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New to Cuckold Experience

  • Thread starterBill Patterson
  • Start date
I am lucky that Jamie's friend Joanne is willing to tease me about Jamie and her new date. Last night this guy Tom took Jamie to one of those fancy restaurants that I can only take her on extra special occasions. After dinner they went to his place, which is an actual house and necked and petted for a while. Joanne told me that I am no longer the only guy who knows how Jamie's breasts taste. She also told me that in the heat of his breast sucking, she undid his trousers and played with his cock. He came in her hands and she smeared it all over his cock and balls. A short time later he drove her back home to the dorm. They are going out again tonight for dinner but she has class in the morning so no late night for Tom.

To Custer: The thought of actually losing her, knowing that I do now have a real rival, not just someone looking for a little fun, makes this an even more intense experience than I could have hoped for. Should I relent and call her or should I play it cool and let her think that I am not jealous of her dating? In the past she has had one time dates and I would call her the next day, but this is the first real serious "fling" she has since we were dating. Part of me says pick up my cell and call her while my cock and balls say let him have a clear field for "while" and just enjoy the agony. What do you think, call now or call way later.

To Saraha

I do not believe that Joanne has a serious guy, it might be fun to date her infront of Jamie. I wonder if that would make her jealous or push her more quickly into Tom's arms.

Bill
 
it might piss her off if u dated and u could loose her all together, be careful
 
That would really highten the sexual tension and drive this experience to another plateau. The risk makes this so damn sexy.

Bill
 
Yes Bill

This is very true:eek: Also it even gets hotter afer they do it for real. I think you have some very hot times in your very near future.:D Good Luck & Have Fun :p okdeacon
 
Last edited by a moderator:
I was just thinking. Since Jamie's only birth control are rubbers, her future, our future, Tom's future could be decided on the strength of a little piece of latex. Tell me if that is not something to ponder and jack off by.


Bill
 
Bill,

Bill Patterson said:
She [Joanne] also told me that in the heat of his [Tom's] breast sucking, she [my woman friend, Jamie] undid his trousers and played with his cock. He came in her hands and she smeared it all over his cock and balls. .... They are going out again tonight for dinner....

Good for Jamie. It sounds like there's little doubt she will fuck Tom in the near future.

Bill Patterson said:
....but she has class in the morning, so no late night for Tom.

Maybe. Tonight is likely to be the night, in my opinion. Afterwards, Tom may take her home "relatively early" if she doesn't want to stay out too late. But hey, I could be wrong.

Bill Patterson said:
To Custer: The thought of actually losing her, knowing that I do now have a real rival, not just someone looking for a little fun, makes this an even more intense experience than I could have hoped for.

Yes, I would think so.

Bill Patterson said:
Should I relent and call her or should I play it cool and let her think I am not jealous of her dating? .... Part of me says pick up my cell and call her, while my cock and balls say let him have a clear field for "a while" and just enjoy the agony. What do you think, call now or call way later.

Hm.... good question. If you call Jamie sometime during the day before "date 2" and talk with her, and ask causally how it went with Tom but don't seem anxious about it, that may impress her with your continuing interest in her and your desire to verify things went well and she had a good experience. Women, almost certainly including Jamie, like to be called by men so that too would be a point in favor of calling her. (It may already be too late for that today, however. Or perhaps you've already done it. If so, I'd say you did the right thing.)

You should definitely not call her (in my opinion) while she is out with Tom. She would most likely interpret that as you hassling her with an expression of possessiveness, and as an attempt to let Tom know that he is out with "your woman." That would almost certainly be a strike against you.

I would suggest calling Jamie sometime during the day after "date 2" with Tom, whenever it's mutually convenient — not to express anxiety, but for the reasons noted above.

Regarding your reply to Sarena:

Bill Patterson said:
I do not believe that Joanne has a serious guy, it might be fun to date her in front of Jamie. I wonder if that would make her jealous or push her more quickly into Tom's arms.

If you start dating Joanne, Jamie is likely to interpret that as meaning you're taking advantage of her adventure, so to speak, to "fool around" with another woman yourself — and your desire to do that may even have been the motivation for you encouraging her to date Tom. She may even conclude it means her relationship with you is coming to an end. In either case, it would (I would guess) provide motivation for her to, in addition to fucking Tom, become serious about him as a possibly-preferable romantic alternative. In other words, you could lose your woman.

Thus, I suggest not fucking around with other women while Jamie is dating and fucking Tom. That is, until such time as both of you agree you want to maintain your relationship while both of you are free to date others. An agreement of this nature is something you might want to consider if Jamie's trysts with Tom are successful and she decides she wants to continue seeing him.

Regarding your more recent post:

Bill Patterson said:
I was just thinking. Since Jamie's only birth control are rubbers, her future, our future, Tom's future could be decided on the strength of a little piece of latex. Tell me if that is not something to ponder and jack off by.

I'd say that should be strong motivation for Jamie to go on the pill. Since she's relatively young, she should be able to do that safely for some number of years. If she doesn't like that idea, obtaining an IUD would be an alternative. (There are others.) Since you think the two of you may have a future together, it would not be out of order for you to discuss this with her and urge her to go on some form of reliable birth control *in addition* to condoms which she should continue to use, of course, for the usual reasons of safety — i.e., avoiding STDs.

—Custer
 
Bill,
Your relationship with Jamie may not last long (or it could if you are lucky). In any event, it sounds like any relationship you have in the future will include you being a cuckold. Enjoy the emotional ups and downs.

I think cuckolding is best when a long term relationship evolves into a cuckold relationship, but that is not always the way it works.

You are well on your way to becoming a cuck, if you're not one already. Welcome to the club, and good luck!
 
The challenge...

Looks like your girl is into this whole dating thing. She'll be fucking him and maybe others soon enouhg. The whole story has me hard. It's really HOT!!! But, I agree, you are playing with fire. The wholw competiton thing for your gf is probably dangerous. Good luck... I'll keep reading!
 
There are so many questions so let me catch everyone up from this morning. I had breakfast in the dining hall with Jamie around 7:30 and she seemed very cheerie, her usual demeanor. I asked her how her weekend was ( since she had dates with Tom each day) and she said that she had a very nice weekend. The lack of information was enough to give me a hard on. She looked very happy yet a little distant. When I asked her if she would like to grab some lunch later, she said "Sorry I'll be busy all day". Her cell rang and she excused herself. I can imagine it was Tom wishing her good morning.

Joanne called me last night and told me that if I was interested in seeing who my competition is, to be at the main gym on campus around 1PM, that Tom usually takes a late lunch and since he is a graduate of the university, he can use the facilities. Joanne said she would just happen by and introduce me to Tom. I wondered how I would handle it if Jamie just happpen to be there also.

As you can imagine, I had a difficult time paying attention to the professors and wishing the afternoon would get here. I got to the gym early, around 12:15 or so and luckily the place was crowded. I saw Jamie talking to a guy who was working on one of the weight machines. I knew it was Tom by the way she was looking at him and when he finished a set she would give him a kiss. She looked like a girl who was keeping her boyfriend company as he worked out, luckily my supported hid my hard on.

Joanne arrive a few minutes later and she said, "I didn't know Jamie would be here". She asked me how I should be introduced? I told her just introduce me as Jamie's old boyfriend.

That is what she did. We both walked over and Jamie was a little taken aback, and I can tell she was a little worried about what would happen. Her fears disappeared when Joanne introduce me as "Jamie's 'former' boyfriend. Jamie played along and added, we dated a few months but then things didn't work out. I shook hands with Tom and told him I work out here once in a while. The girls left and Tom and I worked out for a while. He asked me how long I dated Jamie and was I still interested. I had to think fast, and my cock told me what to say " I told him we are still friends but I will not interfer in the least. He seemed relieved and he said, he had to get back to work but he wanted to get together over a beer after work. So I will be meeting him at a small bar near his office in about a half hour.

I have to go, but thus far this day has been bizarre and exciting. I wonder what Joanne and Jamie talked about. Since I told her that I wanted her to encourage Tom and Jamie, she probably did not say things that would help my position with her. And that in a strange way was very erotic.

What can I say, this has been a hell of an afternoon and there is more to come.

Bill
 
Cool....

Bill,

Bill Patterson said:
.... She looked very happy yet a little distant. When I asked her if she would like to grab some lunch later, she said "Sorry I'll be busy all day". Her cell rang and she excused herself....

Ah... so Jamie did fuck Tom last night. Obviously, she intends to fuck him again today. Your woman friend has expanded her sexual horizons.... good for her.

Bill Patterson said:
Joanne called me last night and told me that if I was interested in seeing who my competition is....

That was kind of Joanne. She appears to be an ally who may develop further, as such, as your persona as a budding cuckold evolves.

Bill Patterson said:
.... I saw Jamie talking to a guy who was working on one of the weight machines. I knew it was Tom by the way she was looking at him and when he finished a set she would give him a kiss. ....

A-yup, she fucked him all right....

Bill Patterson said:
.... The girls left and Tom and I worked out for a while. He asked me how long I dated Jamie and was I still interested. I had to think fast, and my cock told me what to say. I told him "we are still friends but I will not interfere in the least." He seemed relieved, and said he had to get back to work but wanted to get together over a beer after work. So I will be meeting him at a small bar near his office in about a half hour.

Excellent. Very positive. You are developing well as a cuckold-in-waiting.

—Custer

* I'm somewhat familiar with U. Maryland, although I wasn't a student there. I worked not too far from there for a few years a while back and attended a conference there, also a number of years ago. It's a big university....
 
?

I have been following your thread and it seems to me that you are trying to do everything you can to get rid of your girlfriend...and it may just work! I know you find this all erotic,but better be honest and let your girlfriend in on everything or you may have to start looking for a new girlfriend. I wish you luck....
 
Got back from my drink with Tom and had a nice talk with him. It was a little awkward at first, Tom still was a little hesitant about my intentions. I told him that as a sign of good faith, I will give him some techniques that I know turn her on. I told him if he starts nibbling her neck, and then work his way to her tits, he should suck and gently bite her tits and nipples. While doing that he should get to her pussy and play with her vaginal lips and clit. After a while of that action she will be begging for his cock.

He thanked me for being so frank about her. He told me that he was hoping to get beyond necking and light petting tonight. I told him that Jamie does not have class tomorrow so she can stay "out" as long as possible. You might call her and tell her to pack a overnight bag.

He called her right there and said " Jamie, honey, why don't you pack a bag for tonight, we can go to my place after dinner and just enjoy my house. He asked me about the topic of birth control and I told him that Jamie and I used condoms. He told me in the past he has been able to convince "lovers" that he was totally clean and no rubbers were needed. I had to ask him man to man, has a condom ever busted on him and he said twice, but the girl took the "Plan B" pill and took care of that. He asked me how Jamie would respond to a "broken rubber". I told him that she would expect you to start planning the wedding. She definitely is against Plan B and abortion. He smiled and said that is the type of girl he has been looking for.

He then said, they had 7:00 PM restaurant reservations and then he would suggest they watch some cable TV at his place.

Its 7:30 now and they are having dinner. I think she will definitely be sleeping with him tonight. I am sitting her typing with pre-cum dripping off my cock.


Bill
 
Personally, I think that Jamie will very soon be your ex-girlfriend. It's my opinion that this really is a game better left to us old married folks.
 
marys_pet said:
Personally, I think that Jamie will very soon be your ex-girlfriend. It's my opinion that this really is a game better left to us old married folks.

Yeah. This whole thing looks pretty misguided to me (smells a little fake too). Just going off of what the guy's written, it's obvious Jamie has little investment in Bill and that Tom is looking for a girlfriend, likely a serious one. Why Jamie is stringing Bill along isn't clear to me. And Joanne's role in all this seems a bit bizarre (and a little too convenient, which is one of several things setting off my fake detector).
 
Jethro Sorry if you think this is fake, Jamie, Tom, Joanne and I know its real so pardon our setting off your fake detector. Have a good day anyway, I am.
 
Doesn't really matter.

Most of the regulars in here like a decent story either way. :)
 
Bill,

Love the story true or not! Hopefully true and am loking forward to hearing your progress!:
 
Cool story.... press on through the underbrush of doubters.

Bill,

Having spent some time (actually a vast understatement) at a number of universities, as a student and subsequently, I do not find your thread implausible. Perhaps remembering and being able to visualize the U. Maryland campus helps. I'll look forward to reading about your continuing venture, so to speak, with Jamie vis-a-vis Tom — who presumably, by now, is her new lover.

BTW, it looks like I jumped the gun somewhat with my inference that Jamie fucked Tom yesterday. Ah, well....

—Custer
 
It has been a hell of a couple of days for me and the new dating couple. Jamie did sleep with Tom after that date where they ended up at his house to watch TV. I found out through Joanne, that he used three condoms and in the morning she let him shoot a load all over her pussy and then he used it to make her cum. Jamie told her, that Tom has learned very quickly how to really get to her, and that he used his sperm like a warm lotion and she came when he stuck his fingers deep inside her. She told Joanne that she was wishing it was his cock.

That next morning they showered together. This is the first time she has ever showered with a man. I can image where his hands were and where hers were.

That was a day ago. Today I saw her at breakfast, she was down because her boyfriend has to go out of town for business for a few days. (It sucks to be on a class schedule). I asked her if I could be a temporary fill in and to my surprise she said yes. I will take her to the TGI Friday's near the campus and then I have asked my roommate to vacate for the evening. He was cool with that. I know is beginning to have strong feelings for Tom, so this will be a very unusual date, I will be gentle and caring and follow her lead. Any suggestions before tonights date?

Bill
 

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