This is my first attempt at writing a journal to share with other collar members that have similar interests in the cuckolding lifestyle.
I wanted to share the first experience in my sissy husband and I in the cuckolding lifestyle and it really all happened by chance.
I've been probably a little picky on the bull I wanted to choose for our introduction into the kink world that is called cuckolding. So I kind of just put it out of my mind and decided my husband needed to get out more and develop more confidence in passing in public as a female.
So I planned a night out dancing at a local gay bar for starters, but first set up an appointment with my best friend in the whole world who owns a lovely beauty salon and is aware of the my husband's transformation and has participated in helping her learn makeup, nail and hair care.
I made the appointment for late in the day on a Sunny hot Saturday afternoon where her salon was completely empty, my sissy would get a complete make over, acrylic nails and her hair done to prepare her for a night of dancing after we had dinner.
Upon arriving at the salon, my sissy and I were dressed in short shorts, sandels, a feminine top suited for summer and we both had painted toe nails. My sissy prepared herself and changed into her under garments and came out to start the process.
I had decided to leave the salon to run home and do my makeup and nails there and get changed, my girlfriend called me on my cell to tell me that my sissy was completed, so I hurried to the salon to pick her up. I must say I was dressed to the nines too, short skirt, sexy top 4" spiked heels long tanned legs.. I felt pretty good about the way I looked so I was anxious to see my loving sissy husband.
When I walked into the salon I couldn't believe my eyes. My salon owning girlfriend really went all out for the both of us. My sissy hair was styled in a very feminine flattering manner her new acrylic nails were long pretty and painted fire engine red to match her mini dress. I bought this outfit to show off her titties and that it did! They were pushed up with the Special under wire bra that I bought her and she looked every bit a woman that night for me. The hormones have really done their magic in feminizing her face as well as the electrolysis she has done on a weekly basis.
Her makeup couldn't have been any more beautiful her eyes popped with flattering false eye lashes, and beautifully applied eye shadow and liner..
My sissy gave me a big smile and hug she could tell that I was pleased with her look and I saw that she was ecstatic herself.
The three of us left the salon for my girlfriends house for a light dinner and drinks and girl talk before we all three would head down for dancing. It was amazing to watch my husband enjoy his femininity. I saw how completely happy he was, but I was hoping soon someday I would get to find the right bull for the both of us.
We left around 8:30 and headed downtown. We must have danced several songs and we having a blast we couldn't find a waiter or waitress so I went to the bar to order us some drinks... After ordering drinks this tall handsome muscular black man struck up a conversation with me and he was extremely funny with an engaging smile. He stood about 6"4" and weighed 225 pounds dressed impeccably and smelled amazing!
He and I must have talked for 15 minutes after my drinks arrived.. He mentioned he saw I came in with two other women, but he said he didn't want to sound rude, but was the one in the red dress (my sissy) a he or a she? He said if she was a she, or he was a she either way she or he looks amazing! I was so happy on what he said, and I had practiced in my in the event something like this happened or if someone read my sissy..
I confidently said "well Darnell, that would be my husband..." Darnell's job dropped... and said with a smile..."Really??? that's amazing.. and you are okay with him this way?".. I said well she has always been transsexual, but after our son left the house I decided that my husband just wasn't happy and he always wanted me to help him dress as a woman.. so I did.. and we are both much happier this way... " I also told him that I made a deal with my husband if I help him become a woman I will stay with him, but I will be allowed to seek out a man from time to time to satisfy my sexual urges.."
Darnell smiled big and said with compassion, "You are an amazing woman Christina!, to stand by your man even when he wants to be a woman, that is fantastic!.. but it is great that your husband is also letting you be happy to with an open marriage.."
I told Darnell that he could join us at our table and I introduced him to my girlfriend and my femininely attired husband. ..
The look on my husband's face was to die for.. her eyes got big and when Darnell reached out to shake her hand.. he looked to the ground in submission.. He knew then dressed like he was..as a she he had no choice but to go along.
But how amazing was this I wasn't looking for a bull that evening a month ago, I wasn't sure at that moment if Darrel would be even open to that idea.. 2 or 3 hours of dancing and laughing and really hitting off with this hunk of a man I was hoping that he would be.
I asked Darnell as the club closed if he'd like to join us at home for a few drinks.. my sissy was embarrassed, worried if this would indeed be the night.. So Darnell followed us to drop off my girlfriend at her house, and then to our home.
When we arrived I told my sissy that it was time for her to go to sleep and get changed into her nightie... I tucked her in and assured her tonight was not the night that I would be with a Bull, but I was going to discuss this with Darnell and see if he was a good candidate for us both.. I kissed my sissy good nite and headed downstairs.
Darnell was watching ESPN when I entered the room but quickly turned it off he made us a couple stiff drinks and we talked until four in the morning.. I discovered that he had been with couples similar to us, that were in a cuckolding situation. He said while there were some that had men that were sissies, he said none were as far along as my sissy husband was.. He said that really intrigued him! He said he was very attracted to me and wanted to have sex with me eventually and that he could be the bull that we were looking for.
I explained exactly what I was looking for.. I wanted a dominant man to dominate me and to dominate my sissy put him/her in her place... He said not to worry he has something in mind but to just trust him and that I would be very happy with the outcome.. He kissed me gently on the cheek like a true gentleman we exchanged numbers and he was on his way..
I cuddled up to my sissy in bed and I was on cloud nine. The following day my sissy waited on me hand and foot, I knew then this is the life I want to lead!
Sunday evening came and around 8, the phone rang and my sissy answered the phone in the feminine way I taught her. Her eyes got really big when she found out who it was and she said it's for you, it's Darnell.
Darnell proceeded to ask me out on for the following Friday night, and I accepted! My sissy saw the excitement in my eyes and heard the joy in the tone of my voice and she looked down to the ground in despair.. Darnell asked me to hand the phone to my sissy and I heard my sissy respond, "Yes I understand" "yes sir" and then "Yes Master, please take my wife out on a date".. and then ended it with "Good night Master."
My sissy handed me the phone and said submissively "Master wishes to speak with you."
I smiled and said "Hello Darnell" He said he set some ground rules with my sissy and that she will always call him master, and told her that he is taking me out to dinner and drinks at the French Cafe on Friday night and will be here at 7pm sharp to pick me up.. I joyfully said "I'm looking forward to it and good night!"
I hung up the phone and I could see that my sissy was despondent and I did not ignore it rather I knew that since this is my first date with a bull that she would have some angst and I needed to set the foundation for our future life together.
I reassured her the entire week how much I love her and and I love how pretty she is and how submissive she is. I must have told her how proud of her I am on how much of a woman she is and how much I wanted her to be a woman putting her in more of a submissive state. I placed her cb6000 chastity device on her Monday evening to put her more in a submissive mode. Each and every night before we went to sleep I queened her and ordered her to please me with her mouth until I came. We grew very close that week and Friday came before either of us knew it!
Friday arrived and I got home from work about 5:30 with a special package for my sissy that I had been saving for an occasion as special as this. It was her very first french maid outfit that I had ordered a few months earlier, complete with black 4" inch pumps black seemed stockings and garter and a corset that I laced her into. The evening before my sissy painted my toe nails and nails and then Friday she helped bath me preparing me for my evening out with my new black boyfriend!
Darnell arrived right on time as my sissy noticed him drive up in his blue BMW, he came to the door and rang the bell I went to answer it, but sissy said Darnell ordered me to answer and announce his presence and not to disappoint him or there will be consequences. So sissy answered the door, sissy announced Mistress, Master Darnell is here for your date!
Darnell looked sissy over and said she looked very beautiful this evening and that he would be returning to our home with his wife around 12 please have drinks and snacks ready at that time.
Darnell kissed me on my cheek not to mess up my lipstick and I put my hand in his arms for him to escort me out for the evening. I saw My sissy in the window notice Darnell was a complete gentleman opening the door for me to get into his beautiful BMW.
We arrived for our reservation on time down town and we ate, laughed talked for almost 3 hours it was around 11, Darnell took me to a bar he knew of that we could dance and have a couple drinks before returning home. Darnell introduced me to his friends and asked me to dance a slow dance. This man took me in his powerful arms gazed into my eyes and I was just melting and getting wetter by the minute. He would tease me by touching his lips ever so gently on my neck whispering in my ear how he is going to make love to me in front of my sissy husband. As the song ended our lips met in a amazing kiss. I felt safe with this powerful masculine black man he treated me like a goddess, and then said we needed to head back to my place and finish the evening off properly.
Walking in the door Sissy was watching Tv and to my surprise ESPN.!! Darnell saw that I was a little pissed off at that, since I told him I forbid him to watch sports when dressed as a woman or unless I was there and I wanted to watch it. Darnell asked my sissy husband "Where are our drinks?" Sissy quickly got up and made us some drinks as Darnell and I sat cozily close to one another on the couch. Sissy handed us our wine glasses and then the snacks.. Darnell said "No thank you Sissy, we are not hungry!"..
My feminized husband responded " but I spent an hour making them!" Darnell looked pissed and ordered sissy to her knees or there would be problems" My sissy husband I could see was nervous and scared on what was about to transpire "On her knees looking at the ground, Darnell said "Look you cunt, make no mistake, I'm the man of the house now, I'm here to take care of your wife sexually because you are no longer man enough to do it!" Then he barked "Don't ever talk back to me again, you will regret it slut!" My husband responded with "yes Master Darnell I'm terribly sorry"
I ordered sissy to turn the radio on to something romantic, she complied with yes Mistress and sat on the other end of our sectional. Darnell and I were gazing into each others eyes laughing and giving each other pecks on the cheek and lips.. Then it happened Darnell kissed me like I've never .. With my sissy husband watching Darnell gave me the hottest wettest kiss and I could see out of the corner of my eye, my husband was getting nervous and looked away as if not to watch.. Darnell saw me look over at my sissy and he looked as well...
Darnell said loudly "Get over here you pathetic excuse for a man!" My husband quickly moved over to his knees in front of Darnell, Darnell stood up and ordered my sissy husband to unzip his pants unbuckle the belt, and remove his pants and boxers.. My sissy looked at me as if I was going to stop this.... I didn't.. Darnell said don't look at her, look at my cock and put it in your mouth and get me hard for your Mistress! My sissy with her mouth open looked at me hoping that I would stop this now.. but I didn't.. I could see her eyes well up as if she was going to cry.. I did step in, but not to stop it.. BUT TO ENCOURAGE HER AND MOTIVATE HER THROUGH THIS!
I told the love of my life the man that I married who now looks every bit a woman with C cup breasts feminine hairstyle dangling earrings and long nails.. that this is what I wanted for our life now and I helped her become the woman she has always wanted to be but this is the part where I get what I wanted and I loved the fact that she is a woman now and that I helped her get there. I told her this is what women do, they suck cock and it would make me so happy sweetie if you would suck Darnell's cock and get him hard for me.
I grabbed my husbands chin, and with the other hand Darnell's cock and brought the cock to her mouth. Darnell took over and grabbed the back of her head and forcibly fucked my husbands mouth.. Darnell had told me that he was 9 inches and as big around as a coke can and soon my sissy had a full mouth of black cock!
I never thought that i would ever be turned on by such a sight as I thought back to my wedding day and now the image of that man that I married looking at a woman fluffing a black cock that was going to go in his wife's pussy! I was so hot and turned on, Darnell sat on the couch continued to have sissy suck his cock and kissed me ever so passionately! Soon.. Darnell said okay bitch grab my cock and guide it into your wife's pussy for me!
My husband did as he was told and soon Darnell was fucking me like there was no tomorrow, my sissy then was told by Darnell to hold my leg up in the air as he changed positions with me,Darnell fucked me in several different positions and then the final one Darnell with him sitting on the couch I straddled him in the reverse cowgirl showing my pussy to my sissy husband full of a huge black cock stretching the walls of my vagina like they have never been stretched before.. I ordered my sissy to lick my click as I ride Darnell's black cock.. I came three times in loud screams, I know my sissy never heard me react that way when we made love so I could tell he knew then that he was no longer a man for me. Darnell came shortly after my third orgasm and to my surprise my sissy was still licking my clit with her tongue and a lot of Darnell's cum got on her tongue and face.
Darnell then lifted me off and sat me on the couch, and pushed sissy's face into my pussy and tone me to clean all that cum out of her pussy, and let me tell you there was a lot more than I've ever seen in my life!
Darnell then slammed his cock into sissy's mouth ordering her to suck the cum out of his dick.. She must have sucked for 15 minutes and then I could see that Darnell was about to cum again and he erupted in my compliant sissy's mouth.. Oh my god that was so hot!!!
Darnell ordered sissy to go to bed sleep in the guest room as he was staying the night.
Sissy was besides herself and I heard her crying in the bathroom.. So I needed to step in because well I wanted this type of occurance to happen again and again in our future.
I tucked her into her bed, and told her how much I loved her, and how proud she made me. I told her how happy I was that she did all this for me, but tonight I'm going to sleep with Darnell and when he is not here I will sleep with her.
Darnell spent the night and I know my sissy heard us make love 3 more times that night and once in the morning. I texted my sissy around 10:30 am to prepare us breakfast, around 11:15 am, we came out of the master bedroom holding hands to see my sissy husband again in her french maid's outfit and she was smiling and greeted us with a terrific breakfast, she was actually very happy that we did this.
Well that was a month ago, Darnell has spent every weekend with us and a couple times during the week.. Each night Darnell would make sissy suck his cock to orgasm and I must admit my loving husband is beginning to love being a little cock sucking bitch.
This labor day weekend, Darnell just left a couple hours ago, sadly I was on my period this weekend so we couldn't do anything sexually. Darnell had a plan for that too. Since my period started Friday morning, Darnell came over disappointed that we couldn't fuck, I gave him great head all night long but he said he really needed to fuck something, and told me his plan.. I shook my head in agreement and Saturday night we decided that something special would happen for my sissy husband.
Darnell left in the afternoon to go to his office to do some last minute business work, but told me to put our plan in motion. I called my girlfriend and she came over and I told her what was going on, and she was so happy for me, I told her I needed her help to get my sissy ready for tonight and that I was on my period but Darnell was going to make a woman out of her. My girlfriend was eagerly going to help me get my sissy husband ready.
So by 5pm when Darnell returned we had my sissy all dolled up in a pink feminine cocktail dress with matching opened toe heels hot pink nail polish her hair in an up do, with dangling earrings (all requested by my black lover Darnell).
Darnell walked in our house as if he lived there but like he said he is the man of the house now and well kissed me and said hello to Sandy my girlfriend.
Then Darnell said where's the slut? I called for my husband, sweetie come on out Darnell wants to see you. Darnell approved and said she looked beautiful. After a scrumptious salad, I put the next step of our plan into motion, Darnell said he had to make a few phone calls and with that cue, I took my sissy upstairs with my girlfriend Sandy and helped her change. I told my sissy we needed to train her ass a little more and that she was going to be getting a good ass fucking with my strap on, but I wanted Darnell and Sandy to watch.. She agreed without hesitation. I helped her out of her cocktail dress and into her corset and laced her waste down to a 26" had her titties hanging out (on purpose, I wanted to see them bouncing as she was getting fucked...lol) put her six inch red pumps on, tied her arms to the bedroom post put a ball gag in her mouth and a blind fold over her eyes, then a spreader bar that kept her legs apart to make her ass accessible. There she was on all fours looking helpless and I was loving it as was Sandy.. She thinks this is so hot too!
I began to tease my husband's ass with various sized dildos, gently loosening up her anal walls for what was about to happen. Let me explain that my husband had no idea what was to transpire, she thought she was going to get her normal strap on but.. well something else entirely would happen.
Darnell quietly walked into the room naked and I fluffed his cock my sissy had no idea what was happening. After Darnell was hard enough I told her, here goes sweetie, with that said Darnell all lubed up by now slowly stuck his huge cock in the ass of my husband. I asked my sweetie "Does that hurt darling?" "Do you like that" "Tell me you love cock" She did and Darnell began fucking her harder and harder, it was then that I took my husband's blind fold off.. and she quickly saw me in front of her knowing that it wasn't me fucking her ass, IT WAS DARNELL, her eyes got really big she tried to yell but with the ball gag she could not.. Darnell slowed down and I took the gag out of her mouth and asked her if she is enjoying a real man in her pussy? She screamed that it hurts so much, please stop!" I told her in a few minutes it will feel like heaven, I wanted to here her scream as Darnell continued to pound her ass with his cock.. Darnell erupted in her ass a few minutes later, Sandy my girlfriend was so turned on she said she needed to relieve herself and I began to eat her pussy.
Later that evening we retired to bed, but this time Darnell wanted my sissy in bed with us, being that we had a kind I thought that would be amazing. I told her she needed to please Darnell anytime he wished and she complied. About two AM Darnell woke her up by shoving his cock in her mouth and she sucked it to completion. About 4 am, Darnell put her in missionary position with my husband's legs over his shoulders and fucked her that way. He came in her three times that evening.
So here I am.. I'm now officially a cuckoldress and my sissy husband now is no longer a virgin to cock. Darnell says we should get her a boyfriend.. Interesting.. lol I can't wait til my period is over because I miss that black cock!
