[35M]y second sugar baby date with an 18[F] – she likes it rough..

So, following on from my [first car fun](https://www.reddit.com/r/gonewildstories/comments/ojf24z/car_blowjob_fun_for_35me_and_a_18f_sugarbaby_i/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) sugar date, we both liked each other enough to arrange a second date two nights after our rendezvous.

“You know, I still don’t know your name” I texted her the morning after our first meet. “lol, let’s keep it that way daddy” was her response. We did the text ping-pong thing for the rest of the day, which culminated in her sending me some naughty pics.

That night, she video-called me on WhatsApp, but on mute. She was naked in the shower, and moved her phone slowly from her lips, then to her neck where she showed me the mark I’d left her, down across her cleavage and ultimately her pussy before she placed the phone on the floor, giving me a full view of her body. I played with myself as I watched her body shudder in the shower, hoping that I could hear her moan. After a while, she picked up the phone, unmuted it, and said “I want to fuck you tomorrow daddy, all night long”.

I immediately texted my cleaner, hoping that she could come and clean the house in the morning before I came back from work. I’ve been using her services for almost a year now, she’s awesome at what she does, and charges next to nothing for what she does. I’m on a $200 per month cash basis, and she comes every fortnight.

The next day couldn’t go fast enough. I was in and out of meetings with clients and my boss, and I was looking forward to having an early end to the day. I sent an Uber to pick her up at around 5pm, and nervously tracked the journey.

Twenty minutes later, there she was. Shorts that are way too cold for winter, knee-high boots, and a crop top jumper with “bring me the horizon” emblazoned across it. I gave her ass a squeeze as she walked into my house, and she turned around and kissed me.

She kicked off her boots in the hallway, and her shorts followed next. She then knelt down on her knees, unzipping me, and started deepthroating me while looking up at me. Knowing what she liked, I grabbed her hair harder than I’ve ever grabbed anyone’s hair before – only to elicit a moan from her. Her lips gripped around the base of my cock while her tongue tickled my scrotum. She pulled back, and said “fuck my mouth daddy”. I didn’t need any encouragement, and used both my hands to hold on to her and started pumping on her face. She grunted, moaned, and her eyes started tearing up – but she never broke eye contact with me.

“are you okay?” I asked… “uh huh, harder…” she was a freak, but the good type.

I continued to fuck her mouth in the hallway, and she took it like a champion. After a while, she took one of my hands and placed it across her throat, encouraging me to choke her. Her hands encouraged me to grab harder, putting pressure on until I got to a point where she liked it. I couldn’t take it much anymore, and felt strings of cum going directly into her throat.

I’ve never been that rough with anyone before, and a guilty pang came over me as I saw her mascara running down the sides of her face. “sorry, are you okay…” I asked. “shhh, that was so good, but choke me harder next time. I love it”.

It was then I realised that she had a crotchless thong on, her pussy lips were glistening wet, and had also left a few wet drops on my hallway floor. She twirled around, and took off her top while looking at me with her slutty teary eyes. “where’s the bedroom daddy? I need to be punished for being such a naughty girl”. She had nothing on but a small hand (or shoulder?) bag across her body.

I ripped my top off, and guided her to the bedroom. She looked around and said “wow, you’re a neat freak” “just had the cleaners come in today” I said, “just for you”. She smiled.

She sat on my bed, and asked “daddy, is it okay if I took some molly?”… and she popped out a pill from her bag, and put it in her mouth before I could respond.

I’m no prude, but apart from the odd weekend joint, I haven’t had anything serious in the last 10 years. Too risky for my job and all.

“oh you naughty girl”… I said “happy for you to have it, but I don’t really take them”. She asked for a glass of water, and I was happy to oblige.

As I walked back into my room, she had her emo/metal rock playlist going on her phone, and I could see the effects of molly coming on. A thought popped into my head, and I went over to my bedside drawer. I rummaged a little bit, and found a couple of little blue pills left. “expiry November 2020”. To heck with it, and I popped a little blue pill. Might as well make the most of it.

I started going down on her, and she had a little musky odour emanating from her pussy, but thankfully it wasn’t that bad. Off I went eating her, her hands grabbing my hair and pushing me into it. She was so vocal, like a porn movie.

Fifteen minutes later, with three fingers up her pussy, I felt her body convulsing as she yelled out a scream of pleasure. I distinctly remember three waves of orgasm coming across her body, as her pussy walls clamped my fingers so tightly. I let her recover a little bit, and she turned on all fours as she caught her breath.

“fuck me from the back, daddy, hard”.

The Cialis had worked its desired effect, and I grabbed a condom and started mounting her from the back. “Grab my hair, and fuck me like a dirty bitch” she said. Again, these are fairly new to me – as I’ve always been on the gentler side of fucking.

I pounded her pussy balls deep and started jackhammering her. I turned her around, legs up in the air, and I put one hand across her throat. “yes, daddy” she moaned as I gripped her throat. I fucked her for another few minutes, before the sensation got a little too overwhelming and I came into the condom in her.

As I rolled over, I was conscious that I had left a ring of red marks around her throat, and I asked if she was okay.

“you’re sweet” as she came over for a kiss, “I don’t mind it rough, I love it”.

So we made out in bed for quite some time, my hands working on her nipples, and she started rubbing my cock.

Thank God for Cialis…I was rock hard again in no time.

I recall that she loved her nipples being pulled, but I really wanted to change things up and be gentle on her. I had this thought that maybe nobody ever really did it gently with her, and thought…why not give it a try.

I brought my hands up to her face again as I pulled of the kiss, looked into her eyes, and with our noses touching, told her that she was so beautiful. I leant in and gave her a gentle kiss, and pushed her back on my pillow. I kissed her all over gently, her earlobes, her neck, across her sternum, and licked each nipple gently.

“I want to try something different with you, young lady” I said. “I’m going to go soft, and you’re going to come for me”

With that in mind, I started worshipping her body like most 18 year olds never have experienced. I ran my tongue and lips across every inch of her body, enjoying her beautiful, soft, and supple skin. I nibbled gently on her arms, across the sides, and I could see that she was getting wetter and wetter. Maybe it was the molly.

I gently turned her over, as I kissed her butt cheeks and I ran a finger down her pussy. It was emanating so much heat, I cupped her breasts from behind, and I put my hard cock in between her butt. I was consciously being respectful and wanted to give her an experience that I reckon she never had.

I mean, high school sex was always either awkward, rough, or rushed (for me anyway); and my suspicions were confirmed as she responded much much more differently than before. She turned around and started kissing me again, her tongue this time a lot gentler. She mounted my left thigh, and I could feel her juices running down my thigh as we kissed. Our eyes met, and I smiled. I felt her shudder, and she smiled back before our tongues intertwined again.

Before I could do anything, I felt her shifting, and suddenly I was inside of her. Fuck – no condom – was running through my head. But definitely, one of the side effects of Cialis is the lack of ability to think… as before too long, I was enjoying the sensation of a tight 18 year old’s pussy wrapped around me.

She rode me gently, and I encouraged her to do this sensually, slowing her down everytime she wanted to pace up. I put my thumb on her clit, slowly moving it in a circular fashion as she gyrated on top of me. We then flipped around to missionary, where I slowly made love to her instead of fucking her. Our eyes never left each other’s contact, and as I slowly pumped in and out of her, her legs wrapped around mine as she came. There was something primal about it, her eyes locked to mine, our lips not far from each other, and I suddenly came in her too.

She just smiled, and said “fuck, that was quite something”… as she leant in for a kiss.

We snuggled a little bit, and I continued to gently stroke her body, treating her like a goddess. I took her to the shower, and we both had fun lathering each other’s bodies. I was still hard, but sore, thank to the little blue pill; and she gave me a blowjob under the running water until I came again. Well, I didn’t think I could – but I did.

We towelled each other off, and by then it was close to midnight. I invited her to stay the night, but she declined, and I ordered her an uber back home. As she left, she turned around and said “my name is Jean, by the way. I guess I’ll see you again soon”.

I walked back into my room to pick up after the mess, and change the bedsheets. I also made a mental note to get myself tested the next day. Then I noticed the $300 that I had promised Jean as a reward for our date. I recall her putting it in her bag, but it was now on the bedside table. Had she forgotten? I wondered.

I quickly sent her a text… “hey, you left the reward here – do you want to ask the driver to come back?” “😊” was her response. “no, I left it there on purpose. You don’t need to pay, or reward me. Honestly, anytime.

It was interesting. I went and got tested the next day, and the first lot of results have come back negative. Thank god for that, and I guess I might be seeing an 18 year old a little bit more often.

Source: reddit.com/r/gonewildstories/comments/ola2j5/35my_second_sugar_baby_date_with_an_18f_she_likes