[m]y first sugar daddy experience via “whisper”

This happened in 2014, when I was in my mid-twenties. Just as a way of introductions and context, I live in Australia (Melbourne, at that point in time), Asian, and blessed with neither a chiselled body nor packing a massive cock. That being said, I’m confident and do okay with picking up ladies – but that’s another story for another time.

This story is really how I started getting hooked into the idea of sugar daddy-ing, and I’ve had quite a number of stories which I’m happy to share further if that’s of interest.

You might remember the good old days of “whisper”, the app where people make confessions and you can actually message them with a hope of a reply. One fine afternoon, while I was at work (I was working as an analyst), I got bored and started scrolling through the app in the toilet when I came across a local post that read “really want that dress, maybe I should try being a sugar baby”. Being the horny bastard that I am, I cheekily replied “well, I hope you’re at least 18, otherwise you might get people in trouble”.

To my surprise, she was actually online and responded. She was indeed 18 (verified ID) and we ended up bantering on the app for a bit. We got along pretty well (as well as you could on chat) and decided to exchange our KIK handles. Her name was Mornique, Caucasian, innocently cute, had a few kilos of extra padding, but most importantly – she was down to fuck. It’s been a few years now, but I can still remember her. She was studying early childhood teaching and pretty much had the cute overweight kindy teacher next door look. Perhaps like Rebel Wilson now that she’s lost most of her weight (not that I have anything against bigger women).

She lived an hour and a half from where I am, and we spoke on text for a few days, exchanging photos and teasing each other. The only problem was that she still lived at home with her dad and had no car and we couldn’t really meet up at her place.

We chatted for a week before really landing on a Sunday night (1130pm) when she could sneak out after her dad went to sleep and I could pick her up to a nearby motel for a few hours of fun. By that point in time, we had not even brought up compensation, but I was really turned on about the fact that I’d get to buy her that dress. I was excited beyond belief!

I drove up to where she was and had to wait for a good ten minutes as she snuck out of her house. She came out in a jumper and track pants, and she hopped into my car. The motel was a fifteen minute drive and we made small talk in the car. At some point during the drive, I remarked that she was even cuter in person than she was in photos and video chats, and that I couldn’t wait to give her a kiss. As we were approaching the traffic lights, she put her hands on my inner thighs and leaned over for a kiss.

We got to the motel, checked in, and jumped into the bed together. We made out like high school lovers. My hands roamed her body and hers caressed my growing cock. She was dripping wet. At that stage, I hadn’t had a good fuck for a month – so I was horny as I could be.

We decided to strip and jump into the shower, where I had fun soaping her up and she knelt on the shower floor and started sucking on my dick. I’m not big by any stretch of the imagination, and I’m a grower – at full mast, I’m probably barely 5.5″. She was deepthroating me, and I could feel her tonsils on the tip of my cock. I’ve had my fair share of blowjobs, and that was probably one of the best ones I’ve ever had.

I fingered her clit and worked my fingers into her tight pussy, and felt her contractions as she came hard in the shower. I leant over for a kiss, and that blush… that was so good. We dried ourselves up (the wintery August evenings are not kind in Melbourne), and snuck into the bed under the comforter. It was only then that I realised I had left the pack of condoms in the car.

Before I could say anything though, she kissed me, and jumped on my dick. Man, she was so tight. She rode me a little awkwardly, but with a passion that I think you only get when you are younger. We fucked for a good hour (I’d like to say), but in reality, I couldn’t last long. We changed positions a few times, and landed on pounding her missionary style. We went at it for probably ten minutes before I came, which was frankly quite embarrassing.

As the sweat beads formed around her eyebrows, I felt that all too-familiar feeling that you get when you’re about to cum. I told her that I think I was very close, and she said “I just started on birth control – come in me”.

That got me over the edge. Fuck, the pulsations, I’m getting hard thinking about this.

We went at it two more times that night.

Not long after we cuddled, she started giving me another blowjob which woke the little man up. We somehow landed in a 69 position, and it was the very first time I’ve ever eaten creampie as it was dripping out. The taste of our juices mixed together was unforgettable.

We didn’t spend the night, and I dropped her off home.

We joked about the compensation – and she initially refused the money. I insisted, and she bought a $100 dress the next day.

This literally kick-started my double life as a young sugar daddy. I’m not that flush with money, but I do okay. However, since Mornique, I was hooked and signed up with Seeking, and trawled through Whisper for more experiences. I ended up hooking up with her one more time, as she ended up being a bit needy. My second sugar experience came from Whisper not too long after that, with a 21 year old Asian Australian – which I might share down the track.

Over the last seven years or so, I’ve collected my fair share of sugar experiences. I travelled quite a fair bit for my work in Australia – and I’ve had experiences in each capital cities I’ve been in. I’ve also had the privilege of experiencing the sugarbowls in the UK (Manchester, London, Liverpool), the US (Atlanta, Chicago, Philadelphia, New York, and LA), South East Asia (Singapore, Bali, Kuala Lumpur), and Dubai.

I’ve since relocated to Adelaide (South Australia) for work, but the sugar landscape has changed quite a fair bit since the rise of platforms like OF. It’s not as fun as it used to be, and as I’m hitting my mid thirties, I’m considering retiring from the scene for a while and perhaps give regular dating a go.

Hope you’ve enjoyed the story :)

And Mornique, if you’re reading this by any chance – I’d love to reconnect!

Source: reddit.com/r/gonewildstories/comments/j3kmfb/my_first_sugar_daddy_experience_via_whisper