CuckoldPlace.com
World's Biggest Cuckold Community CuckoldPlace.Com! 124810 registered members can't be wrong!

  Cuckold Dating - Signup here    · Contact Us · Search ·  Sign Up  · Members Area · Polls · Chat · 
YOUCUCK.COM RECENTLY ADDED VIDEOS
CuckoldPlace.com /
Basic Cuckold /
 

Maybe the start of something...?

Rating: 21
 Page Page 3 of 4:  « Previous  1  2  3  4  Next »
macca121

Member

Posts: 1682
#61
 Down to the last message
Really interesting update.....thanks. M
1999

Member


Posts: 244
#62
Up to the first message Down to the last message
So, although the original night in the cage wasn't quite what I expected, I've been keen to try again and a few weeks later, the night before Louise went out for another youth group function, I said I'd lock myself away again and she could free me when she got home. Louise didn't seem horrified by the idea, so, the following night I gave her the keys to my cage, kissed her goodbye and waited for her to return.

Again, because real life gets in the way, I had to get the family to bed first before locking myself up, but once I was "secure" I busied myself around the house doing chores until she returned. When Louise returned I was still in the kitchen and we chatted, made lunches for the following day and went to bed. There was no grand unveiling, but she did pat me through my jeans to check what it felt like. It wasn't mentioned again until we were in bed.

We were both in bed, me in shorts, Louise in sweats and a t shirt, when Louise asked if I wanted to be let out. "That's entirely your choice" I told her. Louise laid me on my back, removed my shorts and started inspecting me, all the while making my cage tighten. "Does it hurt?" she asked. "The worst part is the sharp edges on the lock", I said. Louise, finished with her inspection, wriggled out of her sweats and kissed her way up my torso until she could kiss me on the mouth, I could feel her body pressing against me, but the cage robbed me of any feeling in my cock, making for a bizarre sensation. Wordlessly, Louise continued up my body, straddling my chest until her pussy rested on my chest. I took the hint and craned my neck forward, hungry to taste her pussy lips which were just out of my reach.

She shifted her weight forward and I moved my arms behind her, so I could grasp her hips from behind. I pulled her onto my face and ran my hungry tongue over her lips and across her clit. As she steadied herself on the wall I licked and sucked her for all I was worth – I was more motivated now than I had ever been. I sucked he clit from its hood and rolled it around my tongue as she pushed down on me, shaking. There was a quiver, then a gush as she filled my mouth with her juices, which ran over my chin and down my neck. Still I held on tight, clamping her against me through another two or three squirts which I drank down as best as I could before she lifted herself off me.

She moved to lay alongside me, sighing, and asked again if I wanted to be released. I told her, again, that it was up to her. She told me the first thing she needed to do was go to the bathroom, so she left me alone, still caged. At this point, with no distractions, I became aware of exactly how much discomfort I was in; my body wanted my cock to be hard, but I was being constrained by a steel prison. My cock was swelling, and the cage was accommodating me by what felt like trying to slowly pull my balls off. It was almost unbearable, but I knew I could not release myself without Louise giving me permission, otherwise what was the point?

Louise returned and began her inspection again, but his time much closer. She swung my cage slowly, almost to gauge its movement, before settling between my legs an kissing my thighs and groin. I could feel her breath on my balls, which by this point stood upright from my body like a pair of balloons, before gently kissing them and working her way down my taint. By this time I was whimpering, both in pain and arousal, as she held the shaft of my cage and rubbed it against her pussy lips. She appeared to like the feeling of this, but again, I felt nothing.

"Get your keys, lets get this off" she offered, and I didn't need telling twice. I grabbed the emergency key from the night stand and freed myself – the pressure in my cock almost blowing the cage off as the lock was released. Louise held my shaft gently, but any hope of a quick release were dashed as she slowly took me in her mouth and worked my balls in the manner of someone who has all the time in the world. Louise is becoming quite adept a tease and denial, and all her skills were on show tonight. She edged me hard four or five times. Each time with I believed this would be my time, and each time she pulled me back from the brink as I moaned, whimpered, shook and begged for release. Normally Louise asks if I want to come or not, but there was no discussion tonight. I was entirely in her hands, and I both loved and hated it. Eventually after what seemed like an eternity, she pushed me over the edge. I felt like I came buckets. I was covered, the bed was covered and I think I even hit the wall above the headboard. We washed up, calmed down, and drifted off.

Louise later asked me if I enjoyed it. I said 'enjoyed' was the wrong way to describe the experience, but it was one I would repeat. I know you need to be careful what you wish for, but I'd like to get to a place where I'm not volunteering to lock myself. I want (I think I want) Louise to be in a place where she knows she can tell me to go and lock myself and I'll do it, and I want to be told. I'm also debating what to do with the keys I gave her. At the moment they're hanging from her car keys, which is somehow simultaneously incredibly boring, being that they're just in her handbag all the time, and incredibly arousing, knowing that they're in her handbag ALL THE TIME . My keys are standard luggage-lock keys, so stringing them on a necklace would look odd and make Louise self-conscious about them. I've been toying with the alternative of getting her a belly chain to thread them on. That way she has my keys on jewellery, but under whatever she's wearing and visible only to us. Any ideas?

As for our next adventure, she's away for the weekend working with the group again. It's a small group this time – 20 in all – so I can't ask her to play any games for me. However, I have just messaged her to say that, now the kids are in bed, I've 'removed temptation' for the night...
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
Hrellir

Member


Posts: 118
#63
Up to the first message Down to the last message
Everything brilliant sofar. Keep us hard.
- H
1999

Member


Posts: 244
#64
Up to the first message Down to the last message
Latest updates on our new chastity games, where Louise sends me to a work conference with my cage, then teases me to release three nights later:

https://www.cuckoldplace.com/1_91771_1.html#msg1575515
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
1999

Member


Posts: 244
#65
Up to the first message Down to the last message
I've come to realise I might not have been entirely fair on Louise. Although this is my kink, I've given her a very loose idea of what I like and why I like it, but no real 'guidance'. I realise I ask her to make up cuckold scenarios, but without much feedback or conversation about it, and that's not fair on her. I've thought about trying to explain better, but it's a conversation best had - to start with - in bed, but it's never felt like the 'right' time. Until a few weeks ago.

Louise was out for dinner with the girls from work at one of their houses. I was at home shepherding the k1ds and tidying up. With them in bed I text Louise to say I was watching some TV before bed. She replied with the 'lock' emoji - our signal for chastity - and a question mark. I said I'd oblige, as long as she told me about her hot date. In the end nothing happened - she didn't get back until gone midnight and I'd unlocked myself anyway as I couldn't get comfortable in my cage (by which I mean I couldn't make it so it wasn't painful at all times - go argue with your auntie if that's a problem), so we went to bed.

A few nights later while fooling around I whispered that the idea of her simply going on a date with another guy actually turned me on more than the thought of her fucking someone, "Because, although it's unlikely, there's a chance it might happen. And that's the real turn-on." Nothing more came of it, but at the weekend I chose to expand the idea further.

Again, we were in bed. I started to caress her and slowly play with her pussy. She was getting wetter so I explained about her dating someone.

"I meant what I said the other week about you dating someone. I know, really, you'd never properly fool around with a stranger. But thinking about you chatting to a guy, getting to know him, him asking you out, and you coming home and asking me if you can go is so hot. I like the thought of me staying home, tidying and looking after the k1ds while you're dressed up special for a nice date with another guy. And you'd have a nice meal, and some wine, and maybe go for a walk and have him steal a kiss, or maybe more if you were interested. And then you'd come home to me, and you'd be giddy like a teenager and tell me all about it. And maybe you'd be so horny you'd jump me, or maybe you'd be so tired you wouldn't want to, and that would be cool too."

She was getting into it at this point as I fingered her clit, first fast, then slow, and teased her to edge a few times and let her relax. I carried on.

"The truth is, if you came home and asked me if you could date another guy, I don't know what I'd say. I think I'd let you go, if it's something you really wanted. I know you like being desired, and wanted, and I want you to enjoy that again, so if there was someone who made you feel that way, I'd let you go. And do you want to know a really dirty secret...?"

She did

"There was a guy who I thought might try it. I saw the way he looked at you, and the way you acted around him, and the way he acted around you, and I think he would have tried something. And I'm not sure what you would have said if he asked. Do you want to know his name...?"

She said she didn't, but I would have said I thought her old colleague Tom was always flirting and. Despite them not working together they still occasionally exchange messages. He offered her a 'name your price' job a few years ago, but Louise never took him up on it. By this time Louise was ready for an orgasm, and she leaped over the edge, again and again. The towel she was laying on was sodden, and two or three times as she was coming down I gently stroked her clit and pushed her back over the edge until she was physically restraining my hand away from her pussy.

As we lay in each other's arms, she asked if there was really a guy I was keeping an eye out, and I confirmed again there was. I explained that I trusted her, and wasn't accusing her of anything, but said that I'd been keeping an eye on him and he made me delightfully jealous.

After this we kissed and fell a5leep and there's been no more talk, but maybe I've led her a bit further to the dark side, while also making it seem less daunting. Time will tell, I suppose...
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
cuckold_2

Member

Posts: 907
#66
Up to the first message Down to the last message
Bravo !
reno_03us

Member

Posts: 700
#67
Up to the first message Down to the last message
Any updates
reno
macca121

Member

Posts: 1682
#68
Up to the first message Down to the last message
Ditto
davetb2006

Member



Posts: 17
#69
Up to the first message Down to the last message
Good stuff.
1999

Member


Posts: 244
#70
Up to the first message Down to the last message
Louise has won an award through work and the prize giving ceremony is in a few weeks. From what I can gather it's a pretty prestigious event, and a lot of the top management will be there, but she's been told because of space restrictions she's not allowed to bring a +1, so she's going on her own. Or so she thought.

A week or so ago she got a message out of the blue from Tom (see previous post) complementing her on her award. They chatted back and forth and it turns out he's on one of the awarding committees, and will be at the ceremony when she gets her award. I'm not sure how many others will be there, but I'm sure the two of them will spend most of the time with each other.

Now I'm on the (cuckold) horns of a dilemma. Realistically I know there's no chance of them disappearing off and fucking like rabbits, but even the thought of them hanging out, flirting and eating together makes my cock twitch. I know Louise will be sociable and catch up on old times, but I'm wondering whether to nudge her a bit further beforehand - suggesting she 'dress' for the occasion and purposefully propose the two of them get lunch or dinner together. To me this is my golden opportunity to push our boundary a bit further, but I don't want Louise to put two and two together, come up (rightly) with four and scare herself. The trouble is, if I DON'T push it and nothing happens, I don't know when the chance will present itself again.

What do you guys think? Try and push it, or let it happen organically?
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
kennyboy82

Member



Posts: 6956
#71
Up to the first message Down to the last message
1999:
What do you guys think? Try and push it, or let it happen organically?

Definitely push it, but carefully, not like a bull at a gate! (the 4 legged variety of bull I mean) If you don't try to ease her into a situation where something could happen, as you rightly say, it's an opportunity lost and who know's when the next one might come along. I found it interesting that Tom just happens to be on the committee that awards these awards, might he have an ulterior motive here himself, he wants to get into Louise pants?
Peter C

Member

Posts: 6089 Pictures: 9 
#72
Up to the first message Down to the last message
1999:
What do you guys think? Try and push it, or let it happen organically?

I'm the opposite of kennyboy82 (in more ways than one!)

I'd keep quiet and let things take their course. Maybe Louise already has put two and two together during your love-making and was actually thinking of Tom as you brought her to those orgasms and spending time with him at that presentation may even remind her of that discussion in bed with you. It may make her pussy moist in his company wondering if he is the guy you were referring to.

I must admit, I'm with Kenny on his suggestion that maybe Tom has engineered Louise getting this award, perhaps even concocting the "no +1" arrangement to ensure she attends alone. I discovered myself that for all the discussion between a husband and wife before embarking on this lifestyle, the third party will usually have their own ideas and agenda which takes things in a different direction to those you envisaged.

I certainly look forward to any updates you have regarding this looming situation.
Peter C
1999

Member


Posts: 244
#73
Up to the first message Down to the last message
I don't think Tom engineered either the award, or the no +1 rules. I just think it's a happy coincidence for all concerned.

I think I'm going to suggest to her they arrange dinner beforehand and then go to the awards together. I'll have to make sure I do it well in advance to make sure she's got all the positive reinforcement she needs.

As always, updates as necessary...
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
1999

Member


Posts: 244
#74
Up to the first message Down to the last message
So I decided to tell Louise I wanted her to go on a date with Tom. The question is, when's best to raise the subject? Over the dinner table? In bed? During foreplay? Or when she's horny and can't 5leep, and is laid in bed next to me rubbing her clit while fucking her own ass with a dildo?

Yes, friends, two nights ago Louise couldn't drift off so decided to 'relax' herself without my help. I thought as she was already horny and stampeding towards an orgasm this was a golden opportunity to bring up the idea of her dating someone else.

I reminded her the thought of her dating turned me on. I told her that I realised it would be a big leap for her, and I told her that I wanted her to ask Tom out for dinner. I waited for her reaction.

"Tom?!?!" She asked. I told her that it would be two friends catching up over old times, but that she could take it wherever she wanted. I reminded her of her need to feel desired. I waited again.

Louise came, loudly and messily (I love it when she does that) before agreeing she would be up for it, reminding me how much fun it would be for her to be out 'while you're home alone, wondering what we're getting up to...'

By now I couldn't stand it any longer, and entered her sodden pussy, feeling the dildo still in her ass as I entered. She came again, pushing the dildo out before I deposited my load inside her, and we both drifted off together.

So, as easy as that. Not only did she agree to ask another guy out on a date, but I got a fuck as well. It's been a few days now so I'll nudge her today to make sure she's spoken to Tom. I don't want her to forget, but I don't want to seem too keen...
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
kennyboy82

Member



Posts: 6956
#75
Up to the first message Down to the last message
Keep on her case if you want results.
Peter C

Member

Posts: 6089 Pictures: 9 
#76
Up to the first message Down to the last message
1999:
before agreeing she would be up for it, reminding me how much fun it would be for her to be out 'while you're home alone, wondering what we're getting up to...'

That's great news! A massive relief for you I bet, after agonising over how and when to broach the subject. Yes, if it's been a few days now since you discussed it, it's probably worth casually asking if she's contacted Tom yet. It's finding that measure of gentle persuasion and encouragement without her feeling pressured or pushed into it. They like to feel that this is their choice and that they're doing this at their own pace, even though you suggested it.

Reminds me of my experiences with my now ex-wife when I suggested she accept the offer of a date with a young customer at the shop she worked in after his name kept cropping up in her chats about her day at work. That was over 18 years ago, but still a source of excitement to me.

Very much looking forward to further updates on how this pans out.
Peter C
kennyboy82

Member



Posts: 6956
#77
Up to the first message Down to the last message
Peter C:
his name kept cropping up in her chats

As soon as this kind of thing happens you know that the seed has already been sown in her mind, she's more than considering fucking him, she's just looking for the way to work it to get what she wants.
macca121

Member

Posts: 1682
#78
Up to the first message Down to the last message
Great progress. M
1999

Member


Posts: 244
#79
Up to the first message Down to the last message
A few nights before the award ceremony, Louise seemed out of sorts when we went to bed. I asked what was up and, long story short, she was nervous about asking Tom out. She said it would feel weird and she wasn't up for initiating it at all. I told her I didn't want her to do anything she wasn't comfortable with, but that I'd thought she might like a catch up with an old friend. She said if Tom asked she might go along with it, but she wasn't sure. Rather than push, I backed away and left the ball in her court.

We spoke no more of it, the evening came and went and the morning after Louise told me Tom didn't even show up. I've got to be honest and say I'm a bit annoyed such an opportunity went to waste, but it shows real life's nothing like the movies.

Oh well, maybe next time...
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
Peter C

Member

Posts: 6089 Pictures: 9 
#80
Up to the first message Down to the last message
1999:
the evening came and went and the morning after Louise told me Tom didn't even show up. I've got to be honest and say I'm a bit annoyed such an opportunity went to waste, but it shows real life's nothing like the movies.

Oh well, maybe next time...

Thanks for the update. I've been wondering how things went. Yes, it does go to show how our fantasy scenarios can be shattered by real life, but don't be too downhearted. This false start will have planted the seed in Louise's head, so should a guy come along in the future that takes his fancy I have little doubt that she will remember the Tom situation and be tempted at the very least.

My wife similarly had a couple of false starts before she finally did the deed, but I would suggest that just now and again, you might both enjoy role-playing in the bedroom with the idea of her out on her own and you at home. We had a dildo that became a stranger she'd met and she liked the thought of me watching her being so naughty with him.

We got there eventually and there's no reason why you two shouldn't.
Peter C
rolandh

Member


Posts: 16
#81
Up to the first message Down to the last message
Still enjoying your posts, 1999! I check this thread regularly hoping for updates! I'm sure one night (or early morning!) Louise will come home with a swollen pussy full of another man's cum..

Hopefully you'll be able to share a picture of your hotwife-to-be some time too!
1999

Member


Posts: 244
#82
Up to the first message Down to the last message
It's time for Louise's Christmas party. She came home from work, showered and got herself ready while I fed and watered the family. "What should I wear?" she asked, to which I replied "Something that's going to make me want to undress you." She laughed, but came downstairs in heels, black pantyhose and a white button through shirt dress, open at the top that ended above the knee. I kissed her goodbye, and as her friend Annie picked her up I had a visible disturbance in my pants. Louise laughed and I reminded her there was a way to control that.

A little later we exchanged texts:



My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
1999

Member


Posts: 244
#83
Up to the first message Down to the last message
Update:





My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
Peter C

Member

Posts: 6089 Pictures: 9 
#84
Up to the first message Down to the last message
Thanks for the updates and sharing those texts. Pleased to see a new post on one of my favourite threads.
Peter C
cuckold_2

Member

Posts: 907
#85
Up to the first message Down to the last message
Great thread !!! Bravo ..
Thebigbull

Member

Posts: 37
#86
Up to the first message Down to the last message
looking forward to an update
1999

Member


Posts: 244
#87
Up to the first message Down to the last message
Louise came home and I was, as instructed, in bed, naked, and locked. She came in and headed for the bathroom and by the time she joined me in the bathroom she'd lost her pantyhose and knickers, and joined me on the bed.

She sat astride me and we kissed, and she rubbed her pussy on my cage through the sheets. I could tell this was getting her off, so I pulled the sheets down to rub my cage against her clit, but she had other ideas and manoeuvred my cage into her pussy and started fucking me. Even though I have an open 'Gladiator' cage, I still felt nothing as she rode me, telling me how hard it felt and how full it made her feel. She asked me if it hurt and I told her it didn't, and she asked me if I was enjoying it, so I told her that while I'm locked it's not about me.

She seemed to take this to heart and climbed off my impounded cock to sit on my face. I ate and sucked her with a passion, feeling her pussy twitch on my tongue before she moved again, this time lying on her back so I could eat her out and finger her in her favourite position. She came again, before once again telling me to fuck her missionary, still in my cage. Once more I felt nothing, but Louise came a final time with my cage inside her.

By now she decided I'd done enough to earn a release and reached for my keys. She removed my lock and struggled to slide the cage off my shaft because my cock was so engorged. She released the base ring and gently massaged my aching balls, before instructing me to lay on my back and jerk myself to completion. She sat between my thighs, her pussy close to my member, and heels alongside my torso, digging into me.

I caressed her feet and ankles as I beat myself furiously while she watched, stopping occasionally at her instruction. Finally she kicked off her heels and removed her dress before commanding me to sit up and finish. I asked her where she wanted me to cum and she said, almost with a laugh, "on you, silly!" Up until this point she'd been in the moment and there had been no talk of playing, flirting, barmen, or anything, really. However, as I neared my finish I chose to push her a bit.

"What was the doctor's name?"
"Which one?"
"The one checking you out. What was his name?"
A beat
"Owen"

That was enough. Hearing her say another man's name pushed me over the edge. Thick ropes of cum escaped my cock in all directions, most of which missed Louise despite my best efforts.

Afterwards we cleaned up, got some rest and didn't mention it again. I'm almost certain she was making up the barman and the doctor for my benefit, so in a while, when the time is right, I'll tell her again that I wouldn't mind if she did actually flirt with someone on a night out and see how she responds.

As always, baby steps...
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
kennyboy82

Member



Posts: 6956
#88
Up to the first message Down to the last message
1999:
As always, baby steps...

Yes, but it's producing results - keep at it!
Peter C

Member

Posts: 6089 Pictures: 9 
#89
Up to the first message Down to the last message
kennyboy82:
Yes, but it's producing results - keep at it!

I quite agree. Don't rush her or pressure her. The seed is well and truly planted. Just take your time and she will get more and more comfortable with the scenario and the possibilities. As things progress you'll need to talk about where things are going and how you'll cope should "it" happen, but it sounds like you are doing just fine. I will continue to watch for updates with interest.
Peter C
1999

Member


Posts: 244
#90 
Up to the first message 
It's been a while, but once again opportunity might be presenting itself. Although it's a long way off, my in-laws have volunteered to take our offspring away on summer vacation for an entire week. This clearly means seven days of the house entirely to ourselves, and I want to make sure I make the most of it. The question is, how?

Obviously if you've been paying attention, the answer isn't "arrange a gangbang", we're not that kind of couple (I think). I was thinking of some gentle soft sharing, taking her out for refreshments and dancing and getting her to "look" at a safe distance - we stay together and she tells me who she would go for if she could. I wouldn't get her to do anything other than that, unless she wanted to and the mood took her. Maybe there's a step to be made from "I like the look of him" to "maybe I'll go talk to him", or "maybe he'll get me something from the bar".

Does this seem reasonable? I'd want to plant the seed soon so it's not a surprise and she can build herself up to it. Anyone got any better ideas?
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html
 Page Page 3 of 4:  « Previous  1  2  3  4  Next »
Rating: 21, 7 votes.
Basic Cuckold CuckoldPlace.com / Basic Cuckold /
Maybe the start of something...?
Up to the first message Up to the first message
Your reply Click this icon to move up to the quoted message
   More...
» Username  » Password 
Only registered users can post here. Please enter your login/password details before posting a message, or register here first.
 
Online now: Guests - 188
Members - 51

Page loading time (secs): 0.158

Press | Advertise | Webmasters | Terms Of Use | Privacy Policy | 18U.S.C.§2257 | Statistics | RSS