Showing posts with label cuckold prepping. Show all posts
Showing posts with label cuckold prepping. Show all posts

4/9/15

Cuckold Exctitment = Cuckold Frustration

Yesterday's much anticipated tryst between Diane and Paul didn't go exactly as planned.  And though i was in the master bedroom with them for the entire time they were together sexually, it was still a very sexually frustrating experience for me.

Diane called and told me the two of them would be late, so the waiting game began.  They didn't arrive until just a few minutes before 5 PM.  Their arrival was preceded by the usual phone call letting me know to get into my babydoll and matching thong panty and be waiting in the bedroom.  Paul was running late and wasn't in the mood to be wasting time.  At least that's how I interpreted Diane's instructions.

Talk about feeling silly.  There i was in the babydoll i posted yesterday, standing in the bedroom when they arrived.  Paul was polite and gracious as he usually is but dominant at the same time.  After saying hello and taking off his sport jacket, he lifted the front of my babydoll and pulled the thong out a bit so that he could look at my caged penis.  "Just checking" he said.

Diane was getting undressed in the walk-in closet while Paul was doing so in the bedroom, throwing his clothes on one of the chairs. 

"Why don't you lay down on the rug like you did the first time I was here with you" he said, making reference to my first cuckold date with the two of them.  i lay on the rug in front of our bed, face up as Paul finished folding his clothes.  Diane arrived and straddled over me, looked down at me with a smile, said nothing, and lowered herself onto my mouth.  Paul walked up to Her and She began sucking his cock as i did what i was there to do - get Her ready for Paul.

It was hurried,  but not so much that Diane wasn't able to get fully aroused and on the brink of orgasm before Paul told Her not to "cum just yet."  Surprisingly Diane was able to comply with his request, but only by pulling Herself away from my mouth.  Just a few moments later, She was back smothering me again, but not for long.

"I think you're ready" Paul said.  "On the bed."

Diane got up and as She made Her way to the bed got a hard slap from Paul on the ass (i couldn't see it but the sound of the slap was unmistakable, as was Her yelp) and threw herself down on Her back.  Though i still lay there on my back on the rug my face full of Diane's juices, and couldn't see exactly what was happening, there was no mistaking from the sounds (mostly Diane's moans, groans and cries of passion) that Paul had jumped on top of Her and was madly filling Her with his cock.

So there i lay wondering if i should get up and watch, leave, or just stay there.  i decided to stay there but much later when going over the events in my mind, realized that no matter what i did probably wouldn't have mattered.  The two of them were totally into each other and nothing else.  i turned my head and could see very little of them; the bed is kind of high and they were sprawled sideways towards the front.

Diane came multiple times and from that came from Paul, his orgasm was a strong, powerful and manly one.  They collapsed in what seemed to be total satisfaction.

"That was good" Paul said almost in exhaustion. 

"No it wasn't.  It was great" Diane exclaimed. 

Then they were done.  Paul had to get going.

They got off the bed and hugged as I still lay in front of the bed.  Yes, i was still feeling sissy.  i think they had actually forgotten i was even there. 

Paul started to move towards the chair to get his clothes when Diane said "Ah, excuse me, aren't we forgetting something?"

"Oops.  Sorry.  You're right.  sissy, you have some work to do before I leave, but you have to make it quick" Paul said.

He stood over me again, this time with Diane holding his cock out so there was no mistaken what needed to be done.  i got on my knees and cleaned his cock.

"Aren't you glad i reminded you?" Diane asked him.

"mmmm....yes.  I wish I could stay longer.  Next time for sure" he answered.

He delayed getting dressed long enough for me to feel i had gotten most of Diane's juices off his cock.  There were plenty to be sure.

When fully dressed, he said good bye to me and walked out of the bedroom with Diane.  She accompanied him to the front door totally naked.

A few moments later, She was back and it was Her turn to get my oral attention.  It resulted in another orgasm and some meaningful time together afterwards.

Other than our time relaxing in bed after Her last orgasm, i'm not sure the whole episode with Paul lasted a half hour.  It was kind of a "slam bam thank you ma'am" type of thing, with some consideration given to the cuckold. 

Physically i was a frustrated cuckold having been in chastity and unable to view their entire fun while Paul was there.  Yet i was 100% of the time.  More important than anything i felt it was emotionally fulfilling for me.

Diane was happy also.  That's what counts.

love,

sissy terri
read more

4/7/15

Clothes for Cuckolding

Paul visits tomorrow.  i'm here too and there seems like little to get in the way this week of his and Diane's regular meeting.  i have lots to do but i will be getting most of it done while at home.  i may not have that much time for longer posts, but Diane has already told me to make myself "totally available between the hours of 3 and 5 PM" on Wednesday.  No telecoms with clients or any other interruptions.

There were other instructions also.  "Pick out a cute negligee for me to wear tomorrow and one for you as well.  Make yours a babydoll" She said.

The simple instructions have raised my excitement level tremendously.  i now can't wait for tomorrow, even though i still feel nervous and anxious about it.  i still don't know what, if anything, they have planned for me.  But just the idea of selecting something pretty for both of us to wear is very arousing to me.

It makes me think about how important clothing and dressing are to a sissy cuckold when it comes to
pleasing the Wife.  It's almost priority number one.  For the wife, at least in Diane's case though She does dress sexy for Paul, i don't think there's nearly as much thought about what to wear when they get together with their lovers.  The sex is far more important to them.

For this cuckold, the sex wouldn't be nearly as exciting if i weren't dressed properly!

love,

sissy terri
read more

3/15/13

Cuckold Disappointments

Diane's had a wonderful evening with Her lover Brian on Wednesday night.  She got home a little earlier than expected and had me run Her bath.  She shaved her legs, did some trimming of Her pubic hair and had me give Her a pedicure (something i'm getting better at.)

For me, the time i spent helping Her prepare for Brian was the highlight of the evening.  To most cuckolds who fantasize and enjoy the humiliation of seeing their wives up close with another man or forced to service the two of them in some sexual way, the evening would have been a major disappointment.  i was disappointed also, but i realize that this is about Diane's pleasure first and foremost, and not mine.

Even though i'm writing about this from a submissive cuckold's point of view, the reality of it is that what happens, or doesn't happen, is all likely to be driven by my Wife's desires and not mine.  Wednesday night proved just that.  And with Brian staying over for the evening and the both of them leaving early enough on Thursday morning, it wasn't until last night that Diane and i had a chance to talk about what transpired.

Basically, when Brian arrived i wasn't dressed in anything pretty or made to look like an effeminate sissy cuckold.  i looked like just any other man with my khaki's and golf shirt.  i offered him a drink which he declined and just had a bottle of water.  Diane had a glass of wine and they sat out on the back patio and talked for about a half hour alone.  Then they made their way upstairs for nearly three hours of lovemaking.  i prepared dinner for them which the three of us enjoyed together.

Most people would expect a tense and awkward dinner conversation after what had just taken place.  i know i did.  But not with Diane.  She drove the conversation and talked about everything from the nation's budget battles to the local weather.  i cleaned up after dinner while they sat in the living room watching a basketball game and just as i was about done, Diane announced that they were headed upstairs and kissed me goodnight.

There was no "surprise" that Diane had alluded to.  i was a little relieved about that but disappointed as well.  The biggest disappointment was that i was not involved at all, other than to help Her prep for Brian and serve dinner.  i felt lonely and left out.

Diane's explanation for what happened was pretty simple.  "Some things take time to develop" She said.  She has Her own fantasies and thoughts on cuckolding me and knows what mine are.  It's tough to accept, and even tougher to hear but my own thoughts and fantasies are secondary to Hers.  "I want to include you in this some, but Brian has to be ready for it also" She said almost clinically, as if She was overseeing a patient's rehabilitation or something similar.

It's at times like this that Diane can come across as being cold, calculating, devious, aloof and self-centered.  When it comes to Her personal sexual gratification, i suppose She's developed into just that type of woman.  i have to learn to live with that.

There's another Diane though.  The one who, after last night's conversation, told me to go upstairs, "pretty yourself up and wait for me."  We made our own special kind of love late into the evening and talked past midnight.

"You're going to be tired tomorrow.  You have to work" I told Her.

"So what" She said, "you're worth staying up late for."

No wonder i love Her so much.

love,

sissy terri
read more

4/18/12

A Cuckold Date for Diane

"I need you to get all your housework done by early afternoon" Diane told me this morning.  "Brian will be over later in the day for a few hours.  I also need you to disappear until around 7 PM."

Keeping to her strategy to only let me know about her plans with Brian at the last minute, or even after they'd been together, I wasn't told about this next meeting until she was ready to leave for the office this morning.  As I explained before in this post, she believes I get too anxious about the whole thing in the days leading up to their meetings and, by doing it this way, I'll be less on edge. 

"Take the bed down and leave a sexy nightgown laying across it" she added.  "Make sure the bedroom looks real nice."  Brian will once again take my wife in our marital bed. 

She sensed my initial shock but knew I'd get over it.  Before I could really get going with Wednesday's housework (which I usually take care of at a rather leisurely pace) she took my hand and pulled me close to her.  "I know you would probably enjoy it more if we could be  more open about our lifestyle with Brian, and you could stay here and watch, but I doubt it will we'll ever be able to get to that point with him" she said.

She's right.  I know I would probably have a hard time at first, just watching my wife with another man.  But like everything else that's happened with us, I would get used to it and I would enjoy it.  Now that I'm required to "disappear" when Brian comes over, I really wish I could be a full-fledged cuckold in front of the both of them.
read more