Dos your keyholder let you penetrante?
-
- Posts: 292
- Joined: Fri Mar 06, 2015 2:03 pm
- Location: North Carolina
Re: Dos your keyholder let you penetrante?
MrsL does still allow me to be inside her and I agree with several others...I don't care if I am allowed to orgasm inside her...as long as I can be there!!
Currently locked in MrsL's Steelheart.
http://www.thechastecyclist.com
http://www.thechastecyclist.com
-
- Posts: 3893
- Joined: Thu Nov 10, 2011 5:49 pm
- Location: Northern New England
- Last orgasm: October 21st, 2020
- Orgasms this year: 4
- Gender:
Re: Dos your keyholder let you penetrante?
I'm looking forward to a little penetration and orgasm today! (It's been a while.)
04/07/19 "And then I 'punished' you by making you lick my pussy after I let my other 'boy' fuck me." --Mrs. Twisted
-
- Posts: 151
- Joined: Tue Jun 02, 2015 6:49 pm
Re: Dos your keyholder let you penetrante?
Have not had any penetration for longer than we can remember. Best guess is about 25-30 years ago when my wife started with her long term girlfriend who ended up being my Mistress. My sex life has mostly been BDSM related so orgasm and penetration denial was always a part of it. When we started with Chastity penetration was not even a thought anymore. Nothing of mine ever goes anywhere in her, not even my tongue. If I was a female things would be different.
-
- Posts: 298
- Joined: Tue Jul 22, 2014 6:40 am
- Location: southern New England
- Last orgasm: December 12th, 2023
- Orgasms this year: 0
- Gender:
- Tom Allen
- Site Admin
- Posts: 5676
- Joined: Sat Sep 25, 2010 9:27 pm
- Location: Southern New England, USA
- Last orgasm: April 1st, 2018
- Orgasms this year: 0
Re: Dos your keyholder let you penetrante?
LOCKED HUSBAND wrote:Are you related to Len

Tom Allen
The Edge of Vanilla
Denial Permanente
The Edge of Vanilla
Denial Permanente
-
- Posts: 3893
- Joined: Thu Nov 10, 2011 5:49 pm
- Location: Northern New England
- Last orgasm: October 21st, 2020
- Orgasms this year: 4
- Gender:
Re: Dos your keyholder let you penetrante?
Nah, that's his identical twin brother who has had exactly the same experiences and lived exactly the same life, in New York instead of Florida, even though his IP addy is in FLA (must be using an FLA proxy server to mask his NY IP).LOCKED HUSBAND wrote:Are you related to Len
Say...have you heard the one about the Irishman who walked out of a bar? Well, it *could* happen...
04/07/19 "And then I 'punished' you by making you lick my pussy after I let my other 'boy' fuck me." --Mrs. Twisted
-
- Posts: 71
- Joined: Sun Aug 09, 2015 9:17 am
Re: Dos your keyholder let you penetrante?
Before chastity, my g/f and I would have penetrative sex all the time, but that also began to put a strain on our relationship. She would feel pressure to give into my advances and most the time she was not into it. She can go months without sex or even an orgasm. Now with chastity the only penetration I give her now is with her strap on and it's only when she wants it. Funny thing is that now that I am locked up, she is aroused all the time when before she would push me away.
Other than the strap on, she likes getting the usual oral, fingering and rubbing, all of which she can orgasm from. Since we recently started chastity, I haven't been allowed to cum yet and there is no end in sight. She said that she still wants me to be insider her because it's an emotional thing that keeps us close, but it will only happen when she is ready to allow me to cum.
Other than the strap on, she likes getting the usual oral, fingering and rubbing, all of which she can orgasm from. Since we recently started chastity, I haven't been allowed to cum yet and there is no end in sight. She said that she still wants me to be insider her because it's an emotional thing that keeps us close, but it will only happen when she is ready to allow me to cum.
Locked 24/7 in a Rikers device
Re: Dos your keyholder let you penetrante?
For my wife and I, we have been progressing towards removing PIV entirely for about 7 months now. In our 20 years of marriage, she has never had any issues with my size (I am pretty average) and we have enjoyed PIV for most of that time. Last January I became more and more interested in SPH (Small Penis Humiliation) and, after some discussion, we began to incorporate it through things she would say while I was locked up. At the same time, we started to utilize our strap-on harness more and she would eagerly point out that the dildo in the harness was better endowed than I was and it filled her up more than I could. Initially her comments were somewhat difficult for her, but she became rather adept at it soon enough.
We continued along this path for a while, but she would always allow me to penetrate her with my penis about once a month with no complaints (at least that were not part of the humiliation play). In June, we ramped up the use of the strap-on and other toys that were larger than me (we have a well endowed rabbit that she REALLY enjoys.) Week after week, she would only allow the strap-on and rabbit in her.
About 2 weeks ago, after a great deal of massaging and rubbing, she decided to allow me inside of her once again. The experience was one that I had never experienced before. My wife was... well... loose. After only a little while she declared that she was done and had me lock back up (sans orgasm).
Last Friday we both awoke rather aroused (OK, I can't wake up any other way anymore.) After some foreplay, I decided to use the strap-on to give her a fun ride and to set the mood for the day with multiple orgasms for her. I was successful in my mission, concluding in a great orgasm for her (and none for me.) As we prepared to shower and get ready for the day, my wife looked at me with a somewhat serious face and announced that she wanted to talk about something, but wanted to make it clear that what she was saying was not part of the humiliation talk, but was in deed serious and true. She stated that if we continued to use the strap-on, my penis really would be too small for her. She referred to the last time I was allowed in her and commented that she did not feel much because she was stretched out and I was not filling her fully. She wanted to make sure that I understood what would happen if we continued down this road and wanted to know if I still wanted to continue.
I explained to her that I was extremely committed to this and it was the desired result when we started the path. I further explained that my desire was for HER pleasure only. She was happy with this. Since that time she has continued to make the usual humiliating comments here and there, but now they have an even greater affect on me, as they are TRUE. We have already discussed getting another somewhat larger toy to create even more of a disparity in size. The ultimate result of this will be the complete elimination of her ever needing/wanting me inside of her... and I couldn't be happier!
We continued along this path for a while, but she would always allow me to penetrate her with my penis about once a month with no complaints (at least that were not part of the humiliation play). In June, we ramped up the use of the strap-on and other toys that were larger than me (we have a well endowed rabbit that she REALLY enjoys.) Week after week, she would only allow the strap-on and rabbit in her.
About 2 weeks ago, after a great deal of massaging and rubbing, she decided to allow me inside of her once again. The experience was one that I had never experienced before. My wife was... well... loose. After only a little while she declared that she was done and had me lock back up (sans orgasm).
Last Friday we both awoke rather aroused (OK, I can't wake up any other way anymore.) After some foreplay, I decided to use the strap-on to give her a fun ride and to set the mood for the day with multiple orgasms for her. I was successful in my mission, concluding in a great orgasm for her (and none for me.) As we prepared to shower and get ready for the day, my wife looked at me with a somewhat serious face and announced that she wanted to talk about something, but wanted to make it clear that what she was saying was not part of the humiliation talk, but was in deed serious and true. She stated that if we continued to use the strap-on, my penis really would be too small for her. She referred to the last time I was allowed in her and commented that she did not feel much because she was stretched out and I was not filling her fully. She wanted to make sure that I understood what would happen if we continued down this road and wanted to know if I still wanted to continue.
I explained to her that I was extremely committed to this and it was the desired result when we started the path. I further explained that my desire was for HER pleasure only. She was happy with this. Since that time she has continued to make the usual humiliating comments here and there, but now they have an even greater affect on me, as they are TRUE. We have already discussed getting another somewhat larger toy to create even more of a disparity in size. The ultimate result of this will be the complete elimination of her ever needing/wanting me inside of her... and I couldn't be happier!
Re: Dos your keyholder let you penetrante?
Penetration stopped about a year ago. She just loves oral now and has her best ever orgasms. We both feel that oral is just as intimate as PIV, maybe more so. The only thing that my penis slides around now is the MM cage, and it can hardly move in that!