2A Married Sissy Cuckold: Cuckolding

A Married Sissy Cuckold: cuckolding

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A Married Sissy Cuckold The thoughts, ideas, experiences and ramblings of a married bisexual submissive sissy male, who has become a full time "wife" and cuckold.

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Showing posts with label cuckolding. Show all posts Sunday, May 13, 2012

Sunday Shorts Today's post is going to be a short one. We're on our way to Diane's mother's house and overall it's been a pretty busy weekend. Here are just a few "short" thoughts and things to share with you...

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Went to the gym with Diane yesterday but didn't run into Jake. Diane wants to check him out eventually before She gives me Her "blessing" to be with him, if that's what he's really looking for. Interesting how She is with Brian and he doesn't know that i know about his affair with Diane, and the same thing could happen with Jake if we end up together. i still have my period and will have to stop at CVS or Walgreen's later today. Diane's insisted i wear tampons and I'm down to my last one. Guess who's going to run in to buy them today? i am away this week for one night but it doesn't look like that night will work out for Diane and Brian. i may have to make myself scarce on another day this week so they can have our home to themselves. It could come on short notice also. And since this is a short post, i thought i'd share the following picture with you. I just love short-shorts, hot pants, short and tight cutoff jeans, etc. They make me feel so femme.

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Cuckold Thoughts I feel kind of silly about the way I acted the other night. I've promised Diane that I'd do my best not to act so childish about things in the future. She has every right to be upset. We knew up front that there would be some difficult emotions at times and that I would have to deal with them. Diane's not into physical punishments. But last night she said I had come close to getting "slapped or spanked" because of the way I'd acted. The talk we had last night was under much more reasonable and calmer circumstances. I wasn't the "emotional sissy" she saw the night before. She even teased me about spanking me in front of Brian, or even worse, having him do it for her.

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Right after she said that, she ran her hands across my smooth legs (I was wearing a pair of white ladies shorts and a flowered top) and up to my groin. "You like that thought don't you?" she asked me. I acknowledged that I did, but realized that the reality of it would be very, very difficult for me. "Don't worry. It would be hard for Brian too. He's not yet ready for something like that" Diane said.

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I couldn't get the thought of such a scene out of my mind. Spanked by my wife's lover, for some childish behavior. The idea kept returning to me and each time it did, I would get aroused.

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I really wonder if faced with this in real life how I would react. Would I run away from it? Submit to the punishment at the hands of another man who is someone I know, although not that well?

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In many ways, my cuckolding the way it is is just fine. But in some ways, I want to be a part of it. Yet, I think that once you're a part of it, and you submit in the way I just described, or something similar, there really is no turning back.

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On the island in the kitchen was a note from Diane that read:

"Didn't make the bed when I left for the office today. That's your job anyway. Make sure to change the sheets also. Love, Diane"

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Not a big deal. I never expected her to make the bed before she went to work. I also didn't expect the scene I found when I got upstairs. Once again, on the nightstand on my side of the bed was a used condom and its wrapper. Pillows were strewn about, with two sitting in the middle of the bed amidst some crumpled sheets and two others on the floor on what is usually Diane's side. A black nightie and matching thong panties also sat on the bed. It wasn't the nightgown that Diane had worn the night before. Probably the most disturbing evidence was in the bathroom, where two large bath towels lay on the tile floor. It was evidently clear that Brian and Diane had showered together. I cleaned everything up and changed the sheets as I was told. When Diane got home just before 8, the sheets had already been in the wash and were now in the dryer. I sat reading the newspaper when she came in and gave me a kiss. "You're pretty efficient" she said, "already drying the sheets." I didn't say anything and Diane could tell I was upset. We didn't talk for the better part of an hour until I finally told her I wished she would have told me Brian was coming over. This led to a sometimes heated discussion about her decision to "surprise me" rather than let me know in advance about her meetings with Brian. Eventually, we resolved the issue. I understand her point a view a little better now. I apologized for the way I had acted. Submissive cuckolds never bargain from a position of strength. Posted by sissy terri at 11:13 AM

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The whole cuckolding dynamic seemed to intensify for both Diane and I as a result of her meeting with Brian on Wednesday. I sat down and tried to put together a post yesterday but just couldn't seem to concentrate. Wednesday evening was both emotionally difficult yet perversely satisfying to me. Perhaps the most difficult thing to deal with was that Diane seemed almost blissful about the evening. At about the time I thought they'd be halfway through their romantic encounter, my cell phone rang while I was on the practice putting green at a nearby driving range and practice facility. Diane called and asked how I was doing and what time I expected to be home. I told her I'd be there around 7 PM as planned. "Eight o'clock sounds great" she said, and added an "I love you too" before hanging up. I couldn't help but wonder if Brian had gotten there late, or if they just wanted more time together? I haven't had the opportunity (sometimes I really wish I would) to talk with others in even remotely similar situations to mine. I thought that after seeing Brian and having enjoyable sex with him, Diane would be more subdued, distant and probably even cold towards me in the immediate aftermath of their time together. Wednesday was nothing like that. Instead I got home a little after 8 PM, Diane appeared invigorated, happy and content. Content with what had happened, but not content in that she didn't want more fun.

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I had just returned from a meeting with the company I will be consulting for and it was shortly after 6 PM. Diane had left me a voice message to remind me she would be home a little later than usual. She always attends a dinner meeting during the last week of the month.

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I walked into a cuckold scene Tuesday night when I got home. No, I didn't "catch" Diane in bed with Brian, but the feeling was almost the same.

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"Pretty yourself up upstairs and I'll be there in a minute" was what she greeted me with. She was dressed in a dark purple satin robe I had bought her for her birthday a few years ago. She looked like a woman who had just had sex. A peck on the cheek and I was on my way to our bedroom.

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I ignored the signs of sex that were all around. The rumpled bed, her bra and panties that had been tossed on the floor next to what was usually my side of the bed. There was one used condom on the nightstand, again on my side. On a chair in a corner of the room lay the nightie I had set out for her on the bed. I wondered if she had even used it. I undressed and was slipping on a pink camisole with matching tap pants when I heard her coming up the stairs.

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"It's your turn to get some cock tonight honey" she said with a smile, "but first, you know what you have to do." I did know. She went to the bed, laid on her back, opened her robe and spread her legs. "Go down on me and lick my well fucked pussy" she said in her most dominant voice. She came so quickly that she held my head there for another orgasm. I wondered how many that was for her that night?

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When I had satisfied, it was time for her to have a little fun with me. "Get ready" was all she said. She went into our walk-in closet and got her strap-on and leather harness. She walked back with a tube of lubricant and had me help her with the harness. "Get on all fours. I want to take you the same way Brian took me tonight." The words were sharp and stinging. Short and to the point, they summarized the direction our relationship had taken in recent months and weeks. No sooner had I gotten into position I heard her open the tube of lube and start applying it to her rubber dildo and then to my ass. Laughingly, she said "I'm sorry, I forgot to make you suck it first. I'm sure you're disappointed. I'll just fuck you longer. Ok honey?"

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I was shocked by her attitude and by how much fun she was having, how much she seemed to be enjoying all of this. "Ready?" she asked. A slap on my ass reminded me that she expected an answer. "Yes, I am" I said. Another slap, this one much harder. "Yes what?" I got it right this time. "Yes, Mistress." I felt the tip of her cock make contact with my bottom. Diane wasn't particularly rough. She never is. Sometimes, she just fucks me harder than others. Last night was one of those times and in addition, as promised she did it longer. She takes extreme care not to hurt me during her initial penetration and has the ability to sense when I am comfortable and begins to get into her groove.

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With her hands on my hips she told me how much she loved making love to her "wife" and how well I responded to her lovemaking. "I thoroughly enjoy sissy sex with you terri" she told me, "and it's even better knowing how much you enjoy it as well." When she told me how Brian had taken her in the very position she was taking me, I couldn't control myself any longer. I came with abandon and she slid in and out of me even harder. "That's it honey, cum just like I did, cum like a good girl." I collapsed but Diane had other ideas. She pulled me back up and continued to do slide in and out of me. The fucking continued for several more minutes until she said she had had enough.

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Only then did she take me into her arms and kiss me deeply. We had plenty to talk about before we finally got to sleep that night.

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Saturday, April 14, 2012

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One of the positive things that came out of Diane's first affair (but only after some very difficult times) was our agreement that we would be truthful to one another and more open in our communications. It's worked very well for us and is the primary reason our relationship has been able to grow and be what it is today.

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Sometimes however, the truth hurts or at a minimum, is difficult to hear. The information Diane shared with me last night is an example of something that I might have been better off not knowing. Diane told me that her good friend Linda now knows that Diane is having an affair with Brian. Linda doesn't know that I'm aware of the affair and our "open cuckolding" as Diane calls it. But just the fact that Linda knows that Diane is having an affair is tormenting to me. Initially I was aghast that Diane would share this information with Linda. I know they are very, very close, but I couldn't believe that Diane would just come out and tell Linda. However, Diane only shared the information yesterday after Linda told Diane she was also seeing another man. According to Diane, Linda was asking Diane to cover for her this coming week when she was going to be seeing her lover. Linda felt awful about reeling Diane in to her web of deception but felt that it was her best way of providing an alibi and not raising any suspicions. To put Linda more at ease and relieve some of her anxiety, Diane told her about her thing with Brian.

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I appreciate Diane's honesty with me, but I struggle with whether or not I would be better off not knowing. I see Linda once and awhile and we sometimes get together as couples for social things. I'm certainly going to feel different each time we see one another now. Even though Diane hasn't told Linda about my knowledge of her affair with Brian, I can't help but be embarrassed that Linda knows I'm a cuckold.

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Tuesday, April 3, 2012

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Cuckold Conversations Diane talks to Brian most every day. Sometimes, if he's free in the evening they'll talk on the phone. She's already told him it's okay to text her to see if he can call. That's one of her ways to make him think I am "clueless" that they are having sex with one another. After these phone call rarely will she volunteer what they've spoken about, but if I ask her, she'll usually

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They had a phone conversation last night that lasted about fifteen minutes. She wasn't very talkative after so I asked her if something in the conversation had upset her or if she was planning on seeing Brian anytime soon. By now nothing she says should surprise me, but again, I didn't expect to hear what she told me. She's thinking about not letting me know too far ahead of time when they're going to get together. She thinks it causes me too much "unnecessary anxiety" and it's just not good for me. Instead, she believes that letting me know the day of their meeting, just before, or in some cases even after they've been together. "It'll be much less stressful for you dearie" she said with a laugh.

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Now, instead of having a little anxiety from the time she tells me until after they've met, I feel it all the time; never knowing if a meeting is just around the corner or taking place while we're apart.

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Friday, March 30, 2012

A sissy and a Stud It was a very strange discussion last night with Diane. All day yesterday my emotions felt like a ping pong ball going back and forth. When Diane got home, she was as cool, calm and collected as she's ever been. It was as if the night before hadn't even happened. Her lovemaking with Brian in our bedroom had taken place less than 24 hours before and her demeanor made it seem like it happened decades ago. Of course, that's the way she is; always in control of her emotions and surroundings, at times appearing so cold and aloof. While the rest of us are emotional wrecks, she remains in command of any situation. So when I asked her if she thought Brian knew that I knew about the two of them she could only laugh. "You men are so much the same. You may be a sissy and Brian may be a stud, but you are so alike" she told me.

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I asked her what she meant by that and she told me that Brian had asked her the same question last night. He wanted to know if if she thought I had any suspicion about the two of them. She told him that I was "clueless" about the whole thing and he needn't worry at all. I didn't like her use of the term "clueless" because of the way it portrayed me in Brian's eyes. Like an idiot who has absolutely no idea that his wife is fucking another man. Diane assured me that the only reason she used such a term was an obvious one, to put Brian at ease about the whole thing. "It was a very selfish reason. I didn't want any anxiety he had to affect his performance" she told me, "and it didn't."

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Diane found it interesting that I would worry about what Brian thinks about me. She asked me teasingly if I would rather he know all about me. It was a rhetorical question that I didn't answer.

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Thursday, March 29, 2012

The Cuckold Bed Keeping yourself busy while your wife is at home having a tryst with her lover is not the easiest thing to do. I felt awkward 100% of the time.

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Diane met Brian at our home a little later than planned because he had a meeting that lasted longer than he expected. That led to a phone call from Diane telling me that she would call me when it was "safe" for me to come home. The call came while I was "enjoying" my second overpriced cup of decaf and reading several newspapers on my laptop and a trendy downtown coffee shop. I wanted to post something on the blog while there, but the lack of privacy caused me to change my mind. Diane's call came a few minutes after 9:30. She and Brian had been together for nearly five hours. A "wham bang thank you ma'am" it wasn't.

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I took my time on the drive home. I don't think I ever went over the speed limit. I wanted to go home but was in no hurry to do so, wondering what I would find. Disappearing from your home so that another man can make love to your wife in "the marital bed" weighs heavily on your mind. Last night the marital bed become "the cuckold bed." That's all I could think of. For all the sexual excitement and eroticism surrounding cuckolding and how it plays on the mind of a submissive male, there's a real life aspect that's not always easy to deal with. Diane was waiting in the living room watching some news program when I got home. She was wearing a black satin bathrobe, one that I had bought her for her birthday a few years ago. She called it her favorite bathrobe. I wondered if she had put it on while she was with Brian, or only after he left.

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Diane approached me and gave me a kiss. "Thanks" she said. "I appreciate you doing what you did." "No problem" I told her. Yeah sure...no problem. I use that term all the time and I hate it. I say it whether there's a problem or not. Just another example of acquiescing to her. Seems like

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everything I did or said yesterday just deepened my cuckolding. Earlier in the morning, just before Diane left for her office, she took out a pair of my "sissy panties", ones with rows and rows of lace across the bottom. "I want you in these today" she said. After thanking me last night she asked if I was still in my sissy panties. I told her I was as she rubbed her hands over my ass so she could feel the ruffles on the panties. "Very nice" she said. She suggested we go upstairs to the master bedroom. The cuckold part of me wanted to see the bed all disheveled and every sign of cuckolding I could think off when I walked in. The husband part of me wanted Diane to have tidied up the room before I got home and even changed the bed. The cuckold part of me won out. There was plenty of evidence of lovemaking everywhere. The bed was as unmade as could be. The pillows were strewn all over the place, with an extra couple laying on the floor. I wondered what the had used the pillows for? Diane's work clothes, including her bra and panties lay on a chair in the corner of the room. I also spotted the panty that went with the babydoll nightie she wore for Brian. It was sticking out from under one of the pillows near the header of the bed. An odd location I thought. I saw the package of magnum condoms on the nightstand on what was usually her side of the bed. I wondered how many they had used, where they were, and whether she had put the on Brian's cock. It was then that I looked over to the other side of the bed, my side, that I saw at least two used condoms loosely wrapped in some tissues. I took this all in in a matter of seconds, but it seemed like it took an hour. I know it's silly, but I thought I could almost detect a certain earthy smell of lovemaking in the room. Diane's voice got me out of the small trance I was in when she said "I want you to take everything off except your sissy panties and come into bed to lick me." I stripped down to the panties and felt so much embarrassment when I couldn't hide my erection. Diane just smiled and didn't say anything. She took her bathrobe off, revealing the nightie I had bought on our last shopping trip together. She rearranged the pillows so that she could lay back on them, spread her legs and watched me go down on her. I licked the pussy where Brian's cock had been just a little while ago. I was surprised at how wet she was. There wasn't any trace of semen from what I could tell. Diane was clearly aroused by this whole thing. She came within a a few minutes. Too soon in her opinion. She made me stay there until she had another orgasm. I also had an orgasm. In my sissy panties. Diane let me mount her and hump her while she wrapped her lovely legs around me. Guess how long I lasted? I messed the panties very quickly. We lay together and it was quiet for a few minutes. Then Diane said that before Brian left he said he wished he could spend the night. She told him that "yeah, that would be nice. Maybe someday." "You know what though" she said, "I really couldn't wait for you to get home." She had me clean up the room a bit before we went to bed. I didn't change the sheets though. I thought there were a few damp spots. No doubt Diane's wetness from a night of lovemaking. This morning I put a fresh set of sheets on the cuckold bed. Posted by sissy terri at 8:59 AM

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Tuesday, March 27, 2012

"I Think You'll Like It" Last night while I was putting the dinner dishes away Diane got a call from Brian on her cell phone. They had corresponded earlier in the day and she told him she would be free tonight to talk if he wanted to call. When her phone rang and she saw it was him, she gave me the signal to be quiet so that he would believe that she was alone at home for awhile. She's working hard at continuing the ruse that I am totally oblivious to what is going on between them. She made her way to the other room so that I could continue my household chores while they talked, but I could still make out much of what she was saying. Naturally, I tried to listen pretty closely as well. Tomorrow is the day that Brian comes over to be with Diane. It will be mid to late afternoon. Diane's told me to make plans to be away from the house for at least 5 or 6 hours. She will call me when it's all clear for me to come home. One part of their conversation last night stirred more emotions in me. Even though I could only hear Diane's part of the conversation I knew they had moved on to something more intimate and playful and were discussing Wednesday afternoon. Diane told Brian there was absolutely nothing to worry about and that I would be out of town and wouldn't be returning until very late in the evening. Then I heard her say "I think you'll like it" and following a pause "It's pink and very girly looking. I'm wearing it just for you." She was referring to the short nightie she had me pick out on our last shopping trip together. I wonder what Brian would think if he knew I picked it out and bought it for her? Posted by sissy terri at 5:48 AM

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Monday, March 19, 2012

A Cuckold Shopping Trip When we returned from shopping late yesterday afternoon I went about preparing dinner for Diane and I, thinking about what had transpired just hours before. The shopping trip was different than any other I had ever been on with my wife. To get straight to the point, Diane made me pick out something for her to wear the next time she sees Brian. It was more than a request and took me totally by surprise. Diane is a very clever woman who is a master planner when it comes to getting things done, coordinating projects and controlling situations. The first few stores we stopped in yesterday and the errands we did set the tone for a relaxing afternoon where we were having fun and the conversation was flowing rather freely. She seemed very content and I was happy. She said she wanted to buy me something different. I've gone out dressed as a woman several times with Diane but only when we've been away on a vacation or traveling away from home. We haven't done it in nearly a year and Diane thought we should plan a few days away in late spring and go somewhere where I could go out dressed. She wanted to buy me something for the trip. The whole idea got me really excited and in an even better mood. Together we chose a lovely white silk long sleeved blouse and a pair of tight fitting black slacks. She even promised to buy me a new pair of heels to match. The thought of planning the upcoming trip, the new clothes and how I would be trying them on when I got home had me on cloud nine. Then came the surprise. "I want you to do something for me" she said. "You know I'll do anything for you" I said, still so happy as I carried the bag with my new clothing. "I want to wear something new and special the next time I'm with Brian. He gave me a general idea of what he'd like to see me in, and after I share that with you, I want you to pick out something pretty for me to wear." As we walked through the mall I felt my heart beat somewhat irregularly for a moment or two. It was one of Diane's perfectly choreographed moments of ultimate control. She had set this up just right and here I was, in the middle of the mall just a short distance from the Victoria's Secret store, not the best location to discuss the matter. "He liked the black lingerie I was wearing the other day but he confessed that he loves the very feminine type lingerie. Almost like a little girl look. Maybe something pink, short, ruffly and lacy. You know what I mean." I knew exactly what she meant. It was a style of lingerie and nightgowns I myself loved so much. "Will you do that for me sweetie?" she asked so coyly. "I will" I said before my mind could process the significance of what was about to take place. Nothing was said until we reached the store where she told me to go find something while she browsed. She wanted to pick up some lotions there as well. "If you find something, bring it to me and I'll let you know what I think." I tried to look inconspicuous as I looked for something that I thought might fit the description she gave me. I felt as if all eyes were on me. I was approached twice by sales clerks asking if they could help. I wanted Diane to eventually come to see me and ask me how I was doing, but I also knew that wasn't going to happen. She was going to wait until I selected something and brought it over to her for approval. I also wondered how many times she'd make me run through the exercise. I decided it was best to just get on with it. Much to my surprise, the first thing I chose met with her approval. "I think Brian's going to love that!" she exclaimed a little louder than I would have liked. I know I liked it. It was a pink babydoll that had an open front with a pretty satin bow and padded push ups that made it very young looking. It would more than accentuate Diane's nice breasts. The shoulder straps were adjustable and it came with a matching bikini. "I think it's beautiful" she said again, obviously pleased with my choice. The search for her special outfit completed, I paid for the purchase while she continued to browse. When I was done, she told me to wait outside the store for her while she picked up the lotions she was looking for and a couple of bras she had selected that were on sale. Our shopping and errands complete, we made our way to the car with our bags. On the way home Diane thanked me for what I had done. She took my hand and put in between her thighs. They felt so warm. As soon as we got home, we went upstairs where I got between her legs and licked her to a very quick orgasm. I was surprised at how wet she was when I started. I guess the shopping trip had aroused her quite a bit. Posted by sissy terri at 3:41 PM

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Friday, March 16, 2012

My Tumblr Blog The emotional roller coaster I've felt the past month has surprisingly seemed to lessen some now that Diane and Brian have actually been together. I've been doing plenty of reading, not

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just on blogs but on other more authoritative sites that deal with lifestyle BDSM and D/s relationships, and I think that's been helpful. I've learned that becoming a submissive involves a process and part of the process is acceptance; acceptance of who you are and accepting things that are important to your Dominant. Diane has also been very helpful. Since the other night she's shown concern for my feelings but at the same time making it clear that she wants to see Brian again. This isn't going to be an every day thing with them, but it won't be a once and done fling either. There aren't any specific plans for them to get together again, but she tells me they will and it's just a matter of logistics. The relationship they have is in its early stages, but from my observations and what she's told me, it's strictly a sexual relationship. They both want something highly sexual that doesn't come with too much emotional baggage and attachment. Diane's pretty straightforward and businesslike in what she wants, and she seems to be no different with this. I'm pretty sure her discussions with Brian that led up to their first sexual encounter made her feelings pretty clear. I also wanted to let my readers know that I started a tumblr blog a little while ago. I'll use it to post and reblog pictures that I find interesting. I put a link to it right below my list of favorite cuckold blogs and hopefully it will update whenever I put a new photo up. The blogs name is the same as this one: "A Married Sissy." Here's a picture of what I reblogged a little while ago. I happen to love everything about this picture. What sissy wouldn't?????

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Thursday, March 15, 2012

Waiting Was The Hardest Part "The waiting is the hardest part Every day you see one more card You take it on faith, you take it to the heart The waiting is the hardest part" Tom Petty Last night as every minute that passed by felt like an hour, I waited to hear from Diane. The last time I had heard from her before she met Brian was just after 5:30 PM when she arrived at the hotel. She was non-committal as to what time she would be home, only to say that there was no way she would be spending the night. Her "excuse" to be away for the evening was a going away dinner for a colleague who was moving to take another job. As the time passed by ever so slowly, it was only "normal" to think that the later it became, the more Diane was enjoying herself. The things I thought about are too numerous to list. I kept wondering how long a tryst like this should take? How long do two married people who have never had sex with one another stay in bed together the first time they get together? Do any early awkward moments make the night last longer? Is there plenty of foreplay? Or does the passion involved mean they just rip each others' clothes off and jump into bed? I honestly thought I would get a call around 8 PM. I came up with that estimate after walking through various scenarios in my mind over and over. Yesterday afternoon, I would have thought that as the night wore on and I hadn't heard from Diane I would become more nervous. Instead, as 8 PM came and went, I began to feel more like a cuckold. The waiting was difficult but yet, the longer I waited to hear from her, the feeling that comes with being a cuckold and knowing what was likely happening at that very moment became more and more intense. Diane called at 9:32 PM. I remember the exact time because as soon as the phone rang I looked at the clock on our DVD player. "I'm still at the restaurant and will be leaving in about 10 minutes" she said, "I didn't want you to worry." From her conversation, I knew she was still with Brian and thought I could hear just a little bit of background noise. Knowing that he was so close to her while she spoke with me got me hard. She called about 15 minutes later while she was on her way home. She told me she had called me earlier so that I wouldn't worry unnecessarily. Then she said "I thought you'd like the fact that I called you while still in Brian's room." I hesitated to say anything. I wanted to tell her I did, but felt embarrassed. She broke the silence by asking me "Well, did you?" I told her I did. "I knew you would" she said.

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Diane got home about a half hour later. The first thing she did was to kiss me and say "Thank you. I had a great time." We talked for a little while about the evening. Brian was a bit nervous at the beginning she said, and so was she. They made love twice, with a break in between where they ordered something light from the room service menu. I thought sitting down like that and hearing her tell me about it would be more difficult than what it was. Diane said she doesn't want to hide anything from me. The discussion went well. Finally she said it was time to go upstairs, "I want to make your cuckolding complete." I knew what she meant. When we were in bed, I got between her legs and licked her where just an hour or so before, another man's cock had been. There were no creampies left for me like many other cuckolds get to enjoy, but her pussy definitely felt and tasted different. Perhaps someday there will be one for me to taste. Posted by sissy terri at 5:05 PM

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Wednesday, March 14, 2012

A Cuckold's Big Day Today's the day. Diane told me last night that Brian will be in town today and tomorrow. She's going to be meeting him in his hotel room this afternoon after work. I asked her if this just came up yesterday or if she'd know for awhile. She knew since the middle of last week but didn't want to tell me until last night. She thought I'd worry too much about it unnecessarily. She's right, I would have. I've spoken with Diane four times today. She's called me to reassure me that she still loves me and I've called her to do the same. That's helped. It's an emotional day for me. Yesterday began "my time of the month" so today, I'm not only wearing a maxi pad but the tampon Diane inserted this morning. I'm to replace it as needed throughout the day. I've spent the day doing housework (there was plenty of ironing to do today) and running other errands. Now it's just a matter of waiting for her to come home later tonight. This morning Diane took longer than usual to get ready. She looked sexier than I've ever remembered. Of course she's probably looked just as good or even better before but with the circumstances of this day make her sexiness more pronounced. I'm sure she'll raise eyebrows at work. She's wearing a black lace bra, matching panties, garter and thigh highs. The black bra is very noticeable under her white blouse, but is covered quite nicely by the black jacket she's wearing. Her black skirt is just tight enough to accentuate her shapely ass and thighs. A tad more makeup than usual, a hint of perfume and a pearl necklace and earrings made her look irresistible. When she was getting ready to leave, she had me retrieve the Magnum condoms I bought for her to use a couple of weeks ago and put them in her purse. After I put them in the purse, I wondered how many she would use tonight. I was daydreaming when Diane came over and gave me a big hug and kiss. She promised to call me today and also tonight when she was on her way home. Brian is going to be one lucky guy. All that's left for me now is to wait. Posted by sissy terri at 1:22 PM

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Friday, March 2, 2012

Another Cuckold Errand Yesterday's errands led to a rather interesting discussion with Diane last night. She didn't call me back until she was in her car and on her way home from the office, even though I had left her a message to call me earlier in the morning. Her delay just seemed to be another way to tease me. Of course lately, I'm viewing just about everything she does in that way. "I didn't get a chance to call earlier, it's been a hell of a day. What's up?" she asked. What's up???? It wasn't that I expected a flowery greeting or anything, but I would have thought that she had a general idea about why I was calling. It was as if her shopping list that included condoms for her to use with Brian was no big deal. Again, her brief greeting seemed like it was intended to make me broach the subject first. It worked. "Not much, I did get a lot done today" I told her. "I called earlier to ask you about the list of things you left me. I was just a little surprised." She laughed a little and said "Oh that, I hope you didn't expect me to have unprotected sex did you?" "Of course not" I answered, and before I could continue, she told me she had another call coming in and would either call me back or see me when she got home. She didn't call back and was still on her phone when she walked into the house from the garage but quickly said good bye to whoever she was talking to. "So, let's talk about your little shopping trip today" she said as she made her way to kiss me. She told me to pour each of us a glass of wine and and we sat down in the living room to

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talk. "I want to see the condoms you bought" she said, so I went to our room to get the package I had bought earlier. The ones I bought were Trojans and were called "Her Pleasure Ecstasy." She looked the package over, put them down, smiled and gave me a big hug. "You're always so thoughtful and willing to please me. Even in the brand you selected!" she said, "Just like a wife who wants to please her man, getting him something she thinks he'll like. Putting him first. You always put my pleasure first, and I love that." She was right, and I love doing things for her. She does know how to make me feel appreciated. But the discussion took an interesting turn from there. "I'm not sure these condoms are exactly what I want though. Brian might appreciate something more manly. Just like you want to please me, I want to do little things that will please him. In other words, put yourself in my place. You'd probably choose another style wouldn't you?" she asked me. I wasn't totally convinced, but agreed just the same. Obviously, I've paraphrased our discussion and quoted it as best as I could remember. The gist of the conversation, which essentially began with the condoms I had purchased, was about me changing my frame of mind when thinking about her and Brian. In essence, when doing things to please her, I should be focused on how Brian wants to be pleased. When Diane and Brian finally hook up, and all indications are that it is going to be very soon, he'll be doing it under the assumption that I don't know anything about it. Little will he know that because of Diane's cleverness, I'm going to be totally cuckolded and trying to please him through her. After dinner, Diane spent some time on her laptop while I cleaned up. She was on the computer for awhile, checking her facebook, personal emails and a few other things. No doubt she did some research on Trojan condoms. I'm on my way to the pharmacy this afternoon to buy some Trojan Magnums. Posted by sissy terri at 12:01 PM

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Thursday, March 1, 2012

A Cuckold Errand I usually do some errands on Thursdays or Fridays in preparation for the weekend. Diane wants to enjoy her weekends as much as possible and it also feels pretty nice that she also wants to spend them with me. Rather than run around doing errands on the weekends, she wants me to take care of those things on either Thursdays or Friday. Last night after dinner I was cleaning up and doing some dishes in my apron while she was on the phone with her friend Linda discussing some work-related issue. Linda must have had to take another call and while Diane was waiting she asked me when I was planning to do my errands this week. I told her I would probably go this afternoon since I was going to the gym in the morning. "That's fine. I'll leave you a list of some things I need" she said. That wasn't unusual since she always leaves me a short list of things she might need or want. These can range from a grocery item to more womanly things like a high end cosmetic item. I've gotten very accustomed to buying these things for her at the Macy's cosmetic counters! Just as I got ready to leave for the gym this morning I happened to glance at the list of about eight things Diane had jotted down. One word jumped right out at me and stopped me dead in my tracks: "CONDOMS :)" I don't know how I had missed it before. I had walked by the not which was sitting on the counter near the kitchen wall phone where we always keep such things. In addition, it was the only item in all CAPS, and with that little smile after it. Talk about a strange feeling. The realization that my cuckolding might be just around the corner. Nothing of the sort had been discussed for a couple of days. Instead, one word amidst a list of items for me to pick up on my weekly errand run. I tried calling Diane at her office and her private line bounced over to her administrative assistant. She was in an all day meeting. I asked to be put through to her voice mail and left her a message to call me when she has a chance. I'm not sure what I'll say to her. I'm not angry or anything, but curious as to why we didn't talk about it. In some ways, I'm not surprised. What she did teases me in an indirect yet very effective way. Anyway, I'm going to do what I'm told. By the time she calls back, I'll probably already have purchased the condoms. Posted by sissy terri at 12:09 PM

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Sunday, February 26, 2012

Pretty Pastels Of all the panties I own (too many to count), less than a handful are dark colors. I have two pair that are dark red, one black and another that are deep purple. Everything else is pastel colored or a light floral print (the vast majority are pink). Part of the contract with Diane is that I only buy and wear those types of panties unless she gives me different instructions. Of the four dark colored pairs I own, Diane has bought them all for me.

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She on the other hand, owns mostly black and dark colored panties. The darker colors are obviously meant to convey her dominance, especially when they are contrasted with my pretty pastels, and she looks so hot to me in black panties. This morning at breakfast she teased me about possibly having to do some lingerie shopping soon. When I asked her what it was she was looking for, she told me that she may want to wear something more "passive looking" when she and Brian finally get together. She also laughed that to save money she could borrow some of my lingerie. I believe Diane's comments, as much as they are meant to tease me, also provide insight as to her frame of mind as she thinks about how things will play out with Brian. Her desire, if that is indeed what it is, to be more sexually passive with Brian also serves to reinforce my own submission to her. Her desire to wear something pink and feminine for sex with Brian, just like I often do for sex with her, speaks to the issue of woman's need for sex with a very masculine man does it not? Posted by sissy terri at 12:48 PM

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Saturday, February 25, 2012

So So Pretty! Some things are just so pretty, I can't get them out of my mind. I would think that other sissies are the same way, but I can't be sure. I've been thinking about this picture since I saw it a few days ago. The hairstyle does nothing for me, but everything else exudes femininity and more than anything, sissification. It's also an outfit, similar to a sissy maid uniform, that wouldn't achieve the full effect unless you wore it in someone else's presence. Sure, it would be lots of fun to slip into when you're alone and prance around posing in front of the mirror and doing other sissy things. But, to be made to wear this in front of your Domme, your wife, her friends, etc (the list of potential viewers is endless is it not?) would put most of us in sumbissive sissy heaven. Of course, if a sissy was made to wear it in front of his dominant wife's lover, then that would be utopia.

Posted by sissy terri at 1:26 PM

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Thursday, February 23, 2012

Waiting to be Cuckolded My wife Diane's been talking to Brian every day this week, but they haven't set a date for their next meeting. Up until tonight, Brian has called her while they were at work. But a few hours ago, that changed when he called her here at home on her cell. When she realized it was him, she motioned for me to be very quiet. She proceeded to talk to him for about twenty minutes. I gave her some privacy so I wasn't privy to much of their discussion. I know that she ended the conversation by saying "I miss you too." After she ended the call, she answered the question I was about to ask when she told me that earlier in the day, she told Brian that he could call her at home tonight because I was going to be out until about nine o'clock. She forgot to mention that to me at dinner and had planned on telling me that if he called, that I was to remain quiet while they talked. Diane also surprised me when she said she didn't have a problem with me listening in on her side of the conversation. "If I want privacy, I'll let you know" she said. We talked for more than an hour after the phone call. Even though they are definitely going to meet again, Diane said that her getting it on with Brian is definitely not a done deal. Diane is a very process-oriented person (admittedly anal at times) and wants things to go her way. Before she ends up in bed with Brian and in a full blown affair, she made it clear to me that there are certain "requirements" that will have to be met. The last thing she wants is to have Brian fall head over heels for her and start talking about what it would be like if the two of them were together. She's married, wants to stay that way and doesn't want to ruin anything with he and his wife. She's also going to tell him that she expects him to remain "faithful" to both his wife and to her. It may sound strange, but she doesn't want him screwing around with anyone else. I asked her how she expects to keep tabs on this and she said that even though it might seem difficult, she'd probably be able to tell if he was seeing someone else as well. She wants a no strings attached relationship, one in which either one of them can walk away at any time. Also, unless he's willing to be tested, she's going to insist on safe sex at all times. Lastly, she stated very clearly that if he wasn't a good lover, she'd just end it, saying the whole thing was probably a bad idea. I have no idea if her approach to this is much different than other wives who want to cuckold their husbands. I would think that many wives would have at least some of the same

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requirements or thoughts as she does. It may seem pretty cold and clinical, but it's reassuring to me that she has no intention of falling in love with Brian. I think it is different than most cuckolding situations you read about on the web or on blogs, where the "Bull" knows that the cuckold knows about him and at times, makes love to the wife in the cuckold's presence. In our case, Diane wants Brian to think that I know nothing about their affair. I asked Diane if she ever thought a time would come that she would want to let Brian in on my knowledge of their affair and the whole cuckolding thing. She said she doubted that would ever happen, but she wouldn't rule it out entirely. "That would be getting ahead of things. First things first. Don't worry your pretty little head about it" she told me. In the meantime, I'm just waiting to be cuckolded. No doubt there's some anxiety on my part, but knowing she's in such control of the situation is very reassuring. Posted by sissy terri at 8:30 PM

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Wednesday, February 22, 2012

"Too Much Work" Last night after reading the All Mine blog, I asked my wife Diane to read it and tell me what she thought about the whole idea of possibly keeping me in chastity at times. Diane knows which blogs I read online and my internet habits and preferences are not something I hide from her. Her response after reading the post was both interesting and disappointing in a way. "Too much work" she said very abruptly. I asked her to elaborate and she went on about how, in her opinion, relationships that use chastity seem to be just as much or more work for the Dominant partner as they are for the submissive. She admitted that she might like the idea of having me locked up initially, but after awhile it would become too routine and as she pointed out, too much work. "I prefer low maintenance domination" she laughed. She also brought up the fact that based upon the way I asked my question, it would be "an other one of those things" that I would want only "at times." That didn't sound very submissive or obedient to her and she said if we were to do it, it would be all or nothing. Just as I thought she was leaving the door open just slightly enough that she might consider it a possibility, she added "Anyway, I like to see you masturbate whenever I want to. Having that thing on you would take too much time to remove, put back on, and all the other stuff." This morning when she got out of the shower to head to work, I brought her a fresh cup of coffee to sip on while she did her hair. She thanked me and said "You know, I was thinking about that chastity idea you mentioned last night. Maybe I could just keep you locked up while I'm with Brian." She looked at me in the mirror with that mischievous smile of hers. I'm not sure she could tell, but under my bathrobe I was getting hard already. I hope she wasn't kidding, but she probably was. Most of the time she sticks with her initial decisions. Even though it's a woman's prerogative to change her mind, she rarely does. Posted by sissy terri at 5:37 AM

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Saturday, February 18, 2012

An Important Discussion My wife's lunch with Brian went "pretty well" according to Diane. It was Friday and neither one of them had a pressing need to get back to work, so it was nearly a three hour lunch. We had our own long talk last night Diane and I. She let me ask her anything I wanted about her lunch with Brian. She told me right up front that she would tell me everything and that she didn't want to hide anything I asked plenty of questions and I believe she told me everything. There was no sex yesterday but there was some kissing before they parted in the parking garage near the restaurant. Diane said the kiss, which began as a polite and short kiss on the lips, ended up in a brief but passionate embrace; one where Brian held her close to him and ran his hands over her butt. She also admitted to briefly putting her hand on his crotch and feeling his hard cock. Mine was also hard in my panties as she told me this. Diane assured me that they were discreet about it. There was no one they could see in the garage and the embrace didn't last long. I wondered how they could so quickly jump to a passionate kiss but she told me it was simple: there had been plenty of flirting that took place during the very long lunch, including some suggestive touches of her leg under the table and some tender touches of each other's hands. There was more in our conversation, much of it arousing to me and much of it difficult to hear. I suppose the most difficult part for me to hear was Diane telling me that this thing with Brian was definitely going to move forward and that I would have to accept it and in time probably

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even enjoy it. "I love you as my wife" she said, "and that is never, ever, ever going to change. But I need real sex with a masculine man once and awhile. Our lifestyle now just doesn't make that possible for me unless I find someone like Brian." Those words stung, but I knew she was right. In the end, it was something that had to be said. I told her I understood. We hugged and there were a few tears. I know it's going to be difficult, but last night's talk with Diane will help make it easier. Posted by sissy terri at 10:15 AM

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