Do you like this cute little babydoll nightie? i just love it.
Bedtime can be so much fun for a sissy like me!
Good night everyone.
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Bedtime can be so much fun for a sissy like me!
Good night everyone.
6/29/12
Being Jake's Sissy
It was a wonderful Friday morning. i was up early to see Diane off to work and couldn't wait to see Jake. He was supposed to be coming over around 8 to pick me up for a golf game, at least that was what he told his wife Nancy. Instead, we stayed here and played "other games." Diane was gone by 7:30 and told me to have fun and "be a good girl for your man." i love how She teases me.
i wore a read bra and panty set with a white polo shirt, some very short and tight ladies's short shorts and some pink sandals. i was hoping i wasn't overdoing it and that Jake would like what he saw. i didn't want to dress to the nine's with a dress, heels, makeup, etc. You could see the red bra through the polo shirt and i liked that. i hoped he would to. Slowly, i want him to see me as a feminine man, playing the role of his woman.
When the doorbell rang i minced over to open the door and greet him. i could tell he liked what he saw but seemed a little nervous. i told him not to worry, that Diane wouldn't be home until the middle of the afternoon at the earliest. It would be the start of a long weekend for Her, since She's taking Monday and Tuesday off next week.
Jake told me how nice i looked and when i closed the door, i stood in front of him and told him he looked pretty hot too. i had brewed a fresh pot of coffee and offered him some. He accepted and we made our way to the kitchen. i felt so submissive as i poured him a cup and served it to him at the counter we have. As i put the cup down in front of him, he ran his hand over my ass and it felt so nice. Instinctively, i kissed him. He responded passionately. i was on his lap and we were embracing. It got hot pretty quick, while the coffee got cold.
"Would you like to go to the bedroom?" I asked him, "we can bring our coffees." He thought that was a good idea and he followed me to the guest bedroom I had decided we would use.
"I have to admit that I've been thinking of you sucking my cock all week" he said. "So have i" i told him. If i had told him the truth, he would have known that i'd actually dreamed about it also.
"Why don't you get naked for me? I love to watch a woman get undressed." He said. i'll remember those words forever - he used the word "woman".....the fact that he referred to me that way made me feel as special as i ever had with a man.
i slipped the sandals off and then slid the tight short shorts off. After taking off my shirt, i stood in front of him in my red bra and panties. He held me close again and kissed me, running his hands on my ass and his fingers along the outline of the bra cups. i felt so much like a woman. i turned around and unhooked the bra and let it slide to the floor. "You do that so elegantly" he said, "you must be used to it." That made me giggle. If he only knew the whole story about how Diane had me practice putting on and taking off bras!
Soon, i was naked and on my knees before him at the foot of the bed. He had me undo his pants and told me to start sucking him before his pants were even lowered. He got hard and fully erect very quickly. i took my time. i wanted to treat his cock gently and lovingly. From the sounds he was making, he appreciated my efforts.
The best part was how he talked to me. The words "good girl" made me swoon. He was more verbal than our first two meetings. i loved that. Finally, i figured it was time for me to say something to him. "i love being your girl. i want to be your sissy."
i could tell from his reaction that he loved that. His moans were followed by an aggressive thrusting of his cock into my mouth. "Then be a good sissy girl and please me" he said.
Yes, i pleased him this morning. More than once. i wonder if he knows just how much i'm pleasing myself when doing so.
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i wore a read bra and panty set with a white polo shirt, some very short and tight ladies's short shorts and some pink sandals. i was hoping i wasn't overdoing it and that Jake would like what he saw. i didn't want to dress to the nine's with a dress, heels, makeup, etc. You could see the red bra through the polo shirt and i liked that. i hoped he would to. Slowly, i want him to see me as a feminine man, playing the role of his woman.
When the doorbell rang i minced over to open the door and greet him. i could tell he liked what he saw but seemed a little nervous. i told him not to worry, that Diane wouldn't be home until the middle of the afternoon at the earliest. It would be the start of a long weekend for Her, since She's taking Monday and Tuesday off next week.
Jake told me how nice i looked and when i closed the door, i stood in front of him and told him he looked pretty hot too. i had brewed a fresh pot of coffee and offered him some. He accepted and we made our way to the kitchen. i felt so submissive as i poured him a cup and served it to him at the counter we have. As i put the cup down in front of him, he ran his hand over my ass and it felt so nice. Instinctively, i kissed him. He responded passionately. i was on his lap and we were embracing. It got hot pretty quick, while the coffee got cold.
"Would you like to go to the bedroom?" I asked him, "we can bring our coffees." He thought that was a good idea and he followed me to the guest bedroom I had decided we would use.
"I have to admit that I've been thinking of you sucking my cock all week" he said. "So have i" i told him. If i had told him the truth, he would have known that i'd actually dreamed about it also.
"Why don't you get naked for me? I love to watch a woman get undressed." He said. i'll remember those words forever - he used the word "woman".....the fact that he referred to me that way made me feel as special as i ever had with a man.i slipped the sandals off and then slid the tight short shorts off. After taking off my shirt, i stood in front of him in my red bra and panties. He held me close again and kissed me, running his hands on my ass and his fingers along the outline of the bra cups. i felt so much like a woman. i turned around and unhooked the bra and let it slide to the floor. "You do that so elegantly" he said, "you must be used to it." That made me giggle. If he only knew the whole story about how Diane had me practice putting on and taking off bras!
The best part was how he talked to me. The words "good girl" made me swoon. He was more verbal than our first two meetings. i loved that. Finally, i figured it was time for me to say something to him. "i love being your girl. i want to be your sissy."
i could tell from his reaction that he loved that. His moans were followed by an aggressive thrusting of his cock into my mouth. "Then be a good sissy girl and please me" he said.
Yes, i pleased him this morning. More than once. i wonder if he knows just how much i'm pleasing myself when doing so.
6/27/12
Sissy Sex with Diane
Yesterday afternoon Diane called me from Her office around 4:30. She was using Her speakerphone, which always makes me feel uncomfortable, even though She's assured me that our conversation is private. There have been a few times where She's told me to hold on and put me on hold while someone comes into Her office. i still get nervous.
"Would you like some sissy sex tonight when I get home" she asked me and, with just a slight pause added "I would" before i could even answer. i told Her i would enjoy that. "Good, get yourself looking pretty for me and have the strap-on and stuff ready and I'll be home by 6 o'clock" She said and hung up.
i was ready well before 6, a pink flowered babyoll top with matching bikini panties and some pink ballet type slippers were all i wore. i debated whether or not i should put a touch of makeup on or some jewelry but decided against it. The bed was taken down and Diane's strap-on, lubricant and a couple of small towels also lay on the bed, ready for Her use.
She hadn't arrived by 6:30 so i called Her cell phone and when it rang, i could tell from the beep at the end of the ring that She was on a call, so i hung up without leaving a message. A few minutes later She called back and said She was just a few minutes away. "You're just a horny little sissy and can't wait" She laughed.
Indeed a few minutes later She was walking through the door and it didn't take Her long to slip out of Her clothes and into the strap-on. As She did, i admired Her body and how beautiful She looked to me. When She was done, i approached Her and started to kiss Her softly on the lips and and touch Her arms softly.
"Don't be wasting time. Get your girly bottom on the bed and show me how much you want it" she barked, somewhat out of character. Our lovemaking is usually soft and sensual, but last night it had a much different feel to it. When i lay on my back and spread my legs, Diane immediately told me to turn over because She wanted to take me doggie style.
The softness in style that i usually enjoy was replaced by a firmness that i wasn't familiar with. She was far more verbal with me. i can't remember how many times She used the term "sissy". She made me beg for Her "cock", making me tell Her how much i loved Her "cock." There were plenty of slaps on my bottom also between the Hard strokes of the strap-on.
The difference was noticeable, even though i couldn't describe it exactly, then just before i climaxed as She seemed to be deeper inside of me then She'd ever been, i realized what it was. There was more of a "manliness" to Her lovemaking. i came like a woman, letting out some deep moans and cries as my juices dampened the towel Diane had placed under me. It was an awesome orgasm.
Later, i couldn't help but wonder if Diane's approach to our lovemaking was a reflection of some of the things She had done with Brian. Was She treating me like Brian treated Her? Rougher? More manly? More verbal? She called me Her sissy very often while She made love to me. Did Brian have a special name for Her?
my sissy cuckold mind was working overtime last night.
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"Would you like some sissy sex tonight when I get home" she asked me and, with just a slight pause added "I would" before i could even answer. i told Her i would enjoy that. "Good, get yourself looking pretty for me and have the strap-on and stuff ready and I'll be home by 6 o'clock" She said and hung up.
i was ready well before 6, a pink flowered babyoll top with matching bikini panties and some pink ballet type slippers were all i wore. i debated whether or not i should put a touch of makeup on or some jewelry but decided against it. The bed was taken down and Diane's strap-on, lubricant and a couple of small towels also lay on the bed, ready for Her use.
She hadn't arrived by 6:30 so i called Her cell phone and when it rang, i could tell from the beep at the end of the ring that She was on a call, so i hung up without leaving a message. A few minutes later She called back and said She was just a few minutes away. "You're just a horny little sissy and can't wait" She laughed.
Indeed a few minutes later She was walking through the door and it didn't take Her long to slip out of Her clothes and into the strap-on. As She did, i admired Her body and how beautiful She looked to me. When She was done, i approached Her and started to kiss Her softly on the lips and and touch Her arms softly.
"Don't be wasting time. Get your girly bottom on the bed and show me how much you want it" she barked, somewhat out of character. Our lovemaking is usually soft and sensual, but last night it had a much different feel to it. When i lay on my back and spread my legs, Diane immediately told me to turn over because She wanted to take me doggie style.
The difference was noticeable, even though i couldn't describe it exactly, then just before i climaxed as She seemed to be deeper inside of me then She'd ever been, i realized what it was. There was more of a "manliness" to Her lovemaking. i came like a woman, letting out some deep moans and cries as my juices dampened the towel Diane had placed under me. It was an awesome orgasm.
Later, i couldn't help but wonder if Diane's approach to our lovemaking was a reflection of some of the things She had done with Brian. Was She treating me like Brian treated Her? Rougher? More manly? More verbal? She called me Her sissy very often while She made love to me. Did Brian have a special name for Her?
my sissy cuckold mind was working overtime last night.
6/25/12
My Tennis Panties
i felt so feminine this morning, almost devilishly so. Maybe because i'm all excited about my upcoming dates with Jake and how well things are going. i keep thinking about how hot it was to go down on him before our golf date the other day, right in his dining room!
i couldn't help myself today. i slipped some ruffled tennis panties on along with a pleated tennis skirt and matching top (i put some taupe colored pantyhose on also to make my legs look a little more tan) and just twirled around over and over so that my panties were exposed when the skirt lifted. It felt so good. i even went outside for a bit and did the same. i was in a very secluded area of our property, so there was almost no chance of my being seen. i felt so naughty!
i got so excited that when i came in, i laid on the bed and stroked myself softly until i came in the panties.
i know it's silly, but sometimes sissies just have to get certain things out of their systems.
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i got so excited that when i came in, i laid on the bed and stroked myself softly until i came in the panties.
i know it's silly, but sometimes sissies just have to get certain things out of their systems.
6/24/12
Sissy Dates
My golf date with Jake went real well on Friday. i picked him up at his house in the afternoon and even though there was no one around, we didn't want to take the chance to fool around just in case his wife came home early. Well, we fooled around just a little bit! He wanted to see the panties i was wearing and when i lowered my shorts to show him, he didn't hesitate to have me turn around and model them for him. He also caressed my butt which immediately sent me swooning and got me aroused.
i wasn't the only one aroused! Jake took my hand and put it over his crotch. i loved the feeling and couldn't help myself. Instinctively, i was on my knees in his kitchen and feeling for his cock. He stopped me, but only briefly, so we could move over to the dining room where he could stand and see if anyone was coming up the driveway! His home is set about 40 or 50 yards from the road and the dining room window allowed him to see anyone driving up to the house.
i felt so submissive and feminine on my knees taking care of Jake's masculine needs. At the same time, i was fulfilling needs of my own. The need to serve. The need to feel like a man's "wife", "girlfriend" or "sissy." The need to please. And the need to feel a man in my mouth. i was totally aroused but didn't touch myself. i hoped Jake wouldn't make me play with myself like the last time and he didn't. Sometimes, the Dominant's pleasure is more than satisfying for a submissive.
The golf was fun. Of course, we shared the same cart and Jay would often sneak a nice feel on my smooth legs. i really loved that. We also got a chance to talk. At one point, he told me that he'd like to have me wear a bra, maybe just a sports bra, when we played golf. i was surprised at that comment but so happy. It made me feel like he was enjoying my femininity and would be willing to exploit it even more.
We also talked about future dates. We're going to meet some day this week, possibly at my place and i want to wear something special for him. We also talked about the possibility of going on a golfing weekend together! i'm not sure how much golf we would play but the thought of spending a weekend with him would be so awesome!
When we got back to his place his wife was there and Jake introduced me to her. Nancy seemed very nice and was both welcoming and hospitable. She asked if we wanted something to drink and some snacks so i stayed a little while and chatted. She asked if my wife played golf and i jokingly answered that the fact that she didn't was probably the secret to our successful marriage. She laughed about that and said that she also didn't play. The meeting went well and Jake seemed like he was relaxed about it. i thought he looked a little tense at first but by the time i left, he was fine.
In closing today's post, i do have to say that meeting Jake has been really great for me. However, it does bring up a small dilemma that i've been struggling with internally for several weeks. Ken, the man i had an affair with until he moved away, will be visiting in a couple of weeks. i told Jake about Ken, but not that i was planning to see him while he was here. i've thought it over and gone back and forth. As much as i wanted to see Ken and play with him, things have changed and i wouldn't feel right being intimate with him while doing the same with Jake.
i know it sounds silly, but when i met Jake, we were both looking for a regular friendship that wouldn't involve running around with others. i know i would be disappointed if Jake saw an old friend of his and had sex with him. i've decided that i'm probably going to have lunch with Ken or something like that but no sex. i hope he understands.
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i wasn't the only one aroused! Jake took my hand and put it over his crotch. i loved the feeling and couldn't help myself. Instinctively, i was on my knees in his kitchen and feeling for his cock. He stopped me, but only briefly, so we could move over to the dining room where he could stand and see if anyone was coming up the driveway! His home is set about 40 or 50 yards from the road and the dining room window allowed him to see anyone driving up to the house.
i felt so submissive and feminine on my knees taking care of Jake's masculine needs. At the same time, i was fulfilling needs of my own. The need to serve. The need to feel like a man's "wife", "girlfriend" or "sissy." The need to please. And the need to feel a man in my mouth. i was totally aroused but didn't touch myself. i hoped Jake wouldn't make me play with myself like the last time and he didn't. Sometimes, the Dominant's pleasure is more than satisfying for a submissive.
The golf was fun. Of course, we shared the same cart and Jay would often sneak a nice feel on my smooth legs. i really loved that. We also got a chance to talk. At one point, he told me that he'd like to have me wear a bra, maybe just a sports bra, when we played golf. i was surprised at that comment but so happy. It made me feel like he was enjoying my femininity and would be willing to exploit it even more.
We also talked about future dates. We're going to meet some day this week, possibly at my place and i want to wear something special for him. We also talked about the possibility of going on a golfing weekend together! i'm not sure how much golf we would play but the thought of spending a weekend with him would be so awesome!
When we got back to his place his wife was there and Jake introduced me to her. Nancy seemed very nice and was both welcoming and hospitable. She asked if we wanted something to drink and some snacks so i stayed a little while and chatted. She asked if my wife played golf and i jokingly answered that the fact that she didn't was probably the secret to our successful marriage. She laughed about that and said that she also didn't play. The meeting went well and Jake seemed like he was relaxed about it. i thought he looked a little tense at first but by the time i left, he was fine.
In closing today's post, i do have to say that meeting Jake has been really great for me. However, it does bring up a small dilemma that i've been struggling with internally for several weeks. Ken, the man i had an affair with until he moved away, will be visiting in a couple of weeks. i told Jake about Ken, but not that i was planning to see him while he was here. i've thought it over and gone back and forth. As much as i wanted to see Ken and play with him, things have changed and i wouldn't feel right being intimate with him while doing the same with Jake.
i know it sounds silly, but when i met Jake, we were both looking for a regular friendship that wouldn't involve running around with others. i know i would be disappointed if Jake saw an old friend of his and had sex with him. i've decided that i'm probably going to have lunch with Ken or something like that but no sex. i hope he understands.
6/23/12
A Day for Sissies?
Earlier today i read All Mine, a blog written by Ms. Suzanne which is one of my favorites, and discovered that yesterday was "No Panty Day." i don't think i would have risked upsetting Jake by not wearing panties for our golf date, and i doubt this special day was created with sissies like me in mind. Who would want to go a full day without panties anyway?
After reading Ms. Suzanne's post, i did some research of my own and found out that today is actually "National Pink Day." Were it not for reading All Mine today, this quasi-sissy holiday would have totally passed me by.
Diane is gone to a baby shower this afternoon and now that i've finished all my housework i'm going to take a bubble bath and get dressed into something very, very pink before She gets home!
Don't you think there should be a National Sissy Day?
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Diane is gone to a baby shower this afternoon and now that i've finished all my housework i'm going to take a bubble bath and get dressed into something very, very pink before She gets home!
Don't you think there should be a National Sissy Day?
6/22/12
Cuckolding Keepsakes
My business trip lasted a day longer than planned this week, so i didn't get home until pretty late last night. Diane knew what time i'd be home, which flight i was on, its status, etc., so She was able to plan Her time with Brian right down to the minute if She wanted to. Brian was in town this week and they got to hook up twice; Wednesday and Thursday nights.
i suspected they would get together this week, but didn't know for sure until after i got home. As is typical of Diane, She withheld the information from me, instead mentally teasing me by making me wonder if She was in our bed with Brian while i was away. As it turns out, Brian was in our bed making love to Diane right around the time my flight landed.
Diane was waiting for me when i got home. Waiting to be serviced orally after what She called "two awesome fucks" with Brian. It was just another way for Her to taunt me. She was in her black satin robe and looked like a woman who had just been completely satisfied by a "real man." Only she still wasn't totally satisfied. In Her opinion, "cuckolding isn't complete until the sissy cleans the wife."
Even though Brian used a condom (i know because the used ones were still laying on some tissues on the nightstand), Diane insists there's still cleaning up to do. "The tenderness of your soft tongue is so soothing after deep fucking with Brian" she tells me.
As i lay between Her legs, licking Her well used pussy, She tells me how She and Brian may soon eliminate the condoms. "You'd like that wouldn't you?" She asks, not expecting an answer since my lips are busy. i get harder and She knows the thought excites me. "I'd enjoy it too" She says, "knowing that you'll be able to taste my lover so intimately. I've tasted him too you know. Directly from the source."
Like any good submissive, i can tell when She's ready to cum. She's stopped talking to me and soon She's in the throes of another orgasm, holding my head in place and telling me to "Suck and lick." When it subsided, She even thanked me and told me to lie on my back. i rolled over and felt a wet spot on the bed that I hadn't noticed before. A wet spot from Diane's lovemaking with Brian.
i can feel the dampness of their juices on the middle of my back as Diane spreads Her gorgeous ass cheeks over my face. i lick Her ass without being told. She is facing my feet and can see how hard my little cock is as it juts out of the panties. As i lick, she begins to toy with it softly, "sissy masturbation" or "milking" style.
"You know, Brian's mentioned several times how he'd like to fuck my ass" She tells me. "I bet you'd like to clean that mess up wouldn't you?"
With those words, i couldn't help myself and made a mess, cumming on Diane's hand and in my panties. She slid the panties off of me and cleaned up the mess with them. She told me to keep licking Her. "You just started for God's sake" She said.
When She had had enough, She got off of me and walked into the bathroom. i couldn't help but notice that She left my cum filled panties on the nightstand, right next to the condoms filled with Brian's cum. It's a cuckolding moment i'll ever forget. i gazed at it in somewhat of a trance until Diane said "You don't have to change the bed tonight. It's late. Do it in the morning." i slept on the damp spot. It was on my side of the bed.
i did my housework this morning and changed the bed. i'm now getting ready to have lunch then drive over to pick up Jake for our golf game this afternoon. i'll be wearing pink panties just like he told me. i guess i was born to take orders.
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i suspected they would get together this week, but didn't know for sure until after i got home. As is typical of Diane, She withheld the information from me, instead mentally teasing me by making me wonder if She was in our bed with Brian while i was away. As it turns out, Brian was in our bed making love to Diane right around the time my flight landed.
Diane was waiting for me when i got home. Waiting to be serviced orally after what She called "two awesome fucks" with Brian. It was just another way for Her to taunt me. She was in her black satin robe and looked like a woman who had just been completely satisfied by a "real man." Only she still wasn't totally satisfied. In Her opinion, "cuckolding isn't complete until the sissy cleans the wife."
Even though Brian used a condom (i know because the used ones were still laying on some tissues on the nightstand), Diane insists there's still cleaning up to do. "The tenderness of your soft tongue is so soothing after deep fucking with Brian" she tells me.
As i lay between Her legs, licking Her well used pussy, She tells me how She and Brian may soon eliminate the condoms. "You'd like that wouldn't you?" She asks, not expecting an answer since my lips are busy. i get harder and She knows the thought excites me. "I'd enjoy it too" She says, "knowing that you'll be able to taste my lover so intimately. I've tasted him too you know. Directly from the source."
Like any good submissive, i can tell when She's ready to cum. She's stopped talking to me and soon She's in the throes of another orgasm, holding my head in place and telling me to "Suck and lick." When it subsided, She even thanked me and told me to lie on my back. i rolled over and felt a wet spot on the bed that I hadn't noticed before. A wet spot from Diane's lovemaking with Brian.
i can feel the dampness of their juices on the middle of my back as Diane spreads Her gorgeous ass cheeks over my face. i lick Her ass without being told. She is facing my feet and can see how hard my little cock is as it juts out of the panties. As i lick, she begins to toy with it softly, "sissy masturbation" or "milking" style.
"You know, Brian's mentioned several times how he'd like to fuck my ass" She tells me. "I bet you'd like to clean that mess up wouldn't you?"
With those words, i couldn't help myself and made a mess, cumming on Diane's hand and in my panties. She slid the panties off of me and cleaned up the mess with them. She told me to keep licking Her. "You just started for God's sake" She said.
When She had had enough, She got off of me and walked into the bathroom. i couldn't help but notice that She left my cum filled panties on the nightstand, right next to the condoms filled with Brian's cum. It's a cuckolding moment i'll ever forget. i gazed at it in somewhat of a trance until Diane said "You don't have to change the bed tonight. It's late. Do it in the morning." i slept on the damp spot. It was on my side of the bed.
i did my housework this morning and changed the bed. i'm now getting ready to have lunch then drive over to pick up Jake for our golf game this afternoon. i'll be wearing pink panties just like he told me. i guess i was born to take orders.
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