Tomorrow might be the night...

Hey guys, I’m a long-time reader, first time poster or commenter. I’ve been seeing my girlfriend “Bee” for almost three years now. We met toward the beginning of graduate school and fell for each other almost immediately. I think our relationship is much different from many relationships on here. First off, I’m fairly well hung—about 7 inches, decently thick, perfectly straight, and circumcised. I’ve never talked to anyone who thought it was anything but perfect. Second, Bee is black and I’m white. I never read about black female/white male couples getting into cuckolding. Finally, Bee is fairly passive and nonsexual, while I’m the hyper-sexual permister and have a much more dominant permisterality.

Note: I just read this all and it’s pretty long. I’m going to leave three asterisks part-way down the story if you want to skip straight to today. The rest is kind of the back-story.

Before I describe my relationship with Bee, I’ll describe her physically: she’s about 5’8”, around 140 lbs, with rocking legs, fantastic feet (a big thing for me), perfect tits, and a face you could stare at for hours. Also, she has this perfect black ass that, even through her pants, you can tell she has gluteal muscles that are super powerful. The way they rub up and down against each other when she walks drives me (and other guys) crazy. She gets very self-conscious about the stretch marks on her ass, but you can barely see them and I challenge any man to look at her bare ass and not want to bury their face in it. Also, she straightens her hair, so she doesn’t have the regular black curly hair, although I always tell her that I prefer it curly and natural. Finally, she’s in her early thirties, while I’m in my mid-20’s. She, however, often gets confused by other people for a much younger age all the time. As they say, black don’t crack. So, there’s about a 5-year age difference, yet I still perform a dominant male role in our relationship.

Well, when Bee and I first got together, things worked well because we were so jealous of each other. I had just gotten out of a destructive relationship where my ex kind of cheated on me, and Bee was naturally very possessive and jealous. I’ve never had trouble not looking at other women while I’m with my girlfriend, but Bee seems to always catch me, even when I don’t think I’m looking at other women. This is always followed by either a stern lecture and her being angry, or a fight when I try to defend myself.

Anyway, I loved the security of being with a jealous permister, because it allowed me to be jealous and I trusted her that she would never cheat. At the beginning of our relationship though, I had been watching cuckold porn and reading stories for about a year. I told Bee about it and told her that it was only a fantasy and that I would never under any circumstances want to see it lived out. She understood and let me have my fun. I hated it when she went out with her friends without me, but she did anyway. I was simply a very jealous permister.

Well, after our first year of graduate school, I ended up transferring to a different graduate school about six hours away. It would provide us both with a stronger financial beginning after school because it was fairly well-known and somewhat prestigious. Before leaving, however, I proposed to her and she said yes. We were long-distance, but we were desperately in love and committed to making it work.

So, eventually the sex became a little repetitive (as long-term relationships do) and I tried expanding our horizons sexually. At the time we pretty much stuck to: handjobs, oral sex (me performing, not her), missionary, and doggiestyle. I also wasn’t lasting very long, but I made up for it in oral performance. I suggested that we try toys, but she was opposed to that. In fact, she seemed opposed to any suggestion I made that might improve our sex life. She doesn’t like to masturbate because it makes her feel guilty afterward, even though I encourage it. She almost never initiates sex or sexual activity. She hates giving head and when I get her to actually do it she puts no effort into it, quits after 30 seconds, and then complains about being no good at it. I tried to show her porn, but she claims it does nothing for her. I’ve repeatedly asked her to check out her own porn to figure out what her fantasies are and she claims she just wants normal sex with someone she loves (me). I’ve had her read stories and she might say they’re hot but she won’t read them on her own unless I’ve asked her to read a specific story.

I also tried to get her to wear sexy things and she did...once. She tried this little string lingerie piece on for me that was exactly what I liked, but she felt that my response was not enthusiastic enough. But honestly, I loved it and I love her. I’m obsessed with her body and when she wears sexy clothes, I love it. So, she kind of refused to do it again after that. I felt really frustrated and totally unsatisfied sexually.

Finally, in February I told her “I don’t think I can marry you without cheating on you in the first five years. I just think it’ll eventually happen. I want to have an open relationship.” She was really upset and we broke up for a few days. In that time I cheated on her. We got back together and she agreed to trying to hook up with a guy while I stayed monogamous until she decided whether or not she liked it. I was obviously VERY excited. Our sex life improved dramatically next time I saw her. Honestly, it was the best sex we ever had. I just kept thinking about her with another man and it drove me crazy. We must have had sex ten times in about a four day period. I couldn’t get enough. That’s when I realized that I really wanted to be cuckolded.

Unfortunately, our sex was so good that she got pregnant and we agreed the cuckolding thing would have to wait. I acted like an idiot and kept cheating on the side even though it was contrary to our agreement. I just needed good sex again and felt unhappy about our current situation (although I was excited about the prospect of having a young).

She ended up having an abortion in April of this year. After that, I came forward about my cheating and we broke up. That’s why I call her my girlfriend and not my fiancee now. About a month after the break up, we both missed each other too much and I went to stay with her while we studied for the examination required to gain entry into our field. By this time, we had earned high-level graduate degrees and this one test is the only thing standing in our way.

While studying, she brought up the cuckolding thing totally on her own and I was SUPER excited about it. I had gone down to stay with my dad for a week and she started dating this guy who was also studying for the exam we were. He didn’t know about me or who I was, but he told her things like “I guarantee I’ll give you the best head of your life” and other dirty things that totally turned her on. He was black also, with a completely shaved head. Much taller and more physically fit than me. I was jealous, but loved it. During one of her dates she thought she might be able to have sex with him. As soon as I got that text message I hopped in my car to go see her (it’s a six hour drive from my place to hers and I figured she’d be done by the time I actually got there). I had a boner the entire drive and was super excited.

Well, things fell through. He was too respectful of her and she was wanting to take it slow. It was disappointing to say the least, but our sex was still really good and I decided to stay with her for the duration of our studying for this exam, just in case they ended up hooking up. I wanted to be there to “reclaim my place” kind of and fuck her silly after he was done with her.

Unfortunately, my presence in her life caused her to lose all desire to hook up with him. She stopped pursuing it completely and I was pretty disappointed. I mentioned it, but kind of let it go.

So, here we are in August, our exam has come and gone and I think she’s ready to give it another shot.

***

So, we’re leaving for a cruise on Friday to celebrate being done with our exam and we’re both pretty excited about it. She is flying to see me in [a major U.S. city] on Thursday, and we’ll depart on Friday from this city. A few days ago I get the texts attached. I’ll continue with the details in my next post, but for now I’ll attached the screenshots from my phone in order.

Messed up the pics. Here's another shot.

Phone screenshot #1

Phone screenshot #2

Phone screenshot #3

Phone screenshot #4

The rest of the screenshots.

Phone screenshot #5

Phone screenshot #6

Phone screenshot #7

Phone screenshot #8

So, this guy is a guy that I’ve known about for a while. She always assured me that he was a “just a friend.” She even went so far as to say that she couldn’t even see “Brian” that way. She said all this to me when I was still jealous, however, and I think now it’s very clear that there is a strong attraction to Brian. He’s a former model and super good looking and I know with certainty that the attraction is there. Honestly, I'm not gay but even I think he's attractive.

Well, it turns out that the other day he called her and confessed his feelings to her. He knows that she and I are together, but suggested that they hook up anyway. He’s going to be in town on Thursday and so is she (it’s the night before we leave for our cruise), so it looks like it might work out well. The difficulty is that she hasn’t really expressed to him that she’s interested. She’s really excited about it, but seems to want to play games and doesn’t want to come off as desperate. I think he’s just in the dark about the whole thing and doesn’t think it’s going to happen.

I’m trying to encourage her to text him and set a schedule, like when they’re going to meet up, where, etc. But she’s hesitant.

She doesn’t want him to know about the cuckold aspect of our relationship. He knows that she’s flying in to see me, so I told her to tell him that I trust their relationship because they’re “old church friends.” Who wouldn’t trust such a relationship right? Lol. So then she’ll go back to his place and they’ll fool around “behind my back.”

I also told her that when she’s there, she should take pictures. She’s totally down apparently. If he asks why, she’ll just tell him that she wants to masturbate thinking about him later. This should all work out great.

I’m nervous but really excited. I can’t stop thinking about it and I have to hold back on talking to her about it. Honestly, I’m more excited about her relaxing with Brian than I am the cruise.

The reamister why this is so perfect is that Bee always feels that she needs to make a permisteral connection to the people she relaxs with. I’m her third partner ever and each permister she’s slept with she was in love with. She wants the emotional aspect of the sex to be there. With Brian, it is. They’ve been friend for longer than I’ve known her and there is a strong emotional relationship that pre-exists their forthcoming sexual relationship. I think that this is going to be great, I just pray that I don’t lose her in the process (but I strongly don’t feel that’s a possibility). I love her so much and this really shows me that she’s the perfect girl for me.

I’m hoping that these kind of experiences bring her out of her sexual shell. She might learn new things about what turns her on and how she can be completely sexually fulfilled.

If there is an emotional connection like you say, there is a good chance she will be cumming all night long on Thursday!

Perhaps instead of setting a schedule, she should ask him something that clearly indicates she wants his dick. Inquiring about his size, or favorite position may be one way to do this. Since she is shy it may be impossible to get her to text this to him.

Anyway, its obvious that your girl is attracted to big black men, and most likely will be cumming on one soon

Honestly, you are on a pretty good timeline with her, as many men take years to get their women into this activity. Patience is key. Talking about it during sex also helps a ton. If you condition your girl to think about other men fucking her every time you make her cum, she will get hooked.

Thanks for your story! I have a similar one that is unfolding... Perhaps your work here will encourage me to get my own story on this forum :P

Thanks for the encouragement tacomaslutt. I think you have a very good idea about her texting something a bit more suggestive to him. I'll try to get her to do that.

The reamister why the scheduling is important to me is because he pretty much has a 12 hour window to fuck her. She flies in tomorrow and then we leave on our cruise on friday. So, it's going to be tight.

I totally forgot to mention some of our contacts earlier. The other day she forwarded me this joke e-mail: The hyperlink is visible to registered members only!

It's one of those spam/junk e-mails that people send around, but it's very suggestive in the context of our upcoming cruise. She knows of my fantasies of course, so I think she's trying to suggest maybe I'm going to be a cruise-ship cuckold if she has her way about it. Lately, she's been getting much more expressive about being with other guys and I think it's really good progress.

In response to her e-mail, I said "Maybe your cruise diary will look something like that :P" and I sent her these two stories: (1) The hyperlink is visible to registered members only! (2) https://www.cuckoldplace.com/9_41629_1.html

Her response to those stories: "Oh wow babe! I'm gonna have to save these for bedtime! Sent from my iPhone"

I think if things don't end up working out with her and Brian I'm going to fuck her and make her pretend I'm a random stud that she meets on our cruise. Perhaps I'll buy and bring a blindfold.

Well, I went from really high to really low. She said that her and Brian might not get together tomorrow night because he won't be available until after 9:00pm. I feel like that's not much of a problem because I could easily drop her off at 9:00ish and pick her up whenever, but I think she is trying to find an excuse to not go forward with it. It's frustrating.

I suggested maybe she ask about his cock size, but she immediately shot that down and quickly changed the subject. It seems clear that she has over-thought this whole thing and is now uncomfortable with actually doing it.

the overall buildup and her going ahead with it sounds quite hot.. I sure hope she goes through with it.. her bailing out at the last minute would be a downer really.. you have any pics of her that you could share ?

Thanks for the response fantasiesanswered. I also hope she goes through with it. I think she knows how bad I want her to go through with it, but she needs to go at her own pace I guess.

Since my posts earlier I asked her to text him something like, "So, do you really think you can handle me?" Something suggestive enough to get the ball rolling, but also not overt to the point that she would be embarrassed. At first she said she'd maybe text him that, then she said that she really needed me to let her handle this on her own. I, on the other hand, feel that she's being too passive and is about to let this night slip through her fingers. She needs to say something to him that will show him that his interest will be worth the effort. I know he wants her...bad. But he won't make any more moves until she reciprocates a little. It seems like right now she's just going to sit on it and let the opportunity go by.

I need to start letting go of control. This situation is not about me or my pleasure, it's about her and making her happy. I'm desperate, however, to see her sexual wild side. I just have never seen her be anything but conservative sexually and I'm worried that if we lose a good opportunity it may not happen again. This will be the second time that she has let a guy who I consider to be a "sure thing" just go because of her passivity. Oh well. I just have to accept it and let her move at her own pace. At least she's considering it.

As for the pictures, I don't feel comfortable posting pics of her without her consent and I'm not quite ready for her to see this post (which would be necessary for her consent). It might screw things up and she'll be more hesitant to take photos or videos with any future potential lovers. I can, however, attach photos of women that I've found who have a similar physique to her.

She looks most like the third picture, with slightly larger breasts and maybe an additional 10-20 lbs.

Bee has slightly smaller and perkier breasts than this.

Bee has larger/perkier breasts than this

Almost exactly.

Don't give up man. If it doesn't happen this time, there will always be a next time. The important thing is that she's into it, and that's by far the hardest part to achieve. I still haven't got there after 2 years with my girl, she actually looks quite similar to the last of the 3 pictures you posted too!

This thread is heating up!

Thanks for the support and encouragement guys. I'll let you know if anything happens tonight.

Good thread!

Any update??

updates?

Hey guys, sorry for the lack of an update. I didn’t think there was much of an interest in the thread so I was going to let it die. As an apology, I’ve included two pictures that she consented to having me post on this thread. I had to black-out anything permisterally identifying. The first was taken by an iPhone with a special-effects app. It was originally for my pleasure only. I’m not sure if the photo really shows it, but she is a Goddess. Even men who aren’t really into black women have privately told me how hot they think she is. Anyway, we took it the night before we left for the cruise in the hotel room and bed that I was hoping Brian might take her in (it was either that or his house). The second is her ass and was taken in our stateroom on the cruise ship. The third is a screenshot she let me have of part of her conversation with Brian.

So, what happened that night? Almost nothing, but progress was definitely made. He ended up not being available until after 10:00 and things just kind of fell apart. They texted briefly back and forth and decided that another time might be better. He told her that he was driving home and would call her when he got to his place so that they could catch up. This seemed logical because they were old friends and needed the time to just chat and see how they were each doing.

Well, before 10:00 came and before things had officially fallen apart, she and I had made passionate love earlier in the evening. It was the good stuff, really hot. During one of our sessions, I placed her over the side of the bed, belly-down, so her legs were hanging off of the bed. Her perfect ass was hung in mid-air calling my name. I waited to penetrate her and told her to imagine that I was Brian. She agreed. It turned out to be really hot sex until I pulled out and blew my load all over her back. I wanted to pump a hot load inside of her but she isn’t on birth control right now and we’re waiting to get married to have kids. Honestly, our sex lives at this point were better than ever. I have an attraction to her like I’ve never experienced with another woman. I’m not sure if it’s the cuckolding idea in my head, but that certainly doesn’t hurt.

So, she and I hung out for a few hours cuddling and being close. We talked about what she wanted from Brian and about how excited I was. After things had officially fallen through, I suggested that when he called I could eat her out while they talked. She reluctantly agreed but assured me that it wouldn’t do anything for her since she would be able to concentrate on it.

After a long wait he finally called and I assumed the position. They chatted about nothing special—old friends, when they could meet up, etc. All very plain vanilla stuff, while I softly caressed her vagina and clitoris with my tongue. Finally, they made tentative plans to meet up when they got back from the cruise and they hung up. By this time I was horny again and moved up the bed to take her. Now that he was done talking to her, she was mine again.

After we had sex I convinced her to send him a semi-dirty text. She sent him a text that said, “Too bad you couldn’t do my favorite thing for me.” Which, apparently, he knew to mean oral sex. She LOVES oral sex from men, but hates getting fingered or having anything other than a dick in her vagina. It’s weird, but I try to respect it. His exact response was: “I woulda luved ta lick ya low ;) lol” (His grammar/spelling, not mine). She responded: “Maybe next time.” Pretty hot, right? And with that we went to relax.

Bee in (almost) all her glory

Dat ass

Texts with Brian

Well, he ended up blabbing about things to one of Bee’s exes. We really don’t want this to get out, for obvious reamisters. So, he pretty much screwed himself out of a good time.

While we were on the cruise, I tried to convince her to meet someone and have some casual sex. It would have been really cool because we had a beautiful room with a window overlooking the ocean. It could have made for a really exciting time for her. She seemed somewhat down to do that. Needless to say, it made the sex really hot and we were fucking like rabbits.

On the first day, she got hit on by a somewhat good-looking black crew member. He was selling holy water and offered to show her the lower deck where they kept the “special holy water.” It was obvious bullcuckolds brownie and she knew immediately that he was hitting on her. She got nervous and told him that she had a boyfriend. He backed off and said that he’d like to meet me. When I walked up she introduced us and she and I soon walked while she told me what happened. She didn't seem interested in him unfortunately.

So, on the second day of our cruise she was taking a mid-day nap. I got up and told her I was going to run upstairs to grab some soda. She kind of brushed it off. Instead of getting soda, I bought a blindfold from the cruise shops (the kind you’d get at an airport). I came back to our room and I placed a condom on our counter without her seeing. I never wear condoms with her, she knew that I brought them just in case she took a lover on the cruise.

I crawled under the covers and started going down on her. I got up and placed the blindfold on her and made her promise not to take it off no matter what. She promised.

I remained fully dressed and lowered myself again and buried my face in her pussy. I softly licked her clitoris the way I know she likes it. I know when she is turned on because she lifts her legs up and starts rubbing my head with her hand. There’s nothing I love more than having her legs as my earmuffs, lol. She smelled like sunscreen (from tanning earlier that day) and hormones. She tasted like heaven. When she started to moan, I stopped for a second and she got nervous and went to take off the mask. I said, “Hey, what did you promise?”

She responded, “Oh! Sorry, sorry.”

I continued going down on her for another minute and stopped again. This time, she didn’t move to take the mask off. She had obviously learned from her prior mistake. Instead, she continuing eagerly lying on her back with her legs spread. I got up and went to the door without saying anything. I put on my sandals (I was still fully clothed), opened the door to our stateroom, and walked out sporting a hefty erection. I waited in the hall for about thirty seconds and went back in the room. She was exactly where I left her.

I came in and grabbed the condom. I slipped it on my still eager erection and walked over to the bed. When I got there, I intentionally acted way out of character and much more dominant. I positioned myself above her, to her side and moved her head to suck my condom-covered dick. She was surprisingly enthusiastic about sucking my dick. I mentioned earlier that she is a bit of a quitter when it comes to head, but she didn’t seem to be this time. Seeing her suck my unfamiliar looking condom-covered dick really brought my boner to life.

So, she took me in her mouth and sucked me for a bit. While she was doing this I reached down and started rubbing her clit with my fingers. Now, I mentioned earlier she doesn’t like to be fingered; well, she doesn’t like her clit to be played with by hands/fingers either. Knowing this, I acted like a guy who did not know her preferences and massaged her clit anyway and she continued to give me head.

Throughout this, I had said nothing since I entered the room. I pulled her head away from my dick and she reluctantly laid her head back down on her pillow. I walked to the other side of the bed and crawled over her, positioning myself between her legs. Without any oral stimulation for her (something else out of character for me), I shoved my dick in her. No mercy. I grabbed her by the wrists and held them to the bed. She panicked at this point and said, “Anonguy?!” She ten struggled against me a bit. Apparently, it hadn’t really occurred to her that it might actually be someone else until that point.

I didn’t relent and continued to fuck her. After only about 15 seconds her panic subsided and she started to moan. She got really into it. After I let her hands go, she moved it down to her pussy and checked to make sure I was still wearing a condom (I was). So we continued in missionary for about 10 minutes. I then powerfully rolled her over onto her stomach. I pulled off the condom with a loud rubbery slap. Her head went up with surprise when she heard this, but she continued to lay still with her ass up apparently waiting for me to re-enter. I did and pounded it with complete selfishness until I came. As usual, I pulled out and came on her back. This time, however, I rubbed it into her back. I’ve never done that before, but I wanted to be out of character. I didn’t get up to give her a towel, I didn’t serve her like normal. Instead, I rubbed my cum into her skin to make is remain with her.

Without a word, I got up, put my clothes back on, and walked out of the door of our stateroom. I re-entered just a second later and asked, “how was it?” She just gave me a semi-comatose smile with her blindfold still on. "While I was gone I found the guy who hit on you yesterday and convinced him to wait outside the door while I warmed you up." I walked over to her, took off the blindfold, and went down on her again. This time, she tasted like condom and dick. Surprisingly, she came again. Her hormones must have been out of control and her wild side was really coming out!

By the time she came again, I was erect and re-entered her without protection. This time, though, we were really passionate. We kissed and really made love. I told her how beautiful she is and how much she means to me. I have never admired someone as much as I did her in that moment. After about 10 minutes missionary, I came on her stomach and in her belly-button.

That, unfortunately, was one of the last times we had sex on the trip. The day after, she was still raw down there and then she somehow got a yeast infection. I was powerd to play with my dick for the rest of the trip. It was really disappointing to be in such a beautiful place with the woman of my dreams and go almost a week with no sex. Extremely frustrating.

Due in part to the yeast infection and in part to her shyness, she had no interactions with men that are worth noting.

So, we got back home and she is now staying with her parents, and me with my dad. We’re long distance for the time being, but we’re doing our best to make things work. A couple days go by and she texts me, “Do you still want to pursue something with another man?” Lol, like anything had changed! Of course I wanted that!

I suppressed my enthusiasm and played it cool by saying, “If that’s what you want, I’m supportive.”

“Good, because I have a date with Todd on Thursday,” she replied. Todd was the guy in my original post who she met while studying for our big exam. If you remember, on one of their dates he promised to give her the best head she has ever had. Unfortunately, back then nothing ever came of it. I attribute that to my coming up to see her and getting in the way I suppose.

Anyway, she went on a lunch date this past Thursday and had a great time. He showed up a little late, unfortunately, and Bee was a bit put off by that, but whatever. He was a gentleman the whole time and he picked up the bill. They made plans to see each other this weekend. Later, while they were texting back and forth, he asked her if she was married or engaged. He had apparently seen the pictures of our cruise on Facebook. She didn’t tell him about me, but instead replied with a simple “No.”

He texted back, “Good” and informed her that he is on the market now. Very suggestive of his intentions...

As the weekend approached, Bee told me that she was pretty sure she was going to fuck him. I was overwhelmed with that. It wasn’t like her to be so excited about seeing a guy, nor was it like her to just want to fuck a guy. It was nuts but I was totally stoked.

I asked for her to take pics during the sex and she gave me a firm “No.” I was going to ask if maybe she could Skype with me before he came over, turn her monitor off, and let me watch the whole thing on my computer, but never had the courage. I was also going to ask her to call me and mute her speaker so I could listen, but also didn’t have the courage. Sometimes, if I make it clear that I’m too excited about something she has an adverse reaction and will back out. Pressure isn't good for her. This time, however, I stepped back and tried to be as supportive with her approach as possible. I gave suggestions, but was understanding when they were rejected.

So, this weekend came and he totally flaked on her. He made plans with her and didn’t follow through. I’m really pissed off about it because she had her feelings hurt in a major way. I suggested she block him on Facebook and stop contact because, quite frankly, he was rude to her. I hate that she felt that way.

She vented to me last night that she shouldn’t have done this and the whole cuckolding/hotwife thing is a mistake. I accepted that and told her I don’t ever want her to be hurt like this again. We talked it over today, and I think it's still on the table but we'll see.

I think the problem with her approach is that the emotional attachment is important to her. She obviously had it with this guy and he picked her up and dropped her down. My preference would be that she just have a one-night-stand or something. She is hot enough to pick up some guys at a bar or meet someone on the internet. With a girl who has her looks, it’d be easy. But she has her mind set on connecting with her lover on an emotional level and now nothing might happen after all.

Anyway, so far we have no results, but a lot of progress.

I've enjoyed reading your thread and Bee certainly looks an attractive woman. I like reading these true-life accounts where it's difficult to get your wife or girlfriend to play. Reminds me of my own struggle to get another man between my wife's legs.

Don't give up anonguy - as you say, there's has been progress.
Peter C

Thanks for the support Peter.

Thank you for the honest update. Hopefully she will come back around.

This is so hot. Keep at it!

very nice thread, the shots of the chat were a nice touch....