Confessed My Fantasies To My Wife 2

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[Que]

Essentially you want control.

You want to determine who fucks her because that makes you the director and she the actress in your little porno.

It's like fucking her with a toy, except in this case the toy IS Tom.

You want to be able to turn off the vibrations, tuck Tom in a drawer and pull out Harry the B.B.C. dildo and roger her soundly with it.

Problem is maybe it isn't the vibrate function she likes. Or in the alternative you want to insert Tom but she just wants to use the tip to stimulate her clit.

What she gets from Tom is probably more a feeling of being jealously treasured then the slutty sexual kink you favor.

Assuming the whole thing isn't an elaborate flight of fancy, you will likely lose her entirely when she decides that Tom is meeting all of her emotional as well as sexual needs. You play your cards right, you may still get to be a fond transitional character.

 

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[amysboytoy]

I'm just glad you're back to share your life and stories with us.

 

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[amysboytoy]

One fantasy that really gets me going involves black guys. I think you will like it if/when she does. So you're not going to share what happened with Evan?

 

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[shelbakk]

Journey

It's been awhile since I posted about my wife Leigh and I.
I believe it was March of 2012 when I opened up to her about all my fantasies. We've come a long way since then and are still happily married. Although I'm sure a lot of people would question that the way we live our lives.
When I confessed to her about wanting her to be with another man or men and about my bi sexuality about wanting to suck cock she took it pretty well. We talked a lot and continue to.
At that time she was working for one of her clients Tom at his office. Tom was always flirting with Leigh and they've known each other for quite some time through work. He was single and divorced for awhile from a long marriage.

The timing was perfect in that sense. We talked a lot, read a lot of stories (mostly cuckold) and she got right into it. I had held in all these sexual feelings for many years. Then and even today Leigh is not into looking at ads on porn, swing or Craigslist to set something up.
I pushed her about Tom. How well she knew him, him flirting and liking her, being single and probably horny. She got right into that and was extremely turned on by it.

Another thing about back then was me and my self confidence. Even on this site at first I had a hard time coming to terms about having a small penis. I went my whole life being really self conscious about it. I found that making that thread helped me come out of it and kinda with the cuckold aspect. Even in that thread I admit I exaggerated on my size. Living my life I was super stressed about it being seen. Especially at the gym, pool and places like that.
Now I'm completely 100% over it and have turned it completely around loving my size or lack of.
Yes, people still call it "little dink".

Also since that thread Leigh went from 160 lbs down to 127 lbs , and I've gone from 200lbs down to 165lbs.
Fantasies don't always turn out exactly how you want them to. In my fantasy Leigh, Tom and I would have wonderful 3 somes. But in reality he's not bi and into 3 somes with me. So Leigh and Tom would see each other on their own.
Soon after I got a suck buddy who was a good friend of Tom's. I shared Leigh with him a couple of times, but Tom didn't really like that. Then Tom had another lady friend who was interested in him. After some time with Leigh, Tom chose to see this other woman. That lasted awhile and in the meantime Leigh and I enjoyed playing around with Peter.
Peter owned a big trailer at a nice park up north where'd he spend most of his weekends from spring till fall. With Peter I cross dressed and he told me there were a couple of men there he was friends with who were interested in me. I went up on a Friday and I got to blow 2 other guys. On Saturday Leigh came up and one of the guys was interested in her. She was a little uneasy with it but ended up sleeping over at his place that night while I stayed at Peter's.
She really didn't like it. The sex was ok but he got very clingy/obsessed with her. Expecting since I'm a cuckold that she should be coming up every weekend and he'd be her new man either leaving me at home or with Peter.
That really turned her off the whole scene. Neither of us went up there again.

We talked about going to a couple of swing clubs that weren't to far away but that never happened. The only thing we'd be able to do there was maybe find her a bull. She's totally not comfortable doing that.

After a while Tom and his lady friend ended their relationship together because she was to clingy and wanted to move in together. Tom likes casual relationships but loves his space and will never live with anyone, which is still true to this day.
So Leigh and Tom got back together as lovers. The 3 of us would go out to dinner a couple of times a month and they'd see each other a couple of times a week.
Tom and I get along great.

Now flashback to last Nov (2012). Peter decided to go to Florida for 4 1/2 months. Soon I was really missing sucking his cock. After awhile I started looking on sites for local guys but chickened out everytime. I just couldn't do it. Then near the end of March came Tom told me Peter was back. I called him up and he told me he didn't want to continue with me. Now I was really jonesin for cock.

Leigh and Tom asked me about them being together before all this and I was all for it. Basically I knew there was no going back when they started to see each other again. I accepted and agreed for them to be permanent lovers.
I told Leigh who still cucked me that I needed more within their relationship. So they both agreed. Not sexually with me involved, but rather making me a real cuckold husband.

Whenever the 3 of us are together, they are the couple. I'm the 3rd wheel. It was really all that way anyway but now more intense. The 3 of us have been to a couple of get togethers where they told people about their relationship and humiliated me in front of them. Little dink comes up a lot.

Even in my wifes and my circle of friends I've been outed. Her one friend Marie is right into the whole cucking. Just this summer we went to a large party where all her friends were. Marie brought a small womans bikini bottom and forced me to wear. I did and in front of everyone asked where my cock was since there wasn't hardly a bulge. She also informed everyone that I was know as little dink.
Even most of my friends now know that I'm small.

Tom gave Leigh a big engagement ring to show his commitment to her that she wears all the time with him. In the past year he has taken her to Costa Rica, Dominican Republic and in the summer they went for a week driving to Lake Placid and the Poconos. Leigh says and enjoys being in love with 2 men. Neither of which she wants to give up.

As for me. I haven't had intercourse with Leigh since May. We do everything else with my favorite being after Tom leaves I get to go up a clean her up. But most of the time she goes to his place though.
In august I met up with a guy I use to work with years ago who was openly bi back then. I had seen him a couple of times over the years and he had gotten married. Now he's single and lives in an apartment above a store. I sat with him on a patio and had several drinks with him. I very openly talked about sex with him and he was very interested in my life. When he asked me to go back to his place I quickly excepted. He is a complete top and I've been seeing him ever since. I have evolved my cross dressing to a whole new level which he really likes. I was never into receiving anal before because my other suck buddy Peter was really thick. But now with Derrick I have turned into a complete bi sissy bottom. Plus he has an average cock. I have told him all my fantasy's and he is sharing me with another man. I see both regularly either together or individually. Both have only been with one female partner for the last 20+ years but both have sucked and been sucked off by guys before that. Evan has always had an obsession with she males/tranny's/passible CD's for many years so I'm fulfilling his fantasy. He's taken me much further than I ever thought I'd go.

Another thing that happened just 2 Saturdays ago was Leigh and I went to her Christmas party. It was in a banquet hall at a hotel. Lots of people and with another man that has been flirting with her. A tall black man. They talked and danced several times and I was on her to get him up to our room but unfortunately she wouldn't. She totally committed to just Tom.
Since then it has been my biggest fantasy.

Our lifestyle definitely isn't for everyone but were both happy. I would like our cuckold part to be different as I've always fantasized about both of us being with a bi bull. She is totally committed to both Tom & I and doesn't want to give up either. But if she did it would be Tom.

Since the start of all of this I ended up somewhere I never imagined.
I love dressing up as a woman. Yet never have I been out and checked out men. I still always check out women.
The only time I got to let myself totally go dressed up was at last Halloween. A bunch of us went to a big party and everyone was blown away at how convincing I was. My thinner body, professional wig (I have 3 ), makeup, clothing and accessories with my commitment to detail. Perhaps one day I'll post a few more pics in my profile. I'm a few pounds lighter than that pic.

What a journey you have travelled. I am a bit envious to say the least. Thank you for sharing. I can not wait for the successful Winston story!

 

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[readinggp]

shelbakk I really hope it will one day.
Getting dressed up in a few minutes and go to Evan's.
Leigh went over to Tom's for a few hours.
Maybe tomorrow I'll post what happened last Saturday night.

It's good to see you're back, your original story was inspiring and gave some of us hope for our lives.

It's be great to hear an update of both yours and Leigh's nights last night.

 

[HonkOnBobo]

shelbakk I really hope it will one day.
Getting dressed up in a few minutes and go to Evan's.
Leigh went over to Tom's for a few hours.
Maybe tomorrow I'll post what happened last Saturday night.

Interesting read, found your old thread skimmed through it. also saw your pic on the CD thread, it does seem that you have made big changes over the past 2 years... keep us posted

go leafs go

 

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[richgo50]

Amazingly hot story. Loved it. Excuse me I have to read it again.

 

[amysboytoy]

Wow...great story. Made me hard just reading it. I'll be taking care of myself while putting myself in your role. Thanks.

 

[shelbakk]

It's nice having a couple of weeks off. I find that with my job my mind is busy with work but with all this free time all I can think about is sex and I'm horny all the time.
Leigh had to go back to work today and I'm home all alone.

I'm not really going to talk about Leigh, but instead about Evan. So if your thing isn't hearing about bi/gay sex then you probably don't want to read this.
There was a time I thought I was completely straight. Then I started fantasizing about sucking cocks. Even when I had my first suck buddy Peter I wasn't interested in anything but sucking him. I had no interest at all in letting him or anyone else fuck me.

Leigh and I both lost a good amount of weight. As of this morning I'm weighing in at 161lbs. Leigh last time she told me the other day was 129lbs. The pics that I posted of her awhile back she was probably in the 150's, maybe 160lbs.
For me slimming down has really made me more conscious of my feminine side. I feel and look so much more sexier dressing up. Even my mannerisms are getting really girly.

Last Saturday was a first for a few things. I agreed to go out with Evan out of town to dinner and a movie completely dressed up. It brought out a whole new level of excitement the whole time. I was nervous and so turned on at the same time. I would never do it if I wasn't pretty passible. Had a nice dinner and then headed to the movies. Being Saturday it was pretty busy.
During the movie I was rubbing his cock through his pants or he was stroking me. I pulled my panties down some and he was playing with little dink. So hot especially with people only a couple of seats over.

When we first arrived at the movie theater something I never even considered happened. I had to go pee. I was omg I have to go to the womans washroom.

Back at Evan's was another level. Went from being bi to totally gay.
Evan is completely different from Derrick or any other guy I've encountered dressing up. He considered himself 100% straight before he met me. He had fantasies about she males/Trans/CD sometimes but that was it. When I first met him at Derricks he was really turned on by me all dressed up. Especially when I sucked his cock. With Derrick I don't have to get dressed up all the time. He's totally bi and was the first to fuck me. I only saw Evan over at Derricks but when I knew he was going to be there I got dressed up.

So back to Evan's we both just let loose and let it all go. I felt so girly. He started making out with me. We had a heavy necking session until I went down on him. I gave him a long slow bj while taking time to lick and suck on his balls. After he came in my mouth we cuddled up. He was a little hesitant with kissing me then as after cumming he lost some of that gayness.
I took off my panties and was still in my stockings and skirt. He was laying on his back so I straddled him and my dink was against his cock. We both started talking dirty which got us both horny. He told me he wanted to suck on my little clit dick. So I climbed up and had it in his face.

At that moment our roles switched. I became the dom and he the sub. This was the first time for me being like this. First time he ever did anything like this. After a couple of minutes I climbed off the bed and told him to get on his knees and suck me. He did and the whole time I was telling him how much he loved having a girly cock in his mouth. It was so fucking hot. I knew I was close and I told him that I was going to cum in his mouth. When I did and finished I dropped down and we started making out again with the taste of my cum in his mouth. He was as hard as a rock and into it as much as I was.

He rolled me over on the bed and lifted my rear up. Then for the first time he started licking my ass. He started squeezing my balls while doing it and I got hard again. Never had a rim job like that. Then he started jerking dink while he kept tonguing my ass. Don't know how long it was but I shot my second load all over the bed. He stopped, grabbed a condom and some lube. He fingered my ass for a couple of minutes with the lube before fucking me. Before now I've only been fucked doggy and with me on my back with my legs up. I straddled him and ended up doing the reverse cowboy. This is something with my wife I never could do since I'm really small. Being in that position I felt so slutty. I loved being in control going up and down. It ended with him on top of me making out. This was so different. He wasn't just fucking me but making love to me. He finished in the condom deep inside me.

We laid there for awhile and awhile later I went home. I felt pretty wierded out by the night, especially once we got back to his place. I was feeling strange at the fact how passionately we kissed and made out.
Since then he told me how strange and odd he felt. Especially with him sucking his first penis and having me cum in his mouth. We both separately were trying to wrap our heads around of that night.

Last night he invited me back over and wanted me to dress up again. He's only ever seen me cross dressed and says he wouldn't be able to get it on with me if I wasn't. We talked for awhile and we both felt good about everything after that.
He can't believe the feelings he has with me. As much as I like to be the sissy bottom, I really enjoy dominating him making him sucking me off. He says it makes him feel so nasty yet so hot. I brought up maybe I should put a condom on and fuck his virgin ass but he's not ready for that....yet.
We pretty much did everything that we had done last Saturday.

Haven't talked with Derrick since these last 2 sessions with Evan.
I absolutely love cock. I really enjoy it in my ass but I'll always be a cum loving cocksucker first.

What a hot sexy night.

 

[klippert]

This thread must be a little gay for people.

Since typing it I guess I stirred up some feelings in myself. Leigh and I chatted tonight and ended up getting into a argument.
I brought up Winston the black guy from her Xmas party again. I know I agreed with the arrangement her and Tom have which I still do. She asked me several times about their relationship and I totally gave her permission and basically gave him control over the sexual aspect of our marriage.
I guess I'm still pissed that the fact we got into this was to explore and expand our sexuality. If Tom wasn't in the picture she wouldn't jumped at the chance with Winston. But Tom wouldn't like that and they are committed to each other.

I know I made the bed which I have to lie in. I totally except that. But the opportunity with Winston was what it's all about originally. Just wish her & Tom in this instance were just casual fuck buddies.

you've opened pandora's box...emasculated yourself. Now Leigh has emotions involved with Tom... can't say life will get any better in that department.. .though you seem to have a good hot partner with evan

 

[Sam37]

Wow.

I don't know that I could handle my lady getting emotionally entangled with someone else.

 

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[HonkOnBobo]

thanks for the update... interesting story ... good luck with the job opportunity

 

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[shelbakk]

Had some drama last night around here. Nothing bad, but first Leigh had some news to share.
On Thursday Jan. 23rd her and 4 others at her work have to fly to Ottawa for a course/conference to update their ability to work on international clients companies.
The best part is Winston is going as well. To me this is a sign of what's meant to be. Three nights away.
I drove her nuts talking about her and Winston on that trip. She gets really, really horny talking about him. But yet still won't give in or will she.

She's afraid to hurt Tom's feelings because he doesn't want to share her with a 3rd party. But as I say, Tom is privileged to even have her in the first place.
She is going over to Tom's tonight and has agreed to talk to him about it.
I almost get there with her talking about it. She has a husband that's willing, a man that's willing and then there is her who really wants to.

The other drama is with Evan & Derrick. A similar situation. Derrick is easy going and a what ever kind of guy. He wants me to come over for some fun. Evan is completely different and he wants me to come over as well. Derrick is fine with the 3 of us getting together where as Evan isn't so much. Talking with Evan I swear he's a little jealous if I did things with Derrick now. I have to admit that the last couple of times with Evan has really been exciting and pushed both our limits.
So as of now I'm going to Evan's tonight and maybe tomorrow see Derrick. I also have to spend a lot of time with Leigh.

I also have Winston's cell number that's on Leigh's phone. I'm seriously contemplating on phoning him and chatting about Leigh and then see what happens. I'd play it cool and just explain our situation and our arrangement.

It's sounding good. I do hope Leigh hooks up on Canada!
You should have Evan and Derrick over while she is away

 

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