First time I fucked my husband
Me (26F) and my fiance (29M) were sharing past experiences we'd had, turning into a game of oneupmanship. I'm a pretty small (5' 88lbs) and shy girl so he was shocked when I told him I used to fuck my exbf's ass, and even more so when I told him how much I enjoyed it.
He asked if it was something I'd still want to do and I admitted I had secretly fantasized about fucking him but was too timid to ask. I became self conscious at my over sharing when he didn't jump at the idea and was seemingly uneasy at the idea of being thought of that way.
A week or so later, he had left on a trip when he texted me that if it was something I really wanted to do, he was open to try it when he got back- with the one condition being that if he's going to let me do it, that I can't hold back and enjoy it exactly how I want it.
We spent the next few days flirting about it and speculating what it'll be like while I shopped around finding the harness and dildo. There's something indescribable about the feeling of being a girl picking out her dick that feels almost as embarrassing as it is exciting, and a sence of responsibility of what your husband is going to lose his virginity to. It's the kind of stressful fomo not felt since Professor Oak's ultimatum.
By the time he came home, I was ready to pounce on him. That night I had a bottle of Port chilled and waiting for him in the fridge. I could tell he was nervous so I reassured him I wouldn't be mad or think less of him if he changed his mind but he insisted that he was down so long as I was sure it was what I wanted. I was sure.
He was stalling by sipping the wine I'd poured him and tipped his glass to hurry him along. Being a petite girl my whole life, I'd never had anybody be so intimidated by me and this new feeling was more intoxicating than the wine. He tried to stall once more by refilling his glass- but the bottle was empty. I asked if he was ready and he gave a small nod. I returned a big smile and told him to take his clothes off while I put it on.
I had set aside my lacy lingerie to wear with my strapon and I admired myself in the mirror; a balance of delicate femininity with the masculine appendage that swang and bounced with each step. I draped myself in the doorway, giving him his first look. His eyes peeled away from my dick for only a moment to examine my outfit before once again locking back into place. Feeling his eyes on it made me wet underneath and the look of intimidation on his face was almost enough to make me cum where I stood.
I slowly walked over to the bed, his eyes never leaving my hips and I crawled into bed with him. I kissed him and asked if he wanted to touch it. He was still so shy so I took him by the hand and guided him to it, telling him it was okay and that nobody would ever find out. With that, he took it firmly in his hand and we stroked it together as he passionately kissed me. He moved himself from my lips to my neck and I moaned in approval as he worked his way down my body.
I continued jerking my fake dick in excitement until he pulled my hand away and kissed the tip of it. Had I been able to feel it, there was no doubt I'd had cum all over his face then and there. I watched as he shyly experimented with a dick for the first time. I couldn't take the teasing any more and told him how badly I wanted him and to get in his hands and knees.
I squirt lube into my hand and stroked it onto myself as I watched him nervously get into a submissive position for his first time. My heart raced as my big masculine fiance presented his ass for me and his virgin hole waited for me. I pulled up behind him, wiping the excess lube onto his bare ass.
I teased his asshole with my strapon and asked one last time if he's sure, and he told me to just do it and not to stop until I was finished. I leaned forward and kissed the back of his head, promising I'd be gentle; but as I looked down as his thick ass I wasn't so sure I could keep that promise.
He groaned in what was unmistakably displeasure as I began to push my way into him. I stopped pushing in at the sound of agony, but grabbed his hips to keep him from pulling out as well. With every whimper, I responded with positive feedback of how good he was doing and exaggerating about how close I was to being all the way in.
After about what felt like an eternity, I was finally all the way in. I congratulated him on no longer being a virgin but his face was so buried in the pillows I don't believe he heard me. I did my best to balance of my promise to be gentle and my promise to enjoy him how I wanted.
I grinded against his ass, doing everything I could to hold back my excitement; but the harder I grinded, the more he groaned and the more excited I became. I didn't anticipate his struggle to be such a turn on for me and when he pleaded that I was too deep, I told him I was close and gripped his hips even tighter. Despite his best efforts to remain quiet, by the end his agony and my pleasure were bordering on screams.
I regained composure and felt guilty about how rough I had been with my fiance, pulling out as gently as I could. I had started taking off strapon to let him have his turn with me but he insisted on keeping it on as he bent me over and eagerly sought to reassert himself as if to prove a point.
The dramatic role reversal was jarring but exciting for both of us as it didn't take long to feel his warmth hit me as he finished.
Our first time wasn't the mutually enjoyable experience we were hoping for, and neither was the second. By the third time things finally began to click, but that's a different story for another time.