want virgin gf to date others

  • Thread starterDaniel97
  • Start date
  • #561
@Daniel97 How did you explain Kendra to Jen? Did you explain the chastity device exploration and that Kendra was nothing more than a key-holder? Sounds like your roommates strategy did not work although you have to give him credit for trying. As far as you not wanting to be that cuckold all your life with Jen; you have opened up Pandora's Box and that is not always simply to close within this lifestyle. Jen does seem to enjoy the Alpha type guys sexually speaking and you seem much more like a beta type guy sexually. There is a place for both within a relationship with the right woman which Jen may remain to be beyond college.
 
  • #562
Kendra and you need to read free Literotica hot wife stories and act them out. Get on the same page and you may be able to do things Jen has not got around to doing yet.
 
  • Like
Reactions: Knk069
  • #563
Daniel97 said:
Hmm tough questions i will go for Jen. yeah Kendra is more kinky and i m lot sexually attracted to her because of it plus she is not my girlfriend but we can do sexual things and glass always appears greener on other side but still i will say I find Jem is hotter because whatever i have done with kendra does not feel as strong as it feels with Jen.
Ps Jen is better looking and have better body.

Daniel,

This question is going to sound judgmental although it is not meant to be.

Do you really only find a stronger sexually attraction to Jen over Kendra simply because of visual characteristics? I will tell you that I have explored variations of the lifestyle for more then 25 years at this point and found that a woman's disposition along with her attitude provides for a much more enjoyable experience overall were as visual characteristics do not always provide for a good foundation to build upon. For your sake, I have your connect with Jen is based on a lot more than simply her appearance alone.
 
  • #564
@Daniel97 you have a real conundrum then. Both Cuckolding and other kink related activities are different. So of course enjoy the attention of both ladies, but do realize from a female standpoint you are living on borrowed time, unless both girls are poly-oriented, but that brings other twists.

As others point out, looks fade, things that you find interesting and quaint over time can turn into irritating. So honesty is the most important thing you can have. You can't turn off the cuckolding desire if you are truly a submissive. I can understand that if you state you are a switch, but I think you haven't been on the "earth" long enough to evolve into those areas.

What I can infer from your writing is that Kendra is really into you, and Jen does love you from experience and time; however, it is probably due to comfort and time ********. When you are young and your first relationships are the most intense and long lived, while later in life you will need to learn to love others. There is no right or wrong aspect of it.

As an example, I had a close jock friend in college who was alternative and we talked since he knew I wasn't going to rat him out to the other guys, state his favorite thing was taking a heavier/less attractive woman and whipping them into shape. If he felt they were submissive enough he would let them go and find another, and when he would find an alpha he would submit. He had alot of three-ways in his life, but he was a switch like me.

My point is know your kinks, know what you like, and realize that you are dealing with another human beings with needs. Don't use or abuse, unless they desire it. Most importantly make sure both partners know of each other, who knows maybe Kendra likes women also and maybe you can get some other interesting twists to happen ... you locked up in chastity, while you are cuckolded by a woman with a strap-on on your Jen who then helps out on "disciplining you" .... Days like this I wish I was younger and could be in this with the knowledge I have now ... :) someone like you would be locked up and edged by Jen and then sent to Kendra to be disciplined. I would then implement a 4.0 and a six-pack with weight training on you so you would be strong physically and intellectually, but your ability to cum would be very very limited ....
 
  • Like
Reactions: Knk069 and SquirmingSub
  • #566
Saraha said:
Would love to know more about Kendra?

@Daniel97 as Saraha asked, it would be good to read more about Kendra also.
 
  • Like
Reactions: okay, Knk069 and Saraha
  • #567
So what are your plans for you, Jen, and Kendra over your Christmas break? What has happened lately?
 
  • #568
bevw said:
So what are your plans for you, Jen, and Kendra over your Christmas break? What has happened lately?
been busy with exams last few week therefore i was not able to update.

Jen and i have returned to our parents house for the holidays. Kendra is also back to her house.

Jen and I plan to visits few of our old friends and spent new year eve partying.
 
  • #569
SquirmingSub said:
Daniel,

This question is going to sound judgmental although it is not meant to be.

Do you really only find a stronger sexually attraction to Jen over Kendra simply because of visual characteristics? I will tell you that I have explored variations of the lifestyle for more then 25 years at this point and found that a woman's disposition along with her attitude provides for a much more enjoyable experience overall were as visual characteristics do not always provide for a good foundation to build upon. For your sake, I have your connect with Jen is based on a lot more than simply her appearance alone.
its more than just appearance. What i feel with jen i just dont feel for Kendra. I like kendra sexually but i dont love her. She uses me to get her kinks and vice versa

Saraha said:
Would love to know more about Kendra?
what do you want to know about her.
 
  • #570
I also want to talk about my roommate he is so called Jock. He is the worst roommate i ever had he always try to show he is superior especially in front of Jen and Kendra, he always flirts with them and he even tried to turn Jen against me. I encourage Jen and Kendra to flirt with him because i love the humiliation but nothing serious have happened

And i think last few weeks he seems to be getting worst. I think its hurting his pride that a geek like of is getting more action than me. He had 3-4 one night stand in last 2 month but i have one regular gf and a fwb.

But it would be hot to see him successfully seduce Jen and Kendra
 
  • Like
Reactions: Saraha and tomcollins
  • #571
Daniel97 said:
I also want to talk about my roommate he is so called Jock. He is the worst roommate i ever had he always try to show he is superior especially in front of Jen and Kendra, he always flirts with them and he even tried to turn Jen against me. I encourage Jen and Kendra to flirt with him because i love the humiliation but nothing serious have happened

And i think last few weeks he seems to be getting worst. I think its hurting his pride that a geek like of is getting more action than me. He had 3-4 one night stand in last 2 month but i have one regular gf and a fwb.

But it would be hot to see him successfully seduce Jen and Kendra
I'd just like to say, this is an incredible personal account and I'm rooting for you Daniel. I hope all the women in your life feel comfortable enough to regularly enjoy multiple boyfriends. Many folks have cautioned you in this thread, and many egged you on, but it sounds like things are going well. I think you should offer Kendra the idea of trying your roomate to make you jealous, she might enjoy the game. Also, the fact that Jen still loves you but is free to enjoy other men so easily is a blessing. You are one lucky guy! There's no more talk between Jen and that asshole skater? Has she tried talking with Aaron again?
 
Last edited:
  • Like
Reactions: Saraha
  • #572
I just don't understand why if he was a virgin and so was she why not lose it together . Damn man , that's a once in a lifetime event and for both it would have been so special . She could have then went out and fucked other men but to have done what he says they did it makes no damn sense . Just how I think .
 
  • #573
WM2SeedurWife said:
I just don't understand why if he was a virgin and so was she why not lose it together . Damn man , that's a once in a lifetime event and for both it would have been so special . She could have then went out and fucked other men but to have done what he says they did it makes no damn sense . Just how I think .

I think what Daniel did was Way hotter!
Having his virgin girlfriend give up her virginity to another guy instead of him is very erotic but perhaps only to a cuckold.
She gave up her pussy to another guy first and i believe her ass and mouth too.
Personally if I could do it over again with my wife and she had been a virgin when we met (i was) i would have done the same as Daniel but kept myself a virgin. To never know what it was like to fuck my own wife or girfriend or any woman.
 
  • Like
Reactions: Saraha, SquirmingSub, scuck7 and 1 other person
  • #574
I am hoping that Jen and Dan take a "best man" on their honeymoon, and Dan can't consummate the marriage for the first week. He just watches the "best man" start the marriage off the "right way".

Would be great if Jen and Kendra became long-term lovers and were part of the marriage - and dan obeyed them both.

Nice to hear that Jen and Dan are spending quality time together over Christmas after long last. Emotionally, they need to do this to re-group and talk about how their cuckold plans are tracking.

Passing their exams is important to them both.- will be a few years before they can tie the knots and have some babies.
 
  • Like
Reactions: Geglu, scuck7, Daniel97 and 1 other person
  • #575
@Saraha Indeed some interesting concepts.
 
  • #576
It looks like Daniel has lost interest in this group and doesn't want to share any more. Hope it all turns out okay for all 3 of them.
 
  • #577
bevw said:
It looks like Daniel has lost interest in this group and doesn't want to share any more. Hope it all turns out okay for all 3 of them.
Actually its kind of true i have not lost interest in group but writing my experience is does not feel the same. I think the reason is when i started this thread i was a virgin guy and was excited by sharing my experience but nowadays i have a active sex life and hardly feel need to pleasure myself as Jen takes care of it. I love reading replies and ideas especially saraha but writing long post are starting to feel like chore
 
  • #578
Saraha said:
I am hoping that Jen and Dan take a "best man" on their honeymoon, and Dan can't consummate the marriage for the first week. He just watches the "best man" start the marriage off the "right way".
Nice idea but seems a bit common i would love to try something new maybe i will skip my own honeymoon.
Anyways marriage is still very far away in our life because i dont want to get married before i secure a nice job.
 
  • #579
@Daniel97 it is good to read that all is still going well for you. You are at a point were maybe a Wordpress blog type site might be a better option for you by establishing something like a virtual journal of sorts to share on a time table which may suite you. Some of us have them.
 
  • #580
It's been a month since Daniel has written. Anything new to report? What happened on Valentine's Day?
Just bumping this to the top so it's not forgotten.