[midlifelovelife] My Journey into OC

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midlifelovelife
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Joined: Mon Jun 08, 2020 7:12 am
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Re: [midlifelovelife] My Journey into OC

Post by midlifelovelife »

One of the things that I find to be a bit of a struggle is sleeping well in chastity. And I am not even caged, so it’s not about chafing or other physical discomfort. For me, it’s all about what’s going on in my head. I wake up with horny thoughts in the middle of the night and my imagination starts racing.

This week is our “Shaggaversary,” a term my wife and I use to mark the anniversary of the first time we had sex, now over two decades ago. My wife has been dropping hints about how we might celebrate, but is deliberately vague about what and when. She is taking me up on my encouragement for more teasing and now having sex with her is really on my mind a lot. At one time, I would have just rubbed one off in bed and gone back to a peaceful sleep. Now I won’t dare betray my promise to keep hands off.

I will say, I enjoy the simmering feeling and my wife is enjoying the attention. She remarks often about how “snuggly” I am, compared to the past. On the weekend, I painted her toes again when I noticed that the colour was becoming chipped and faded. I love to admire those freshly painted toes... and massage them and kiss them... She smiles at my enthusiastic servitude.

I am just so tired, and so horny.
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midlifelovelife
Posts: 35
Joined: Mon Jun 08, 2020 7:12 am
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Re: [midlifelovelife] My Journey into OC

Post by midlifelovelife »

Yesterday, my wife and I had an argument in the evening. I was glad that we were able to resolve things before it was time to go to sleep. In chastity, I find that I am increasingly focused on her happiness and I find it more upsetting when she is angry with me.

In the past, I would think of her anger as her problem and I would spend little energy on trying to communicate better. Last night, it was important that I found the words to express myself while taking the conversation away from conflict. I was affectionate and hugged her a lot to restore the mood. I felt more evolved than my former self.

Am I giving too much credit to masturbation control when it comes to this change? I mean, it’s not like I was consciously thinking about my next chance for an orgasm while navigating the evening’s confrontation. I wasn’t “being nice” so that I could get laid. But I definitely felt more caring and more empathetic, behaviours that I have conditioned myself to take on in a more automatic way, since I stopped pleasuring myself several times a week.

As we lay in bed, talking and reconciling, my wife did say that my provocations would be punished; I could forget about touching her pussy for “a while” and she won’t be touching me. My wife has always been one to withhold sex as punishment or incentive, so this is nothing new. However, it definitely has a more profound effect now because it also means I won’t be cumming at all.
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midlifelovelife
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Joined: Mon Jun 08, 2020 7:12 am
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Re: [midlifelovelife] My Journey into OC

Post by midlifelovelife »

Earlier this week, I was working from home and my wife had a day off. She was indulging in reality TV shows while I joined a series of conference calls. I finally finished this onslaught of meetings and came over to talk to her. As I stood next to her, sitting on the couch, she asked me when she would get to see my cock again.

I teased her for a second but she was not having that.
“Take your cock out for me,” she commanded, and of course I obliged. She then proceeded to pleasure me with her lovely mouth, licking me and sucking me. It had been 15 days since my last orgasm, so I soon felt my climax building. My wife backed off, teasing me and asking if I wanted to cum today.
“I do if you want me to,” I replied. She continued her teasing and soon brought me closer to cumming. I warned her that I was close and she hummed her permission. What followed was a long and extremely satisfying orgasm. She stayed with me for every convulsion, drawing out all of my cum.

I think I was quite vocal because my wife remarked on how strong my orgasm seemed to be. This was after she went to the bathroom to dispose of my cum, which she usually does. She also talked about how hard I felt in her mouth.

“I think that your saving up is really making a difference,” she said, “You are having much better orgasms now.” I couldn’t help but agree. I admitted that my previous experience was to cum several times a week and it was not unusual for an orgasm to be somewhat routine. I told her that when I had masturbated frequently, even my orgasms with her used to be less intense.

“Then you definitely can’t go back,” she said.

Back to retaining. It’s been only 2 days now but I am already thinking often about the next one.
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midlifelovelife
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Re: [midlifelovelife] My Journey into OC

Post by midlifelovelife »

Wonderful teasing on the couch yesterday. My wife and I were watching our favourite team play on Sunday when she pulled a blanket over the two of us and began softly stroking my crotch through my jeans.
“Take it out,” she whispered in my ear, and I quickly obliged. She then gently ran her fingers up and down my cock, stopping and starting, going faster and slower. She would periodically comment on a good play on screen, asking me if I saw it, but knowing how difficult it was for me to think about anything but the amazing handjob.
“We should get that dinner in the oven,” she said, changing the subject again.
“How about we wait until halftime,” I suggested, hoping to prolong this pleasure. There were under 2 minutes left until the half. My wife agreed, continuing to lovingly stroke me. At one point, she picked up the pace, jacking me briskly. I turned my face to hers, squirming and trying not to cum. I moaned quietly and said how good it felt.
“Time to get dinner in,” she said, stopping suddenly and grabbing the waistband of my underwear to cover my cock up again. She gave me a little kiss on the cheek and smiled devilishly. I proceeded to buckle back up and head to the kitchen.
As the second half started, I pulled the blanket back over the two of us.
“Don’t expect anything raunchy under the blanket,” she chided. Then she hinted that maybe something would happen in bed tonight.

Something did happen later in bed but it didn’t involve my cock. My wife asked me for a massage and I was happy to oblige. Getting to rub her back and hopefully her cute ass was a perfect thing to occupy my aroused mind. I did a proper job, applying massage oil and working her back muscles vigorously. Eventually I worked my way down to her ass, pulling her panties down and oiling her up. She moaned her approval. At a certain point, I began massaging her inner thighs, right near her pussy. Sensing that she might like more, I probed a couple of fingers towards her mound, reaching under her while she was still face-down on her stomach.

Moaning, my wife parted her legs and lifted her hips off the mattress, allowing my fingers to access her labia. She was quite moist and I spread her lubricant around her pussy and onto her clit. She was clearly enjoying a handjob of her own now. With her cute ass arched towards me, I moistened a finger on my other hand and began working it into her puckered asshole. Although she rarely asks for this, she loves having a finger in there while I work her clit.

Pretty soon, I had a nice rhythm going, playing little circles on her clit, sometimes moving off to massage her labia and gather more moisture. My other finger was fucking her ass gently, just one knuckle deep. Her ass started to get dry, so I added a lot more saliva, making it suddenly very slick. She moaned louder now and I picked up the pace with her asshole. Sensing that her orgasm was close, I doubled down on her clit as well. My wife turned her face into the pillow and her body tensed up. Her little ass pulsed on my finger as a wave of contractions came over her. As she rolled into another small orgasm, I just pressed my fingers against her clit, holding the pressure while the wave washed over her. She relaxed and I withdrew my fingers from her ass and pussy.

She flipped over and commented that I was a “dirty boy.” But she was all smiles as she staggered onto her feet and to the bathroom to wash up. I warmed up her heating pad and brought it to her in bed. Feeling totally relaxed, she was definitely off to sleep now. She took a moment to stroke my crotch through my pyjamas. Her eyes widened in surprise at my erection.
“What do you expect?” I replied, “I love giving you pleasure, so that was pretty hot for me.”

As she rolled onto her side to go to sleep, I headed downstairs to finish cleaning up the kitchen. I enjoyed the warm feeling that comes with unsatisfied arousal and thoughts of a satisfied wife. We guys in chastity know it well.
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midlifelovelife
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Re: [midlifelovelife] My Journey into OC

Post by midlifelovelife »

While I was massaging my wife’s back in bed on Friday night, I made a point of telling her that her teasing has been exquisite lately and I really appreciate it. She smiled but told me it was pretty easy to tell how much I like it.
“Since you like it so much,” she said, “maybe I will keep getting you closer and closer, but never, ever let you get to completion! How would you like that?”

“That would be I interesting,” I said, smiling.

“You’re so weird.”

“Don’t get me wrong,” I added, “I really want to cum every time. I just want you to keep me guessing. I want to get to the point where I never know when it’s going to happen or if it’s going to stop. I think that’s really hot.”

“You already know that I have the control,” she said smugly, “I am the only one who knows when you’ll cum.”

“Yes, but I can always tell when you’re definitely going to let it happen.”

“Is that so?” she replied thoughtfully.

Since then, the teasing has been even more consistent, especially when we are spooning in bed. I think she has new resolve to keep me aroused and seems to have a new perspective on what it means to really be in control.
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midlifelovelife
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Re: [midlifelovelife] My Journey into OC

Post by midlifelovelife »

When I read some of the other journals on this site, I am a bit envious of some guys whose wives experience a massive increase of libido with chastity. My wife is enjoying the teasing, comfortable with the knowledge that it doesn’t have to lead to anything further. I would gladly go down on her every single day, whether or not there was any chance for me to cum.

A few days ago, I was working from home and she was busy organizing the house to get ready for Christmas. When she came over to where I was working at the dining room table, she pressed her tits against me and told me her plan for the day, starting with a shower and wrapping up with our dinner plans. I took the chance to suggest some oral pleasures first, since she was going to have a shower anyway.

She smiled and bit her lip coyly. “That could be nice,” she considered, “Don’t you have to be on a call.” I explained that my calendar was clear for the morning and I could spend all the time we need. She went back and forth with the idea several times and eventually said, “No thanks. I don’t feel like that right now.” She checked my crotch to see how aroused I was, giggling at the confirmation .

It’s dropped quite cold this week. Later that morning, as my wife flitted around with her activities, I felt a draft by the dining room window. I went upstairs to put on an undershirt. Hearing my belt buckle, my wife quickly came to the stairs and called up, “What are you doing?”

I explained that I was putting on the extra layer.

“Oh,” she said with a raised eyebrow, “I thought you were taking matters into your own hands. I know you were pretty excited earlier. You are supposed to be saving it for me.”

This is new. Chastity enforcement. So hot.
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midlifelovelife
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Re: [midlifelovelife] My Journey into OC

Post by midlifelovelife »

On Christmas Day, my wife treated me to a glorious handjob in the shower. She really enjoys making me cum so it was a nice present for both of us. I kept thinking about it over the next couple of days— the way her wet tits were pressed against me while the water cascaded down, the way she stroked me and whispered in my ear. Being on the honour system, I couldn’t resist edging myself a couple of nights later while she slept beside me in bed.

But I took things a bit past the edge and ended up having a (mostly ruined) orgasm. Damn, I had been carrying a flawless record for months before that little violation. I decided to forget about it and just focus on getting back on the wagon, so to speak. No need to confess this to the wife.

Well only two days later, we were working on a puzzle to pass the lockdown days. She turned to me and said, “The real question is, when are you going to stop beating your meat?” I looked up from the puzzle into her eyes, her smiling, knowing eyes.
“How did you know?” I asked.
“I can always tell. You treat me differently after you’ve cum.” Then the next thing she said kind of playfully, “Just don’t let it happen again.” It was like she was trying to be stern and dominant and isn’t yet feeling totally comfortable with that.
Man, I felt like I was a horny teenager getting caught. It really helped me get back in line.

Since then, it’s been all just teasing from my wife. Tonight we are sending the kids to the grandparents for date night and my wife is expecting some sensual pampering. She wants me to use her new toy that’s been in the box since Christmas. She said I may get to cum too, if I’m good.
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KittensBoyToy
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Re: [midlifelovelife] My Journey into OC

Post by KittensBoyToy »

So what's the new toy? We expect a full report on how it goes and if she likes it!!!!! ;)
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Kitten's Boy Toy
I'm Kitten's property and She keeps Her property secure in a Jail Bird!
midlifelovelife
Posts: 35
Joined: Mon Jun 08, 2020 7:12 am
Last orgasm: December 27th, 2020
Gender:

Re: [midlifelovelife] My Journey into OC

Post by midlifelovelife »

Well, date night was pretty fantastic. We have actually had two date nights since my last entry.
With lockdown happening in my region, there’s no going out, so we enjoyed Thai takeout and a bottle of wine, then streamed a couple of episodes of our favourite show in the bathtub. I washed her feet as we sat across from each other and she occasionally rubbed her foot against my cock, smiling at my purple erection, then stopping and letting me go back to flaccid.

After the bath, I set up cushions in front of the gas fireplace and cranked it up to a roaring level. I invited my wife down to the floor and proceeded to massage her back and legs with her new massage oil from Christmas. I lingered for a while on her cute ass and also massaged her perfect feet, licking and sucking her toes. This started to invoke some arousal and I could see her body twisting and tensing.

I then whispered in her ear, asking if I could lick her asshole, something we have never done. She is a bit grossed out by the bacteria issue, but has often wondered how good it would feel when we have seen rimming in a porn movie. I told her I would do it with a plastic wrap barrier (a hack I had recently heard about). She consented and lifted her hips to allow me a proper angle.

Judging by the noises she was making, she really enjoyed my work and I was as hard as a rock. After a while, she suggested that we add in her new toy. Since readers wanted to know, it’s a We Vibe (Nova), which has a g-spot stimulator and a second wand for the clit. In the darkness by the firelight, I had some difficulty finding the entrance to her pussy and we laughed as I fumbled around. Finally, I positioned the vibe inside her and began massaging her g-spot, then turned on the rumbly vibrations. The whole time, I continued licking her ass.

The clit vibrator has a second motor, but I just gently stroked it against her clit without vibration, taking it away as a tease. After a couple teases, she wasn’t having that, and she ordered me to buzz her clit. Of course I obeyed, and it wasn’t long before she had a shuddering orgasm, moaning face down into the cushions.

“Oh, you might have just put yourself out of a job with that new thing,” she said. I felt so happy that I had made her feel so good. Then she rolled over and wanted some PIV sex. I entered her, missionary, and tried to take it slowly to make things last. It was pretty hot and romantic by the fire, but she also wanted a good fuck so I picked up the pace and told her I was getting close. She wanted us to come together and so I just went for it and she fingered her clit to a second powerful climax. She was so loud.

Afterwards, we went up to bed and watched one more episode of our show while cuddling. She kept teasing her “dirty boy” about the rimming and how it got me so excited. After a while, she wanted to try the vibrator again, this time on her back. I lubed her up and massaged her inside to get ready, but when I tried to insert the vibe, she found she was too sore. Instead, I just put my thumb on her clit and gently rubbed her gspot until she soon came for a third time that evening.

Great night!
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midlifelovelife
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Joined: Mon Jun 08, 2020 7:12 am
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Re: [midlifelovelife] My Journey into OC

Post by midlifelovelife »

We have decided to give the master bedroom a makeover, featuring a big closet system. My wife is pretty excited about it and on Friday night she told me that if I get a satisfactory amount of work done, she will give me a blowjob and let me cum in her mouth.

Needless to say, I was highly motivated to get things done and got through most of the one side by Sunday at dinner. My wife was ready for an early bed that night, fighting off a headache. So I didn’t push my advantage. (Do guys in chastity ever have an advantage?)

Today, she was admiring my work from the weekend and mentioned the blowjob.
“I am feeling really productive today,” she said, “getting through so many items on my to-do list. Maybe you’d like that BJ thing that you earned.”

She sat on the bed and had me stand in front of her, then undid my pants and pulled out my cock, already getting hard. Then she stroked me to a full erection and took me into her beautiful mouth. She paused every few seconds, asking for feedback on her technique. I was delirious with pleasure and urging her on. I could feel my orgasm around the corner. And then, she stopped!

“That’s all for today,” she teased, zipping me back up, “still lots of cabinets to get installed, so hopefully we can finish this off some time.”

I’m always impressed when she denies me after going far like that. I know she enjoys giving me the orgasm, so it takes some will power for her too. Afterwards, we enjoyed a cup of tea and talked about the project and other renovations we are thinking about. I was so fucking agreeable and I think I just committed to another year of projects.
Who’s pushing the advantage now?
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