avatarDrew Writes Erotica

Summary

Tiffany, a bride, surprises her conservative husband, Daniel, on their wedding night by wearing a strapon dildo under her wedding dress, fulfilling his wish for a unique and memorable wedding night experience through anal penetration.

Abstract

On their wedding night, Tiffany, who is not a virgin, decides to make the night special for her conservative husband, Daniel, who had expressed a wish to lose his virginity on their wedding night. She reveals a strapon dildo beneath her wedding dress, suggesting they engage in anal sex to simulate a virginity loss experience for him. Despite initial hesitation, Daniel agrees, and they explore this new sexual frontier together, with Tiffany pegging him, leading to mutual satisfaction and a memorable start to their marriage.

Opinions

  • Tiffany believes in making the wedding night memorable by fulfilling her husband's wish in a unique way.
  • Daniel, initially conservative and hesitant, is open to experimenting with anal play, showing his willingness to adapt and please his wife.
  • The author suggests that anal penetration can be a way to simulate virginity loss and add excitement to a marriage.
  • Tiffany's friend, Corinne, is implied to be envious and supportive of Tiffany's adventurous approach to sex, indicating a positive attitude towards sexual exploration among friends.
  • The narrative conveys that sexual exploration and role reversal can enhance intimacy and bring couples closer, as evidenced by the positive outcome of Tiffany and Daniel's experience.
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Railing Him on Our Wedding Night

I only gave Daniel a couple of seconds to glimpse beneath my skirt, but that was more than enough for him to see what I had worn for him: white lace stockings and garters and a leather harness with a metal ring on the front of the crotch, and through that ring, a dangling black dildo.

Daniel and I got married in a small church, on a warm Saturday evening. The ceremony took less than thirty minutes but was charming with the priest keeping it short and sweet.

Our reception was at the banquet hall of a very nice hotel. It was a lot of fun and being the center of attention was even more intoxicating than the champagne, which was flowing freely. Daniel was immaculate in his new role, knowing he was the luckiest man on the planet, and we went through all the wedding rituals.

My husband was a very conservative man, coming from a religious family, and a couple of weeks before our wedding he told me he would’ve wanted me to lose my virginity on our wedding night. I lost my virginity when I was eighteen and went through many relationships before I met Daniel so sadly for him this wasn’t an option but this got me thinking about ways to make his wish come true.

Later that evening, Daniel was twirling me around on the dance floor, gazing into my eyes, but I could tell my brand-new husband was eager to get us out of there and up to our room. We had the bridal suite, of course, in that same hotel, which was very convenient. and loss of virginity or not, it would undoubtedly be a special night.

“Don’t worry about tonight,” I whispered in his ear during the dance, “I’ve got something that will make it a wedding night to remember.”

“I love you, Tiffany. And I know this night is going to be amazing, just like all the other great nights we’ve enjoyed together before and hopefully will for years to come,” he whispered back and I just gave him a big smile.

Now, a couple of hours later, we’re up in our hotel room together.

“Remember what you said about the wedding night not being as special without it being the first time,” I said with a naughty smile playing on my lips.

Daniel blushed a little at being reminded of our conversation.

“Well, you don’t need to worry, because I’ve got the perfect solution,” I said and grabbed my wide, white skirt and lifted it up to flash my new husband, giggling as I did so.

I only gave Daniel a couple of seconds to glimpse beneath my skirt, but that was more than enough for him to see what I had worn for him. I wore white lace stockings and garters, but I wasn’t wearing any sexy white lace panties, matching my stockings. No, instead I had a leather harness fastened around my tight body, with a metal ring on the front of the crotch, and through that ring was a dangling black dildo.

“What the hell?” he asked, “Is that what I think it is?”

“Remember when you said that tonight would be special if it could involve some way of losing my virginity? Well, I found another way…”

“Have you been wearing that thing all day?”

“Oh yes,” I gave a bigger naughty smirk.

“And nobody could see?” he said.

Any usual clothing would have made the silicone rod between my legs pretty obvious, but the wide skirts of my princess wedding gown concealed it completely.

“Well, just Corinne,” I responded. “I had to have someone help me use the bathroom in this dress, so she had to hold that too while I went. Don’t worry, though, this was kind of her idea.”

“What?”

“Well, what do you think happens at a bachelorette party? It’s all gossip and giving the bride “sexy” presents like lingerie and sex toys. The conversation turned to the wedding night and I mentioned to the girls what you said about the importance of losing my virginity on our wedding night and she pointed to a dildo and said: “You could always shove that up his ass. I bet he’s still a virgin back there.” We all laughed a bit and I didn’t think any more about it at first. But when I did, it occurred to me that Corinne was right.”

“How would she be right?”

“Well, it would make tonight special to do something completely new. You’re right that our wedding night can’t involve losing my virginity the traditional way but losing your anal virginity could be the next best thing.”

“Tiffany, this isn’t right, this…”

“Listen, when I showed this to Corinne, she was thrilled,” I kept going, trying to convince him. “She said she wished that her husband was up for something like this, she’d wanted for ages to get him into anal play. Please, let’s do this and I can tell Corinne what she’s missing. Come on, why shouldn’t we be the adventurous couple?”

“But…”

“Come on, Dan. You know the male G-spot is in the prostate, right? The only way to get there? Up the ass!” I said standing in front of him, strapon hanging beneath my wedding dress, and giving him a flash of what was to come. I could only hope he was more open-minded than Corinne’s husband and more willing to experiment.

“OK,” said Daniel not able to take his eyes away from the hard silicone cock I had between my legs, “I guess we can give it a go.”

My mind was racing. I eagerly kissed him on the cheek and guided his fingers to where I was laced into my fancy bridal dress. Stumblingly, his fingers unlaced me and slid the elegant gown down my body, leaving me standing in my white sheer stockings, held up with lacy garters and a white satin and lace corset, clinging to my waist and pushing up my ample chest. Despite all my arousing lingerie, Daniel kept staring hungrily at the black silicone cock dangling between my legs.

I got closer to Daniel and pulled him in for a kiss, sliding his jacket from his shoulders, and giving him a great view down my corseted cleavage while I took off his tie and began to unbutton his shirt. Sliding down his body, I kissed him across the chest then took off his belt and dropped his pants and boxers to the floor allowing Daniel’s cock to spring free.

As I knelt in front of him, in my white wedding lingerie and black silicone strapon, he held his erect cock in his left hand, and with his right one, he tried to guide my head toward his cock.

“Not tonight, my love,” I said pushing his hand away and standing up, “Tonight it’s your turn.”

I started pushing him to his knees and stood over him, holding the silicone shaft in my hand, stroking it up and down.

“So this is what it feels like,” I thought to myself as I began to feel the thrill of being the one with the power.

Standing over my husband, I pointed my strapon at his face and looked adoringly up at me; I could finally understand why men loved being in this position so much. My husband had barely touched me and yet I was wet just with the feeling of power the strapon gave me.

“Come on, hubby, blow me,” I giggled.

I hadn’t imagined it would feel so good, given the strapon dildo wasn’t after all real, when my new husband willingly and eagerly wrapped his hand around it and started to pull it into his mouth, sliding it between his lips just as I would do with his real cock. But it did. It wasn’t just the way that as Daniel pushed to suck on my cock, it rubbed the other end of it against my crotch, stimulating my clit, although that certainly helped. It was also just the feeling of standing over him and watching him submit to swallowing my glistening black hardness.

Of course, once Daniel discovered that the harness that held my dildo left an opening between my legs that exposed my pussy, things were taken to another level. Now I felt the titillation of watching my eager husband swallowing my strapon all while his finger ran over and inside my wet slit, fingering and sucking me all at once.

As his finger explored my wet pussy, he sucked and swallowed on the silicone dildo and I started moaning loudly. I began to wonder whether this would all be too much as I didn’t want to climax before the main event had even happened so I withdrew from his mouth.

“Turn around and bend over for your wife,” I ordered.

This was it. Daniel was about to get the wedding night virgin penetration that should’ve been reserved for me, only tonight it was I that was going to be topping him. As he turned away, he bent face down and presented his fine, toned ass back up at me. I went to my duffle bag and found the lube I had bought along with the strapon dildo the previous week. Squeezing a healthy amount of the slick, shiny liquid onto my index finger, I knelt on the floor behind my new husband, with my finger poised between his legs, where his cock hung as stiff and erect as I had ever seen it.

“Are you ready for this, babe?” I asked.

“Oh yes, fuck, just do it,” Daniel replied, “I want you inside me.”

Parting my husband’s legs with my knees, I slid the lubed hand between his thighs. My slick finger traced a line from his balls, along the perineum, and into the crack between his cheeks. I began to rub around his tight hole, getting him used to my finger back there and making him nice and lubricated before sliding it inside him.

Daniel let out a long sigh, almost a sound of relief, as I pushed my finger up into his ass until it was buried most of the way inside his rectum. Having this kind of power, making him moan and squirm with just a little slide and turn of my finger was a real turn-on. As I turned my finger and applied a little pressure downwards, I found the harder fleshy spot of Daniel’s prostate and began to massage it in tiny concentric circles, making him moan loudly in surprise and delight.

His thigh O-ring was clenched tight around my finger but as he got used to the feeling of being filled and fingered he began to relax into it. When I pulled my finger back, he even rose his butt back to meet it but fortunately for my husband, his puckered pink hole wasn’t left empty for long. Another squeeze of lube all over my fingers and I was pushing back inside him, this time with two fingers.

“I want it,” Daniel moaned, “I want your cock inside my ass, Tiff.”

“OK, honey. Prepare to have your wedding night cherry popped,” I giggled, withdrawing my fingers from his ass and squeezing lube onto my black silicone shaft.

Daniel looked over his shoulder and back at me, watching me dressed in lacy white stockings, a sexy corset, and rubbing lube all over my black strapon dildo like I was masturbating a real cock.

I knelt completely between his legs and positioned the head of my lubed-up dildo between his cheeks while he bent over for me, presenting his gorgeous, toned ass, his eyes looking back at me with desire. I felt incredible, I felt powerful and I felt horny. I knew that this had been the right thing to do for our wedding night as it felt special taking my husband’s virginity like this.

With one hand, I pulled his ass cheeks apart and with the other, I guided the silicone member into his lubed and fingered little hole. It needed a little push but after some initial resistance, the shiny black head popped straight in. And that was it, I was fucking my husband in a way that a few weeks ago I could never have imagined, being the one on top, being the one to penetrate him, and he was the one asking for it. As I pushed the dildo inside him, he did nothing but sigh with newfound delight, and for my part, even without touching it any further, I knew my cunt was as wet as it ever got.

It took a few efforts to get used to thrusting, pushing my hips forward in just the right way to get the strapon straight up into Daniel’s butt. Once I got the rhythm of it, though, it began to feel quite natural, like the strapon really was an extension of my body. As Daniel began to push back to meet my thrusts, I grew in boldness and began to thrust into him until the whole thing was shoved inside him. With my hands on his waist, I could look down and see my stockinged thighs pushed against his spread bare naked ones and my black dildo sliding in and out of his eagerly waiting ass.

“Ohh, yes,” my husband moaned, “That’s it. I don’t think I can hold back much longer.”

“Not yet,” I said retracting from his ass, “Get up on the bed and lie on your back.”

I wanted to see his face as I fucked the wedding night cum right out of him. Daniel was happy to oblige, lying on the bed, his legs spread in the air, as I positioned myself by his ass, lifted his cock and balls, and plunged my black strapon right back inside him.

Buried in my husband’s ass and tugging on his quivering cock, I reached between my own legs and found the gap where the harness gave access to my wet parts, and began to finger myself in tune with the strokes I gave to my husband’s cock. In probably less than a minute, it was all too much for me. The rubbing combined with the strapon rubbing back against my clit, with every thrust I had taken into owning Daniel’s ass, sent electric orgasmic pleasure right through my whole body and into an ever more erratic rhythm of impaling my husband’s virgin ass, as I moaned through the waves of pleasure.

With me pegging him and furiously stroking his shaft, Daniel started moaning as well and ejaculated right across his chest as I milked every drop of cum from his quivering cock, before collapsing, sticky but satisfied, into each other’s arms.

“You know, I think this marriage thing is going to work out pretty well,” I said smiling.

“Yeah,” he responded, “The first time’s always special because it’s the first. But you know it only gets better afterward.”

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