaper changes that night, and like is required, he was put to bed in a fresh diaper for sleeping. In the morning, he woke up, he went to the gym, and as soon as he was showered, it was back to a diaper for him! I was generally enjoying all of the diaper time - and all of the teasing and denial I was giving him. ;) Plus, as I always tell him, there’s just “so” many diapers around the house, and it’s his responsibility to wear them all. He doesn’t want to shirk his responsibilities. ;)
Early in the afternoon, after he’d had time to digest lunch, he was told to gather a list of supplies and sit out on the living room floor. After his last wetting, it seemed like his diaper would need a change soon, and I wanted to take advantage of its thickness. I snuck into the bedroom, slipped on my strap-on cock and harness under my long maxi dress, and came out into the bedroom. It’s a pretty noticeable dildo, so the tent in my dress was very instantly-exposed. He was a much more compliant play partner from that point forward - as the sickness had kept us from any pegging play for weeks.
Still clad in his thick, wet diaper (which was pretty close to the point of needing a change), I told him to lay up on a piece of sex furniture that would present his dippy butt to me. He did, and I enjoyed massaging the full Lil Monsters diaper on his body. You guys have seen exactly how much I enjoy it - and how I do it - on videos on here. I grinded the fullness of the diaper into his body and enjoyed bouncing the thickness and the heft so it would rub against his most sensitive areas. It’s always surprising how full and heavy these wet diapers can get!
I was having a great time. I’d press the wet, thick diaper up against his cock and tease him about it. It was definitely dry when I put it on him - why did he have to ruin it and piss on it? It was nice and clean when I first touched it. I love teasing him, and I enjoyed taking him to the brink of orgasm - and then ceasing all stimulation. Over and over again, I tortured him. ;)
Once I’d edged him five or ten times just with the feeling of the diaper rubbing against his cock. From there, I pulled a bundle of rope out of my bag and tied up a basic chest harness around his chest (and the lacey bra he happened to be wearing that afternoon). From there, his ankle was tied up tightly against his thigh - and both the thigh and his ankle were anchored to the chest harness. The process was slowly and sensually repeated on the other leg - essentially “spreading his legs” for me and my strap-on harness and cock. ;)
Now he was nicely and full bound in rope, but he was still wearing his full Lil Monsters diaper. I took the chance to tease him - and edge him! - even more. After even more teasing, I slowly untaped the tapes to his diaper - in-between caresses to the full bulge between his legs. With painstaking slowness, the tightness of the diaper began to loosen with each tape. This continued until the end - where the full diaper flopped out beneath him, instantly revealing his erection and butt to me.
I didn’t waste much time then. I squeezed out some lube onto my strap-on cock, and I made him watch as I stroked myself to cover its entire, thick length. Another squeeze of lube was used to cover my fingers as I gently lubed him up and slid some fingers in for a bit of fun. Just another level of teasing adding onto his waist - and making the torment even more fun.
Once my fingers were out, they were quickly replaced with something larger, and I slowly slipped my silicone cock in - inch by inch - letting his body get used to the huge size. I took the chance to remind him about how he was getting pegged right on top of his wet diaper, and I watched his cock twitch with the reminder.
After the length was entirely slid inside him, I started with slow, teasing strokes, taking the time to gently stroke his cock to the edge before dropping it - over and over. I had no plans to let him cum quite so easily - this was all about keeping him on the edge for as long as I wanted him to be there.
Twenty minutes later, and my cock was still pounding him into his wet diaper as I’d tease his cock every few minutes to the point of orgasm. At this point, he was pretty much begging to cum, and I was (honestly!) getting a bit wornout from all of the pegging too. With no warning, I sped up the thrusting, and gripped his cock firmly. Within seconds, we both were cumming.
Afterwards, I pulled out and cuddled with him and told him what a good job he did as my personal sex toy. ;) He then was instructed to shower, and as soon as he was out of the shower, I was standing there with another dry diaper to change him into.
Just an average day of being my little diaper boytoy. ;)
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