[cshorts] My (our) journey

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cshorts
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Re: [cshorts] My (our) journey

Post by cshorts » Wed Jan 30, 2019 10:21 pm

Uncaged for surprise afternoon sex romp with PIV (I came home early from work). SL told me she wanted me to orgasm (so like a good boy, I did!).

Days since last orgasm (new record for me since SL became my KH): 24 days
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Wearing: MCN Contender
In chastity since: 3 October 2018

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cshorts
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Re: [cshorts] My (our) journey

Post by cshorts » Mon Feb 04, 2019 2:37 pm

Had my first prostate milking yesterday, somewhat unintentionally and unexpectedly. I was wearing a butt plug during an hour of T&D, but just sitting in there -- not vibration, no playing with it. Afterwards, while sitting side by side in bed cuddling and chatting, my wanna-be erection started to deflate (I was caged, so almost all of the blood and pressure were in the root behind the cage), and suddenly a gush of pre-cum poured out...this was not leaking! My right thigh was covered -- I've never seen so much prostatic fluid. Felt pleasant (sort of like the release of peeing), but nothing I'd call an anal orgasm -- indeed, was coming down, not feeling especially stimulated at the moment.

I've tried a couple of times to give myself a milking with a vibrating butt plug, unsuccessfully. This plug was not stimulating my prostate nearly as much (at least in the sense of pleasurable, OMG stimulation), so I didn't expect anything to happen. Live and learn.
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In chastity since: 3 October 2018

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Re: [cshorts] My (our) journey

Post by cshorts » Fri Feb 15, 2019 3:48 am

Very special Valentine's.

Off-site meeting ended early, came home early. Took an hour nap next to sweetie. We cuddled and kissed after, but then she abruptly pulled away, she said she wanted to tease me. "Apparently that's what you like."
Dinner at a gourmet Peruvian restaurant. Presents at home after. Then sweetie told me to come upstairs. After she stopped in the bathroom, she peremptorily told me she wanted a foot rub. I've been giving her two or three a week since we started chastity, but always when I offered: this was the first time she ordered me. Be still my heart! She mentioned she'd started reading the section on tease & denial in Lucy Fairbourne's book, and it had given her some ideas. I walked over to her side of the bed, pulling on a white merino t-shirt to wear while rubbing. "Oh no, none of that. Shirt off. Undies off too." When I was naked before her she pulled me over and unscrewed my cage.

After a long, luxurious foot rub, she told me it was time to move on. We started making out. I pulled her on top of me while we were kissing, but she abruptly rolled us so I was on top, spread her legs, pushed he up and said "Penis inside. Now." Then proceeded to drag her sharp nails down my sides. When she had me squirming and moaning, she grabbed my nipple barbells and started twisting them as viciously as she ever has. I was writhing and squealing, while trying to continue angling my cock against he g-spot and rubbing it.

With my targeted thrusts and her new (V-day present) Eroscillator, she erupted in two consecutive, noisy Os. Then she began tormenting my nipples again, knowing that almost always is guaranteed to send me over the edge while I'm inside her. About to lose control, I paused. "Keep going", she instructed. I thought that meant she wanted me to come, but she didn't say so explicitly, so I started thrusting against her g-spot again, but concentrating like heck to not explode unless and until she told me too.

After her next orgasm, she pushed me out. Still roaring horny, I slid down and brought her off again with my tongue and two fingers inside. Then she rolled away from me, clearly signaling she was done. I cuddled with her, humping against her thigh and whimpering. She laughed and said I'd had my chance -- she did want me to come earlier when she was tormenting my nipples. "But that's okay. We're done now."

She's lying by my side now, gently sleeping. I'm too wound up to sleep, so here I lie, deeply in love, horny as all get out, writing in my journal.
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Wearing: MCN Contender
In chastity since: 3 October 2018

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cshorts
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Re: [cshorts] My (our) journey

Post by cshorts » Sun Mar 10, 2019 3:51 pm

The past couple of weeks I’ve been relatively quiet on the forum. Likewise our sex life. I’ve been in the middle of a very exciting, high stress, publicly visible project at work. Many evenings I’ve been working after dinner until 11, and even when not working until sleep time I’ve been exhausted. That and the orgasm a week ago followed by the usual drop, and I haven’t been lavishing my SL with attention and service the way I have since starting chastity in October. She said she missed it, but understood. We also both remarked that we feel a bit distant, with so little time together, not much cuddling or cooing (and no foot rubs!).

I don’t know how much things are going to settle down, but I carved out at least a temporary respite this weekend. Got back from a business trip around 6pm Saturday and spent the evening with SL. Had our usual Sunday AM 2 hours in bed, this time following my serving her breakfast in bed with a long foot rub while she watched a porn flick … and used her wand to get off three times. That was a treat for me, though bit distracting from the business of soothing her tired feet! Then I joined her for more play, but she left me caged so it was tongue and inserted fingers until she asked me to insert one of her vibrating dildos. After a bit tongue was replaced by wand, and with the two vibrating toys assisted by my fingers and nibbles on her nips she had a “spectacular” (her word) and louder than even her usual loud O, followed by exhausted collapse. After time to calm the breathing and more kissing and cuddling, she tormented my nipples until *I* was louder than usual — not quite screaming but definitely yelping loudly enough for passersby to hear. After a strong nipgasm (same peak and release type of feeling but centered in my nipples and mind, no release for my cock) we collapsed together for more cuddling. About 10 minutes later, as I started to come down from the excitement and the frustration of denial, my prostate let loose, bathing my balls and thighs with more pre-cum than I think I’ve ever released before. Got up for my regular Sunday Skype with a remote shut-in friend, but it was only 10 minutes this week because he had family arriving. Headed back to bed to spend a couple of more hours reading and lazing next to SL. My caged+Viagra'd cock keep periodically straining at its confinement, and my balls are aching (doesn't happen often at my age), but all I get today is the sweet torment of denial.

Wonderful to have quality time together again, and to minister to her body. I love bringing her pleasure.
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Re: [cshorts] My (our) journey

Post by cshorts » Sun Mar 17, 2019 4:06 pm

Life did start to settle down a bit this week. Still pretty busy, but at least got reasonable sleep the second half of the week, and started to feel more sexual and emotionally open again. Gave SL a couple of long foot rubs, planned a lovely Friday date night, went down on her a couple of evenings during the week. Great to re-connect again.

In anticipate of our regular Sunday morning play time, I mentioned to her Friday night that, though it was of course entirely up to her to decide my orgasms, if she wanted to know my preference this week I’d rather hold off longer. I was just starting to feel like I’d recovered from post-orgasm drop, two weeks since my last (the drop so extended due to work stress and lack of sleep), and would like to keep the feeling going. Later I reminded her, since she really likes PIV and has indicated that doing without is a sacrifice (even with g-spot enhanced orgasms using fingers, vibrators, NJoy, etc.), that denying me an orgasm does *not* mean she has to deny herself PIV — she just has to tell me not to cum and let me withdraw as needed.

This morning I rose early as is customary, to shower and prepare her breakfast in bed. After breakfast, I offered a massage or footrub to get things started — she happily jumped on the offer of a footrub. I had planned ahead a bit: put my sleeping blindfold on her, then my wireless headphones, and cued up an erotic story on audio that I thought she would enjoy…I chose one 30 minutes long to get a reasonable time for the footrub. Plugged in her Magic Wand and set it by her hand. I then settled in to the pleasant activity. It was a bit odd sitting at her feet, at the end of the bed, massaging them while she was lost inside her head — I couldn’t hear what she heard (though I’d pre-listened to the story) nor see her eyes. But I drifted into my own headspace, intently focused on the muscles, tendons, ligaments and bones in her feet. A couple of times I slid down onto my back so that my big toe could gently massage her clit at the same time — though I found trying to make delicate, targeted movements with my toe at one end of my body, and with my hands, massaging her feet at the other, was a challenging multitask.

About halfway through the footrub she put down her finished coffee and picked up the Magic Wand, and wow! She brought herself off once, rested a bit, then again, still sitting up against her pillows. A few minutes or relaxation later, she slid down onto her back, spread her thighs wide, and went at it again. Massaging her feet while she was getting worked up and orgasming was a bit different: her feet tensed up and toes curled, resisting my massage! All of which was VERY exciting and fun for me. She brought herself to two more increasingly noisy and energetic orgasms in this position, as I finished up the footrub (admittedly, spending a bit less time on the second foot than the first — this was just getting too exciting).

She had gotten the security key before we settled in, so I was hopeful I’d at least be getting some hand or mouth teasing without the cage, perhaps PIV. But first, after I put away the foot cream, I knelt between her legs to go down on her. She immediately said she instead wanted my hand inside her while she used the wand again, so I moved up a bit to kneel between her thighs for the best hand access, and used my mouth to lick and nibble her breast instead. This time, using my thumb to deeply massage her Kegel muscle (she *loves* that) and the deep roots of her clit (g spot) while she wanded the head of her clit, she *really* exploded. Wow. As she sank into the bed in post-orgasmic haze, I lay down on her, nuzzling against her breast (even after all these years I worry I might crush her, but she really likes this cuddling position).

After a few minutes of heavy breathing, gradually slowing, I smiled and asked if she was done, or just getting started? “I”m done, sweetie, thank you.” It was wonderful to see her so satiated and happy….but….but. Her tease and denial was to let me watch her having an hour of repeated and increasingly exuberant orgasms, rubbing her feet and pussy, kissing her and cuddling her, and…then nothing for me? Jeepers!

After another few minutes I rolled off and cuddled up alongside her. My caged dick rubbed a bit against her thigh, which got me wound up again, so *I* grabbed the Magic Wand and started using it against the cage. Wow — first time I’ve done that. As excited as I already was, it immediately got me supercharged, and I could only go for about 30 seconds before I had to stop or cum. I’ve never come inside my cage before — didn’t know if I could. I definitely can! But she hadn’t told me to (and I *had* said I wanted denial this weekend) so I backed off. But then, having learned how effective this was, I edged three more times. SL was smiling and even laughing a bit watching me struggle with the mix of pleasure and frustration. The fourth time she grabbed the wand as I got near, turned it off and set it down away from me. “Are you taking charge?” “Yes, and I don’t know if I can trust you!”

What a fabulous, fun, frustrating, wonderful morning.
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Wearing: MCN Contender
In chastity since: 3 October 2018

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