My first anal experience with a Daddy last night was incredible [FM]

I’ve been going through a bit of a purple patch recently. Long story short, it’s been a long pandemic. I’m in Melbourne, we had the longest lockdowns in the western world. I lost my job, my grandma, a tooth and an ovary. The ovary went along with a big tumour attached to it in 2021, and left me with a big scar, from above my belly button down to my mons.

This year I’ve been focusing on my new job, consistency at the gym and reenergising my love life. All of this is starting to pay dividends. With my new tighter, stronger more athletic body I’ve been buying some more lingerie. Mostly because ‘hot’, but also to take my mind off my scar.

I’ve been on Feeld for a little while now and have had some fun, but nothing really ground shaking. On Friday I went on a quick date, and a roll around, with a guy in town from LA. Dear reader, this is not the story I came to tell so I ask for your patience. He was nice enough, but being wildly horny as I was on Friday the one go at it and then cuddle left me wanting. I got an Uber home from his hotel at 6am and had a nap.

I went about my morning and reopened Feeld while finishing errands. I had a message from a Daddy type. 46, salt and pepper hair and beard, and an air of experience from his profile. We got chatting and divulged that we’d both hooked up the night before. He suggested meeting up later and I said sure. In the meantime, before he text for my address, I got cold feet bad! He asked where he was heading and I told him that. He explained that I had nothing to worry about (isn’t that what they all say?), that we’d have a wine and see if we liked each other, no pressure. I shared my address and expected to see him around 6pm with a nice bottle. I made a cheese plate.

I slipped into the red bodysuit I’d bought recently. I’ve got big tits, FF. They’re a great shape and definitely an asset. It sets my tits up nicely, gives great cleavage, and the gstring shows my tight ass off nicely. I pop on some jeans and a top and nervously drink a white wine while I wait for him to arrive. All too quickly he’s at my door. Nice jeans and a long sleeve tshirt, kinda a Uniqlo guy with Aasics Tigers on. He smells… amazing. We pour a wine and sit on the couch, talking easily about our experience on the apps. He’d been previously married and in the swinger scene for a long time. I curiously asked lots of questions as I’ve always been a bit of a sex nerd like that.

Earlier in the messaging I had flicked him a shot of the bodysuit that I had stashed in my phone and he gently enquired if I was wearing it, so I lifted up my top to reveal the ‘fit and my tits to him. He confidently grabbed hold and all of a sudden my left nipple was in his mouth. I was surprised by the hot pressure of him sucking immediately, taking me a little further on the pain scale than I was used to. I have always wished I had sensitive nipples, but with the way he was going at it I started to wonder whether I’d just been letting big baby idiot boys suck on them to this point. He abruptly stopped and looked at me shocked and said ‘We haven’t even made out yet!!’. Hurriedly, furiously making out on the couch, I could feel him straining on his jeans now.

I looked down and his fantastic, about 8-9’’ cock was pushing down his leg. After some quick discussion on turn ons and no gos, I told him that I was fine to deep throat, not fine with anal and he was not interested in being pegged. What became abundantly clear, yet again, was that I was with someone very experienced and happy to show me the way. I had never deep throated like that until last night. He pushed down past my gag reflex and began to fuck my face. I was a bit flustered and overwhelmed, so he showed me through a series of three small pushes, first shallow, then deeper and deeper still that I could do it (and breathe!!) at the same time. My gag reflex has always given me a propensity to squirt a little and the whole scene was INTENSE. We took a short break and he told me he would be taking my ass tonight. There was no way, I thought. Many, many men have tried before and I’ve always shot across the other side of the room. This big cock was not going to happen.

I took my jeans off and he positioned me standing, touching my toes in front of him. I was… dripping. Incredibly wet. Another of my assets? He pushed in so deep into my pussy that I instantly let out a long moan. This could be the best sex I’ve had in ages and it’s only just beginning. Fuck!

Into the bedroom with more of the deep throating. We’re 69 and his mouth is full of my squirt as I concentrate hard on trying to not get flustered. I feel like I’m in a full porno. I hop on top of him and ride him furiously holding onto his chest hair. Next moment I’m flipped on my front and he’s furiously fucking me from behind again. The whole scene is a wild, heady mess.

I knew that I was in good hands. He was so respectful and when he said we should try anal, I made the quick decision that I could try and stop if I needed. I was in prone position and with gentle instruction he told me when to breathe, push and hold my cheeks apart. And then he was in. I’ve never felt anything like it, so full and hot. My wardrobe has floor to ceiling mirrors and we watched each other as he gently pushed into me. It drove me absolutely wild, and in response his pace quickened and then came long and hard. Elated isn’t normally a word I would use but I was sexed SO GOOD and I was SO PROUD!

We had a quick shower and I got some robes out for us. I’d had a bit of an edible so when he suggested pizza I was suddenly starving. We sat on my couch with some more wine and dinner and talked about what had just happened, then therapy and recent relationships. Surprising myself we ended up back in bed again, and when we slipped into my ass again, I came so hard I was wailing. Tears in my eyes, so so overwhelmed.

I kept saying ‘THANK YOU SO MUCH! OH MY GOD, I’LL REMEMBER THIS FOREVER!!’ to which he said ‘MY ABSOLUTE PLEASURE, THIS WAS AMAZING!’. So so funny.

I’m writing this in the laundromat the morning after washing up my sheets. It was just the best.

Source: reddit.com/r/gonewildstories/comments/vfnv08/my_first_anal_experience_with_a_daddy_last_night