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Potentially Good Start

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jarhead

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Posts: 19
#1 · Edited by: jarhead
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Lynn and I have been dating for 3 years and we are in our mid 20's. She's a natural beauty with both of her nipples pierced (which I love) and her ass is amazingly plump. I've always had a cuckold fetish but was never sure how to bring it up to her. Unknowingly, she helped me out with that...

About a year ago, Lynn and I were hanging with 3 other couples. We were sitting around a campfire and she was on my lap. One of the other ladies randomly stated, "black men have such large dicks!" This made everyone laugh and I thought the conversation would just move on. That's when Lynn said, "I could sure use that kind of upgrade!" This comment sent chills down my spine. I was incredibly turned on by her casual response in front of everyone about desiring a larger cock.

I waited about 10 minutes, but I couldn't control myself any longer, so I got up and pulled her into our bedroom. She is an enthusiasticsex partner so getting conversation started was easy.

While she was riding me I pulled her close and whispered, "I'd love to see you ride that big cock you mentioned outside."

She kept riding but did not immediately respond. I continued, "I bet he wouldn't slip out of you like I do sometimes." Once again no response but she quickened her riding pace.

Then she whispered back, "You really want me to fuck a big cock?"

I smiled and said, "Only if I get to watch."

To my surprise, this made her cum extremely hard on my dick. This made me also cum immediately.

We went to bed without talking about what we had just experienced.

I was woken up to her playing with my dick. As soon as I was hard, she jumped on me. At this point, not a word had been spoken since the night before.

After a minute or two of riding, she leaned in and whispered, "so you really want to watch me ride another cock just like I'm riding you now?"

"Yes, I do"

She quickened her pace, which almost put me over the top.

She asked, "You want this cock to be bigger than yours?"

"Yes, that would be amazing."

This put both of us over the edge and we climaxed together.

After that night, she will always talk dirty to me about wanting to watch her get banged by some stud. It puts me over the top every time.

So, I want this to become a reality but I'm not sure how to make that happen.

I have also purchased her multiple vibrators/dildos. Every time she gets a new dildo, I make sure it's a little bigger than the previous. The one I currently love watching her use is 8.5" long and 2.5" wide.

The large size initially turned her off to the point where she wouldn't even try it. Eventually one night after a few ****** we finally used it and she absolutely loved the big dildo. Since then, she will use it occasionally but not regularly. When she does, she will take the entire thing and pound herself with it while I jerk off. She will cum very hard on it multiple times. It drives me nuts.

Another thing I do is encourage her to go braless and to wear other revealing clothing. I even purchased her an "itsy" bikini bottom through Victoria's Secret. It barely covers her ass. She has actually worn this bikini way more than I expected. She enjoys showing her ass off to other guys, which is encouraging.

Any suggestions on how to make this a reality for us?

Thanks
her big dildo
her big dildo
first time she wore her "itsy" bottoms
first time she wore her "itsy" bottoms
shes getting comfortable wearing these...
shes getting comfortable wearing these...
teasing guys at the pool
teasing guys at the pool
brainbox1

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Posts: 2132
#2
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Sounds like you are on your way. I suggest having patience and taking it slow. One stage at a time - you have started now add in cuckold role playing and reading cuckold stories. Then crank it up a notch by mentioning how other men find her attractive and by the size of their bulges want her!

Then add in your fantasy about being a cuckold. Good luck and let us know how it goes
SheDatesHeWaits

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Posts: 1352
#3 · Edited by: SheDatesHeWaits
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You're light years ahead of many couples, because she's already aroused by the idea of fucking a guy with a bigger cock.

brainbox is correct... for now just be patient, and follow her lead. Even though she's openly fantasizing about it, for women it's a big step to take it from fantasy to reality. So let her keep thinking about it and talking about it, so that the desire keeps growing. Eventually something will happen and the dam will break. In the meantime keep giving her positive feedback, let her know that it arouses you and be supportive about everything to so with it. Play it cool and I'm betting it happens.
cuckold - Pronunciation - kuk-uhld - noun 1) The husband of an unfaithful wife. 2) A husband whose wife has sex with others. NOTE - It does NOT say: Sexually confused, submissive, humiliated, sissified, crossdresser, cocksucker, or piss drinker
jarhead

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Posts: 19
#4 · Edited by: jarhead
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Yes, patience is something I have been focusing on. I don't want to be overbearing or scare her away from the idea. I try to let her bring it up as much as possible. I figure that if she is the one who initiates the conversation more often than not, that she will start thinking about it more in depth beforehand. I think that way the conversation can be pointed in a direction that she wants it to go. Anyway it can happen is the way I want it to happen...

Encouraging her to dress slutty and more promiscuously has really started to increase her boldness. It turns me on to see her becoming more confident in her ways.
Her bikini tanlines when we first started dating
Her bikini tanlines when we first started dating
Her bikini tanlines with her new tiny bottoms. Unreal
Her bikini tanlines with her new tiny bottoms. Unreal
jarhead

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Posts: 19
#5 · Edited by: jarhead
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I love her tiny boobs and nipple piercings!


kennyboy82

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Posts: 6956
#6
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jarhead:
Encouraging her to dress slutty and more promiscuously has really started to increase her boldness. It turns me on to see her becoming more confident in her ways.

It's turning her on as well, I'm sure of it. Generally it'll make a potential 'Hotwife' more aware of her desirability and heighten her sexuality. The more guys that hit on her increases her confidence. Don't push too hard, slow and steady steps are best, that way, with your encouragement, she believes all the decisions made have been hers! That first time she fucks some hung guy will always be the best thing yet. Clean her up afterwards and you'll be so much closer as a couple - Hotwife and cuck.
cuckold4one

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Posts: 3600 Pictures: 10 
#7
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First of all, your wife is a very sexy woman and her ass looks great! It sounds like you'll both be enjoying this lifestyle soon and you're on the right path to becoming a cuck with a hot wife.

I'm looking forward to your updates and seeing more of her sexy photo's.
Cuck who loves a creampie.
demonic1000

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Posts: 1297
#8
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This is so hot! Can't wait for updates
jarhead

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Posts: 19
#9
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Thanks for all of the encouragement, everyone! Her and I are really having fun with this whole thing.

Last night something exciting but humiliating happened. To begin, she named her big toy "James". I'm not sure if James is based off someone she knows but I do not know a James.

Anyways, she started everything off by using James. No sex or touching beforehand, just straight to her toy. She looked at me, smiled and said, "I'm going to get myself off just using James. However, you are NOT allowed to touch yourself and I bet you will still get off."

This comment floored me. I had never even thought about it but she obviously has noticed how excited watching her gets me.

She started off slow but things escalated quickly. I was licking her tits while she was pounding herself with James. I still hadn't touched myself but I could feel my own orgasm building. This is something I had never experienced before.

"You like watching this big thing make me lose my mind?" she asked. I honestly was so stunned that I didn't even say anything.

She was really getting after it at this point. "I'm about to cum on James. You want to cum with me?"

Once again, I had nothing to say.

I started lightly biting on one of her nipples and pinching the other. Her eyes began to roll backwards and she started trembling.

"Holy ******* barely escaped her mouth as she had one of the biggest orgasms I've ever seen her have. It wasn't until she calmed down and opened her eyes that I realized I had cum too. All without touching myself.

With a devilish smile she laughed, "I told you so."

It was so hot.




kennyboy82

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Posts: 6956
#10
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Jesus, the woman's got a fantastic ass!
SheDatesHeWaits

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Posts: 1352
#11
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I've never cum without some sort of penile contact, but I've heard it can happen.
cuckold - Pronunciation - kuk-uhld - noun 1) The husband of an unfaithful wife. 2) A husband whose wife has sex with others. NOTE - It does NOT say: Sexually confused, submissive, humiliated, sissified, crossdresser, cocksucker, or piss drinker
jarhead

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Posts: 19
#12
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Kennyboy - Thank you, I worship that ass!

She's out of town this weekend visiting friends. Really trying to convince her to slut it up. We'll see
cuckold4one

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Posts: 3600 Pictures: 10 
#13
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BUMP......
Cuck who loves a creampie.
jarhead

Member

Posts: 19
#14 · Edited by: jarhead
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Sorry, wasn't really sure if people were really that interested.

Lynn recently took a trip to New Orleans with friends of ours. I was unable to go on the trip, so she ended up sharing a room with another couple, Emily and Michael, in order to save some money.

Lynn usually ****** totally naked and that doesn't change when we travel. Lynn soon learned the couple she was sharing a room with also slept totally naked. In the middle of the night, Michael got up to use the restroom. Lynn said she got a "very nice eyeful" of Michael's cock when he was walking totally naked to the restroom.

Lynn said this turned her on and made her feel naughty. She surprised herself when she decided she wanted to return the favor. While Michael was finishing in the bathroom, Lynn quietly exposed her entire ass by pulling the blankets back and pointing her fully exposed lower half towards the bathroom door. She said she was dripping wet at this point.

Michael opened the bathroom door and gasped. Lynn said he stood frozen in the door for what seemed like an eternity. She refused to move or cover up because she was pretending to be a*****. After about 20 seconds, he turned the light off and returned to bed.

The following night, which was their last on the trip, I told her I wanted her to ***** naked again and expose herself again. Lynn was surprisingly easy to convince.

She stayed up well past when Emily and Michael fell a*****. Her and I were texting back and forth the entire time. Around 1 am I told her to walk to the bathroom naked. I instructed her to leave the bathroom light on when she returned so if Michael was awake, he could get a nice view of her full naked body. Once again, she complied.

I made her send me a picture of her naked, exposed and with the light on from the bed to prove she was playing along. She did and I almost immediately came. We had fantastic sex once she was back in town.
I'm sure Michael had a spectacular view
I'm sure Michael had a spectacular view
jarhead

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Posts: 19
#15
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A lot of my pictures are automatically rotating 90 degrees for some reason. Not sure how to fix it. Hopefully you are still able to enjoy!
cuckold4one

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Posts: 3600 Pictures: 10 
#16
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Loved the photo and update!

Too bad a 3-some didn't happen on her trip, but she's getting into this more and more.
Cuck who loves a creampie.
jarhead

Member

Posts: 19
#17
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cuckold4one - yes, it is definitely surprising me how much she is turning into my little slut...

Anyone have any suggestions for us? Thanks
i122

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#18
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Since they seem compatible I would suggest the four of you take another trip and suggest to save money get a hotel room with double queen beds. On the first night as soon as you get in bed start fucking your wife and allow the covers to fall away so they can watch you two fuck.

The next day casually bring up the night before to them and suggest that it would be fun if the joined in
SheDatesHeWaits

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Posts: 1352
#19
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Great update! I love the way you two are taking small steps together. Her slee/ping nude and giving teasing glimpses was super hot! Love the way she did just enough to savor the teasing, but not so much that it created an awkward situation. I'm not sure I have much to add, since you and she are proceeding at a pace that's obviously working for you. Just keep it up. Look for those situations where you can flirt, tease and push your boundaries. At some point the perfect situation will unfold and she'll seize the opportunity to fuck someone for real.
cuckold - Pronunciation - kuk-uhld - noun 1) The husband of an unfaithful wife. 2) A husband whose wife has sex with others. NOTE - It does NOT say: Sexually confused, submissive, humiliated, sissified, crossdresser, cocksucker, or piss drinker
BumNote

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Posts: 1164
#20
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I'm loving how this is developing.
Best of luck and I hope you are cucked soon.
TinyCockWimp

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Posts: 423
#21
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Yes all goes well! Think up ways that will allow her to get that naughty feeling she had when she impulsively decided too expose her ass to her male friend- always with your full approval. She admitted out made her soaking wet. Good! If she keeps exploring her boundaries she'll find that she will have to do more and more to get the thrill that makes her drench her panties. Always encourage and reward but NEVER push. Good luck.
Faggot Pussy
jarhead

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Posts: 19
#22
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Thank everyone!

Yea, I'm really focusing on not trying to push it. I'm hoping one day she takes the lead in this whole thing. It truly excites me to see how open she is becoming sexually.

Has anyone ever intentionally left porn on their computer for their lady to find? Not sure, but I've been thinking about doing this and making sure the theme has to do with cuckolding. I don't know, but the idea excites me and I'm curious what her reaction would be.
brainbox1

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Posts: 2132
#23
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Only you know what your GF reaction will be. How has she taken to your hints and encouragement? Doe she find porn repulsive? If no to both questions then give it a go and take a chance
SheDatesHeWaits

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Posts: 1352
#24
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brainbox is right. You would be the best judge of how she might react to finding stuff "accidentally" on your computer. Some women get offended by their man looking at porn... others might find it hot. I had an experience years ago where my wife found some stuff and it did NOT go well (she felt I was keeping "secrets"). But if Lynn is cool with the porn thing then maybe leaving a few, select pages of cuck content on your computer might lead to a positive discussion...
cuckold - Pronunciation - kuk-uhld - noun 1) The husband of an unfaithful wife. 2) A husband whose wife has sex with others. NOTE - It does NOT say: Sexually confused, submissive, humiliated, sissified, crossdresser, cocksucker, or piss drinker
jarhead

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Posts: 19
#25
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SheDatesHeWaits and Brainbox - honestly, she knows I look at porn and expects everyone does. I have asked for her and I to watch it together but she always gets a little shy about that. The idea of her finding out what I actually watch turns me on, so I'm really considering it.
jarhead

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Posts: 19
#26 · Edited by: jarhead
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Speaking of finding things on the internet, I was browsing Lynn's Pinterest page about a year ago and stumbled upon something very interesting. She has a page of sayings that she finds funny and has saved them all for everyone to see.

One of them says "Shut up. I wear heels bigger than your dick."

I immediately brought it up to her the following day and of course I initially acted offended. In reality, I was super horny about it. It was humiliating and seemed like a look into what she had to really say about my dick.


I challenged her, "I saw you pinterest page. What heels do you wear that are bigger than my dick?"

She just gave me sly look like "come on"

I responded, "No really, I'm genuinely curious."

She just got up off the bed and walked to her closet without saying a thing. She pulled out a pair of 5" heels and walked back to the bed. "These heels are pretty big, you know?"

I was trembling and hard as a rock out of the excitement for some reason. I was also wearing gym shorts at the time so it wasn't like I was hiding anything.

She sat next to me with the high heel in her hand and started laughing when she noticed I was aroused. "Are you actually hard right now??"

I don't know why, but I just leaned in and kissed her deeply. She told me she was on her period so sex was out of the question. She doesn't like giving me blowjobs but she will jerk me off if I'm in the mood and she isn't.

While she was jerking me off, she sat up and put the heel next to my dick. The heel was obviously a little longer. She laughed, "See, I knew it wasn't a lie!"

I came almost immediately after that.

Not sure why, but we have never talked about this incident again after that day but it still turns me on today.
The "LOL!" in the caption really got me going...
The "LOL!" in the caption really got me going...
cuckold4one

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Posts: 3600 Pictures: 10 
#27
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jarhead:

Any thing new with your travels down the cucky trail?
Cuck who loves a creampie.
jarhead

Member

Posts: 19
#28
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So Lynne just left for Florida. She's going to a work conference/training until Friday. She's going with a male co-worker but he's obviously in a different hotel room. I am then going to meet her and drive to Key West for the weekend after her training.

The past week she has been acting a little more sexual than usual around the house. Just doing little things like not wearing any pants and just a tiny thong while she wears a t shirt with no bra. This has given me basically a constant semi hard-on at all times. She knows what she's doing to me.

This for some reason excites me for the week ahead.

I made sure she packed plenty of sexy clothing and her tiny bikini. Since she's gone for a week, she has a bag big enough that it needs to be checked. So I figured why not slip her big dildo her baggage as a little surprise for her once she unpacks...

I really want to encourage her to be slutty this week but I feel like I'm always saying the same things to her.

Any suggestions?
Allen

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#29
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Great post so far. Nice and slow, hopefully she will go just a bit further soon.

Good luck, looking forward to your updates
SheDatesHeWaits

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Posts: 1352
#30 · Edited by: SheDatesHeWaits 
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jarhead:
I really want to encourage her to be slutty this week but I feel like I'm always saying the same things to her.

This is a common problem! It is difficult not to sound like a broken record. Obviously the core theme is "her fucking someone else".

But women love all the other aspects, too. I use almost every opportunity to be creative and different when it comes to dropping hints, making suggestions or tossing out a fantasy to chat about. Try to think more like a woman would think. Cucks think in terms of aggressive fucks and a huge load of cum. For most women though it's about the chase. The flirt. The setup. The butterflies. The first kiss. Stripping for a strange man the first time. A hotel rendevous. Seeing someone's cock spring out of his pants. A stolen moment of bliss. Being wanted by another man. Feeling naughty. That sort of stuff...

So I got away from saying the same crap over and over, and started painting a picture from her perspective. It helped a lot, and keeps you from sounding like that horny parrot that keeps saying "Go get laid" every two minutes.
cuckold - Pronunciation - kuk-uhld - noun 1) The husband of an unfaithful wife. 2) A husband whose wife has sex with others. NOTE - It does NOT say: Sexually confused, submissive, humiliated, sissified, crossdresser, cocksucker, or piss drinker
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Potentially Good Start
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