Sissy Friends Forever Ch. 03

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Two sissies get married and explore pleasure together.
13.3k words
4.74
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Part 3 of the 3 part series

Updated 02/20/2024
Created 12/17/2023
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It was normal to be nervous on your wedding day, but I had extra reason to be anxious. I was standing outside of the closed church doors. The groom would traditionally enter the church before the bride, but I wasn't being a groom. I was wearing an elegant flowing ballgown wedding dress in satin with a long train draping for several feet on the ground behind me. The bodice was detailed with lace, the sweetheart neckline put my shoulders on display. The dress was paired with a veil attached to my long blonde wig with a tiara. Underneath I had white stockings and garters with a foundation garment cinching my waist to perfect my figure. I was very much an elegant blushing bride. The problem was hardly anyone in the church knew that was what they were expecting.

My fiancée Cindy was, hopefully, waiting for me at the altar, which was probably slightly confusing the guests as to why the bride seemed to be already there. My folks lived on the other side of the country and had arrived the previous day. I'd greeted them at the airport very much in male mode, I had never told them I wore women's clothing. I went out regularly dressed up and was somewhat femme to my work colleagues, but I had only mainly encountered strangers before when presenting my full female persona. The church was filled with family, old friends and co-workers. I was about to announce to the whole world I was a sissy in the most dramatic style possible; or perhaps I was announcing I was trans or a cross-dresser. I wasn't exactly sure what people would think I was announcing but I didn't really care what opinion my guests preferred to form, I was about to marry the girl I desired in the way I had always dreamed of.

I had always been in awe of the idea of a big white wedding since I was small. When I had watched romantic movies that culminated in a wedding, I always longed to be the bride but I had never realistically expected my fantasies would ever be fulfilled. I thought my lot in life was set by my body, that I could never have what I wished for. I'd asked Cindy what kind of wedding she wanted and had been ready to settle to make her special day work out exactly how she imagined it, but her brain was in sync with mine and that was why I loved her so much. She truly was my other half and I don't know how I had managed without her for so many years.

I had my tall and handsome friend Matteo on my arm to give me away, I couldn't very well ask my father and still make the entrance I wanted. The church doors opened and music began playing. My heart started racing. My bridesmaids, Elouise and her friend Sienna walked inside, beginning the bridal procession, the doors closing behind them. I took up my position waiting for the big reveal. There with a change in the music, it was my cue. This was my moment and things would never be the same again. My pounding heart reached a peak and I almost couldn't take it.

The church doors swung open, there was no going back, the sissy made her debut to the world. I closed my eyes and my knees started to buckle underneath me, I felt like I was about to faint. I leaned on Matteo for strength and he took my weight. I heard an audible gasp at my appearance and chatter from inside the church. I built up the nerve to open my eyes, but then I caught sight of my beautiful wife-to-be and everything became suddenly serene. I now had all the strength I would ever need.

Cindy was wearing something as outrageous as I had hoped and this was the first time I had seen it. She had a long, form-fitting dress in her favorite color, hot pink. The neckline was long and plunging, going right down to just above her waistline. Her huge breasts were on almost full display and barely contained. The dress had a front split right up to her thighs, showing off her shapely legs and high heels. It was wildly inappropriate, it was perfectly Cindy, and I loved it.

A photographer darted in front of me and took some pictures of my entrance as I began my walk down the aisle. I couldn't help but glance at my Mom. Her face had dropped, she looked in shock. She started to stand up, I thought she was going to say something, but then my sister pulled her back into her seat. I started my walk, if there was any discussion, the music had drowned it out and I couldn't hear. I now kept my eyes firmly focused on Cindy, she was all that mattered to me.

As I reached her I longed for our kiss in front of our assembled family and friends. The minister started the ceremony and we held each other, hand in hand, and stared into each other's eyes as he spoke. He handed Cindy the card on which she had prepared her vows to read out.

"Aaron, today I give myself to you without hesitation. From the first time we met," she glanced briefly at Matteo and I thought of our first encounter, "I knew you were the one I was meant to spend the rest of my life with. The first time I looked into your eyes, I saw a future of happiness. You are the joy in my heart and the laughter in my eyes." I started to tear up a little but tried to compose myself. "I will love you, honor you and... " she paused dramatically, she had been waiting for this part, "... obey you." She said those words very deliberately and sexily raised her eyebrows as a signal to me. We both knew what she meant. Cindy had been working on a special hypnotic trigger as an erotic wedding gift to me. As soon as the ring went on her finger, she said she would be under my spell. If I said the special word while I snapped my fingers, she would be compelled to do whatever I said. It was something she wanted to do, to have this moment symbolize a form of submission to me. I only hoped I could find a way to excite her with this gift.

I returned to her my own vows. "Cindy, I take you to be my partner in life and promise to be your faithful and devoted companion, to share your joys and sorrows and create a home filled with compassion and laughter. I will care for you, stand by you and make your dreams come true. I give you my heart and my soul and I promise to love you unconditionally, honor you and obey you forever more."

Unexpectedly, the officiating minister asked if anyone knew of any reason why the union should not take place. I imagined my sister now restraining my mother to the pew. Fortunately, there was silence. We exchanged rings and the moment I had been waiting for arrived, the minister pronounced us married. "The brides may now kiss," he said. I went in for a deep kiss with Cindy. It was so pleasurable we lost track of the seconds ticking by. We were only parted by a ripple of laughter from the onlookers we had all but forgotten noting that we had lingered on each other's lips for a little too long.

To the assembled crowd the ceremony was complete, but to us it was only half way through. The wedding had been beautiful, but we had a different kind of beauty we wanted to experience that only we would appreciate. This could only be done in private and we had arranged for a room to be made available in the church. We had told the minister we needed to be on our knees for a moment of private 'reflection', which was true, but we probably had different ideas as to what reflection actually meant. The minister had been understanding and accepting of our special request but we'd had difficulty convincing him he should not be involved. In the end, we had persuaded him we needed to be alone for personal reasons.

We left the sanctuary through a door to the side and quickly moved into a small adjacent room. We were discreetly followed by Matteo and his professional acquaintance Emanuele whom we had hired as a special wedding guest for the day. We had previously rehearsed what we intended to do and couldn't keep the guests waiting for too long, so the second ceremony immediately commenced. Matteo locked the door and the two men took up position in the center of the room. I took Cindy's hand and we smiled knowingly at each other before kneeling together on the floor directly in front of them, myself before Matteo and Cindy in front of Emanuele.

Matteo held the role of officiator, he took a note from his pocket and began reading."We are gathered here to witness the commitment of these sissies to the pursuit of femininity and submission before men." He turned to address me specifically. "Do you Aaron, commit yourself fully and without reservation in the service of cock, to love cock, worship cock and be forever addicted to cock?"

"I do," I replied with a smile.

He repeated the vow to Cindy. "Try and stop me," she said with enthusiasm. Matteo looked unimpressed that she was not taking it as seriously as he was. "I mean, I do."

The two men unbuckled their pants and worked themselves to erect. We waited until they were both ready and each kissed the penis of our respective man in unison, then we both started sucking. The room was near silent, I could just hear the faint sounds of guests leaving the church in the distance. Even though I was thoroughly enjoying myself, I didn't dare moan as I normally would for fear I might be heard through the door. I just listened to the breathing of my man quicken as he became progressively more aroused.

It was four or five minutes before Emanuele came and Cindy pulled herself off him, but she didn't swallow and patiently waited. Matteo came a minute later and I similarly held his cum in my mouth. He turned to Cindy, snapped his fingers and said "Good girl!". The hypnotic trigger word caused Cindy to mentally retreat into euphoria for a few moments. He then turned to me and said "You may now kiss the bride." I started kissing her until she woke up from her dreamy state, then she joined in with her tongue and we exchanged the cum we were both holding, swirling it around between us. After a minute, we both swallowed.

Matteo pulled a pair of rings from his jacket pocket and we took one each. I'd had a ring made especially for the occasion and Cindy had one for me. The rings privately symbolized our mutual commitment to the sissy lifestyle. I placed it on her finger next to her wedding band and engagement ring. Then she placed her ring on me.

"I now pronounce you cock sluts for life," said Matteo. We hadn't told him to say that, he had improvised.

"We already were before," said Cindy.

"But now it's official," said Matteo.

We were helped to our feet and Matteo went to unlock the door. He had opened it half way when I suddenly noticed something. "Matteo!" I shouted.

"What?" he barked back, failing to understand what the problem was.

"Your dick is hanging out." His eight inches were still very visibly poking through his pants.

"Merda," he exclaimed. He slammed the door shut and adjusted his clothes. This caused Emanuele to double-check himself but all was good and we were now ready to leave for the reception. "That was close."

We arrived at the reception and the guests were being served champagne. All eyes suddenly fell on us and I started to get uncomfortable. For the guests, the party was just beginning, but for me it was ending as now was the time for awkward explanations, but to my delight, we received a round of applause at our entrance. My big sister was the first to rush up to us. "Aaron, what the hell is going on? Do I have a new sister now or something?" She gestured at my dress. "What does this mean?"

"It means you've still got an Aaron, who's still going to annoy the hell out of you just the same, but now you have to take me dress shopping."

"I can do that!" She opened her arms and hugged me. "You look so beautiful."

"Thanks for standing by me, sis."

"I will always be here for you, whatever you want to do."

"That means everything to me. Since when did you turn into such an awesome sister?"

She looked at me. "I've always been awesome."

"Yeah you're right." I squeezed her tight and turned to my new wife. "Sorry honey, you've got competition for my favorite girl."

"I'll allow it. She does seem pretty cool. Do I get a hug?"

My sister put her arms around my wife. "Cindy! I'm so looking forward to getting to know the woman who was foolish enough to take on my brother."

"It's a dirty job Sis, but someone's got to do it."

My sister pointed at me. "How little do you understand. You have released me. This monster is yours now." I shot her a sarcastic stare.

I caught sight of my mother in the distance. She had a face like a slapped ass and was beckoning me with her finger, demanding my immediate presence. "I guess we should all probably go talk to Mom now," I said with a snarl.

"Yeah... " my sister stared at me with a grimace. "I tried to calm her down. I really did. I think it's going to be OK... maybe."

"Thanks for laying the groundwork, sis. You're a star." I flagged down a waiter for some Dutch courage and swigged a flute of champagne in one gulp. "Right, let's do this." With Cindy on one arm and my sister on the other, I reticently approached my mother who was standing near the bar with my father.

"My baby boy!" my mother shouted, throwing her arms around me and kissing me on the cheek.

"Careful not to smudge my make-up, Mom."

"Are you still a boy?" she looked at me suspiciously. "You're not one of those 'transgressionals' now are you?"

"It's transsexual Mom. I don't know. I'm just kind of working it all out in my head. I'm just being me."

"Why didn't you tell us?" she turned to my father. "Why didn't he tell us?"

"Son, why didn't you tell your mother?" he sternly echoed her.

In the end, Cindy saved me from the interrogation. "Dad!" she squealed as she flung her arms around her new father-in-law and kissed him, much to his surprise and tremendous approval. They'd never met in person before and went to sit down together at a nearby table to chat. He took a seat but she decided not to take up the offer of the chair right next to him and much to my embarrassment sat on his knee with her arm around him. The pair looked like a rich old oil baron with his gold digger wife. He seemed particularly enamored with his new busty daughter-in-law and her dress that left little to the imagination as my mother cast him a disapproving stare. At least my Dad was sold on my new spouse even if I'd probably have to work on my Mom.

My sister noticed my mother glowering at Cindy as she was feeding my father a canapé and produced a brilliant distraction. "Mom, doesn't Aaron look just like you in your wedding photos?"

She turned her attention entirely to me. "Oh he does, doesn't he?" She clasped her hands together in delight. "And the dress is so much like the one I wore." She started tearing up. "You're so beautiful." Elouise had helped me pick it out, I'd have to thank her later for her wise choice.

"Thanks Mom," I said blushing, genuinely happy at her compliment. She noticed something stuck on my bodice and gingerly picked it off between her fingers. It was a thin string of a sticky white fluid. My expression turned to horror. I hadn't noticed a splash of Matteo's cum on my wedding dress.

"Have you spilled something on yourself already Aaron? We can't take you anywhere, can we? What is this?"

"Erm... mayo maybe?" I lied. "I ate a sandwich."

She touched it with her tongue and recoiled in disgust. "Eww, not mayo. No idea what it is. The taste is strangely familiar though."

"Like mother, like son, huh?"

"What on earth do you mean Aaron?"

"Nothing."

I spent the next several hours circulating from guest to guest, deflecting the same questions about my gender with vague and non-committal answers. At least there was copious booze on tap to get me through it. I spent a long time with my co-worker, Sean, who didn't seem to want to let me move along. Cindy entertained herself in her own favorite way by pretending to be an immensely dumb bimbo to any male guest she snared for her game. She would encourage him to mansplain to her about some topic and lull them into a false sense of intellectual superiority by putting her finger on her lip and giggling. She found it erotic to lead people into thinking she was stupid but she also found it hilarious to put them in their place. She would bide her time until she had bathed in the pleasure she derived from being thoroughly patronized, then suddenly strike like a viper, producing an intelligent and thought-provoking analysis of whatever the subject was, leaving her victim speechless.

We'd enjoyed a pleasant meal and a romantic last dance together, but I was relieved when we eventually left the reception for a luxury hotel I'd booked for the evening. We checked into the bridal suite and I had only one thing on my mind, which Cindy had long promised. With my wedding dress hung up I was on all fours on the bed, wearing only my stockings and bra. The lighting was dimmed, soft jazz was playing, rose petals were spread all around and the sweet smell of their perfume lingered in the air. Cindy had taken up position behind me. I jumped at the unexpectedly cold sensation of her squirting lube into my rear. Her cock was securely caged like the good sissy she was, but in lieu she had a dildo strapped to a belt. She kissed me on the backside. "Ready to be deflowered?"

"Take me to heaven," I said, barely able to contain my excitement. I'd been saving myself for my wedding night. I had been dreaming of being taken as a virgin bride, and now here was my moment.

Cindy stroked her hands up and down my back, the sensation made me shiver, then she teased me with her finger before gently easing into me a short distance. I was very tight with it being my first time. She pulled out and pushed back into me a few times, gradually working herself deeper with each try. The sensation of something inside me was like nothing I had ever felt before.

"How are you doing?" she asked tenderly.

"I feel like a woman."

"I knew you would." She bent over, close to my ear and whispered erotically, "Let me blow your mind."

She was into me three or four inches, gliding back and forth, when suddenly she hit a spot I didn't even know I had. I let out a whimper. I'd never imagined it could feel so good. I felt a rush of endorphins as euphoria started to overcome me. She bent over the top of me and wrapped her arms around my chest, her breasts glancing my back every time her hips thrust into me. I experienced pleasure in waves, rippling through me again and again. The intensity of the waves increased and increased, making my whole body shudder as I retreated into bliss. Was this something like how it felt to orgasm as a girl? I didn't know, I might never know, but whatever the feeling was, I had found paradise.

Cindy pulled out and I collapsed on the bed, panting hard, barely able to breathe. I turned over to look at her as she straddled me, her hands running up and down my chest. "Did someone enjoy that?" she asked.

"I have just been in ecstasy." My face held an expression of shock mixed with elation. "Why have I never had this experience before?"

"Because you only just married me."

"Get down here and kiss me now, you goddess of pleasure."

....

Elouise had insisted on taking me shopping to find me a wedding gift and we were busy pondering over racks of clothes.

"The wedding dress was just stunning," I said to her. "Even my mother loved it, after she got over the shock. Thanks for helping me with that."

"No need to thank me. There's nothing I'd rather be doing." She held up a dress against me before, shaking her head and deciding to put it back. "I nearly fell over though when I saw what your wife was wearing. Or rather, not wearing I should say. I mean, I don't mind showing off a bit of skin, but Jesus, she is not shy."

I liked that people now referred to Cindy as my wife. I could get used to that. "Her look has a certain unique signature."

"Uh huh." Elouise clearly had an opinion on Cindy's fashion sense but didn't want to rock the boat. "Is it all good with your folks now?"