[Mf] Becoming a sugar baby pt. 4: My first trip with daddy. [Deepthroat] [Handjob] [Cumplay] [Creampie] [Rough] [Sweet] [Oral] [Rimming] [Lingerie]

Hey all. I really appreciate the positive response and upvotes from the last chapters! Feel free to leave a comment and let me know what you think.

—

*Italy*. He took me to fucking Italy. Not some spring break beach, or a resort in Mexico, fucking Italy. I think he had told me that he wanted to go somewhere warm just to throw me off a bit. Still, it was an amazing time, and he did buy me enough clothes that I had to buy a second suitcase to bring everything back in. So I didn’t really get cold, even when we did get to the northern climates.

I was excited and nervous, having never been on a plane before let alone over an entire ocean. That part was scary. Of course, we didn’t just fly, we flew in style. He chartered a plane, so that it was just us. No having to wait in lines, or get your ticket from the attendant. No sitting in terminals waiting for connections, or getting bumped off of a flight. Just walk out onto the runway, get into a private cabin, and take off. Of course, that afforded us some privacy, and as you probably guessed, I joined the mile high club on the eight hour long flight there.

The whole trip was magic. Daddy took me to little hole in the wall restaurants with amazing food, and I ate enough that I probably destroyed a good portion of the gains I had made in the gym over the semester. But what was a girl supposed to do? Not eat cheese and pasta, drink wine and coffee, or go out for pizza and gelato? Like that was going to happen… besides, what daddy called a vacation, was him only working six to eight our days instead of twelve to fourteen. So I had plenty of time to run and do yoga (sometimes naked when he was around), and try to burn some of it off.

And the sights! Oh my god. I had seen everything in pictures before; the fountains, Colosseum, etc. It’s just so different when you’re there living the history and experiencing it first hand. Getting private tours of everything didn’t hurt either. It was also so cool to be able to see how other people lived. And I did enjoy the catcalling of some of the Italian men.

But you’re not here for that. And I’m not here to tell you about those things. I’m here to tell you about being with daddy. And while we fucked every night, I only have time to tell you about one of them.

Close to the last day there, after a wonderful meal on a little cobblestone side-street in Rome, we had gone back to the hotel. I had told daddy to turn his phone off–which he didn’t–and to wait patiently in the bedroom while I got ready in the bathroom. I wanted tonight to be special, and I was going to dress to the nines for it. I slipped on some sheer, black stockings with *’fuck me’* written up the back on the seems, and clipped them into a black garter with white lace trim. After that I put on a matching 3/4er cup push-up bra that made my breasts look amazing, or at least I thought so.

I took a moment to admire myself in the mirror. Over the semester I had toned up quite a bit. My gym sessions actually had me losing weight, even though I was gaining muscle. My arms and legs were definitely more shapely, and I had some visible definition or my abs. Luckily, I think I was still developing then too, as I didn’t lose anything in the bust department. Those were still a massive 34c on my little frame. What daddy seemed most excited about though, was my butt, which he said looked amazing bubbling out quite a bit. It better after so many god damn leg days!

I didn’t bother with panties or a thong; they just got in the way, and I had gotten a full wax to show off before we left. Instead I made sure that my makeup was perfect. Dark cat-eyes, and dark, almost purple lipstick. Though I did make sure to still leave the freckles on my nose showing. He liked that. I had taken one last look at myself before I slipped out, not bothering with heels either.

His jaw almost literally dropped, and had taken a second to compose himself as I walked close. That reaction was definitely worth the wait. I smiled at him, cocking a hip to the side as he drank me in. I loved the feeling of his eyes on me, tracing my legs up to my hips, my breasts, and my face. It was powerful and intoxicating, making me feel so much older than I was, and like I was the only woman he had ever seen.

“What do you think daddy?” I asked, gently climbing into his lap as he sat on an ancient, ornate little loveseat.

“I have no words kitten.” he said, eyes on my little body, hands running up my hips. His hands were huge, and felt like they could have wrapped around my little frame, though they might have been able to.

“Well that’s good daddy. I wanted it to be a special treat. I want to be your special treat.” I said before pulling him into a deep kiss. I could feel him already hard, already excited for me as I gently rocked on him, kissing him and making out. Truth be told, I was already soaked, excited for this too. I had come to love the rough treatment and while my pussy was sore from the past few days of recreation, I wasn’t about to give this up.

Pulling away I leaned back and unfastened the clip on the front of my bra, letting it slide off my shoulders and tossing it away before letting daddy drink my breasts in. I didn’t give him much more than a moment though, instead cupping one and bringing it to his lips. His beard tickled a little, but it was his tongue that had elicited a moan from me.

“Jesus daddy…” I started “you have no idea how wet I am right now. How excited I am. How much I’ve been wanting you and this beautiful, black cock. I can’t wait to feel it inside me… to taste your cum. To get you excited until you let loose on me….” I said in between moans and squeals of delight. “I’m all yours tonight daddy. This pussy is all yours tonight.”

It was true, I couldn’t wait, and as I had said that I had freed his cock from the confines of his pants and boxers. Instead of diving onto him though, as I normally would have done, I decided to be a little naughty–or naughty for me in those days–and bring him to my pussy. I let out a groan, wincing as I slid the tip of him in. A semester of working out and taking daddy had done nothing to quiet how much he hurt when inside me. IT didn’t matter though, I actually love that pain, and so I slid all the way down on him, giving him one, two, three long strokes, deep into my pussy before crawling off.

I could see the excitement on his face as I was about to taste myself off of him, and I had to giggle. I don’t mind the taste of myself, and loved to get him riled up. Neither of us needed to say anything, nor did we as I wrapped my purple, glossy lips around the tip of his cock, and slowly slid every inch deep into my throat. I had learned to gag…less… over the semester, but I still gagged softly as I looked up at him with my blue-green eyes. I cupped his balls and stuck out my tongue to lap at the root of his cock before pulling back to do it all over again, making a mess of his pubic hair. I could feel my eyes water, smudging my makeup, which was going to happen regardless.

This time though, I was taking my time with it. Whenever he would put his hands on the back of my head to try and face fuck me, I would pull them off and tell him to just relax. I used every trick I knew: I flicked my tongue across the head of his cock: pushed it against my cheek; rubbed his pussy and spit covered shaft on my face as I gasped for air: and wriggled and shook my head when his cock hit my throat until it slid in, coaxing torrents of spit to flood out over him. My favorite though, was using my hands on him. I would stroke his shaft with one hand, while the other played with his head, circling back and forth over it, gripping it like I was opening a bottle. He was so sensitive that he would twitch and struggle with it, and his breath would become uneven. I loved to tease him that way.

I had pulled him out of my throat, and was teasing him that way, catching my breath when I finally wanted his cum. “Are you ready to cum daddy? Because I want it, and I want you to cum all over my face.” I had never really thought much of the idea of a facial before this trip, and this was both my first time asking for one, and getting one. Though, I knew I had hit a button by daddy’s reaction.

“Oh god yes sweetheart.” He said standing up quickly.

“Then give it to me. Paint me your color. Ruin my makeup daddy.” I begged on my stocking clad knees, stroking him. He exploded seconds later, shooting streams of cum across my freckles and even into my hair. It felt weird for sure, but I didn’t flinch. I just closed my eyes and giggled, gasping and moaning as rope after rope of cum landed across my face. And I stroked more, attacking that sensitive head until his movements became jerky and I could tell he was instinctively trying to get away from how sensitive he was before I sucked the last few drops out of him. When he was done I licked the cum off my lips, scooped it off my cheeks and the eyelid that was covered with it, and licked my finger clean, all before pushing my tits up and spitting it out. His cum pooled on my chin before dripping onto my breasts where I rubbed it in.

“You glazed me like a donut daddy!” I squealed, proud of the reaction I got from him.

Daddy shook his head, breathing hard, a mix of pleasure, pride, and lust consuming his features. I didn’t have time to react, or ask if he enjoyed it before he literally picked me up over his shoulder and carried me to the bedroom, tossing me on the bed like I was as light as a pillow. Before my momentum had even stopped he had me by my ankles and was diving in between my legs.

“You should cum on my face more… ahhh… if it means I get daddy’s…mmmph.. tongue more often.” I teased, throwing my head back and moaning as he started to lick my soaked pussy and clit. While I would later discover that daddy had much to learn in that department, I loved it and was quickly approaching a climax when he did something strange. He switched his grip from my ankles to the back of my knees, and pushed up, making me scrunch like a sit up, my hips high and he moved his tongue lower.

“That’s my ass daddy!” I had squealed, as if he didn’t know. Had I been ready to be rimmed, it would have been a different experience, one I tend to enjoy now. I was just so shocked that I didn’t know what to think. I had seen it done in movies, but never really thought about what it would be like to have his tongue there. It felt… good, really good, but I was too riled up to enjoy it much. I groaned and moaned, daddy’s cum drying in my eyelashes before I finally couldn’t wait any longer.

“Daddy, I can’t wait anymore. Get up here and fuck me.” I said, a little more stern than I had expected. Still, the smile on his face told me he didn’t mind at all, and he mounted me quickly. When he entered me, I couldn’t tell if his cock hurt or felt good. To me they’re probably the same thing. His lovemaking that night had been urgent though, driving my hips into the mattress with his powerful strokes as the headboard clacked against the wall. I clawed at his back until he hissed, and I groaned in pleasure and pain with each stroke, my eyes watering. For minutes he savaged my pussy like that, making me gasp and scream his name until I was close, so so close.

“Daddy, let me on top…” I pleaded, something we normally didn’t do. But with a quizzical look he obliged. Without pulling out, he scooped me up and rolled me over. In truth, I had wanted to show off. I had seen a naughty movie (yes I watch too much porn, don’t you?) with a beautiful Latina starlet riding a cock. But not just riding, she did the most amazing things with her hips, circling, and gyrating. I wanted to do that for daddy. And so I shifted my weight to my feet, my hands on his pecs as I started to bounce, circle, and grind. His eyes had gotten big and I could feel his hands dig into my thighs with his pleasure.

“Do you like that daddy? Does that pussy feel good?” I asked, breathless.

“Where the fuck did you learn that.” He said, almost wincing in pleasure himself as I rode him.

It was hard work on my thighs, but the grunts and “oh my god, that’s amazing”s that issued froth from him made it worth it. I had tired quickly though and shifted back to sitting on him grinding. With one hand I directed his to my breasts and with the other I started to rub my clit, the beginnings of a delicious orgasm sounding in the distance. I sighed and told him how good his cock felt, how good his hands felt. He said he was close too. A minute later his demeanor changed and I knew he was close, and so was I. Maybe it’s a little selfish, but I wanted to cum first, not wanting to be on the edge and not get mine.

“I’m so close daddy..” I cooed softly, trying to challenge him to hold back. Instead he picked up his pace, bouncing my little body on his cock using his hips alone. Our bodies started to clap, adding the sounds of my flesh against his to the moans and groans coming from each of us. Then he did what was–and is–the best thing to make me cum; he snatched my red hair pulling it hard as his other hand wrapped around my throat, squeezing and immediately bringing color to my face.

I hate how much I love being out of control and being roughed up like that, but his cock pounding in and out, and the hand around my throat shorted a circuit in the pleasure processing part of my brain and I came as hard as I ever have. I would have screamed had his hand not been around my throat. Instead I gaped and gawked, gasping as my eyes went unfocused for a second the moment his cum started to fill me up. I rubbed my clit with a fury and rode that orgasm long and hard, my makeup running, face red, and pussy being ravished. Finally his hand let go, and I collapsed onto his shoulder, gasping and drooling on him. Waves and aftershocks rocked through me as I could feel his cum inside me. It was warm, and soft, and bliss for minutes, caught in the post-orgasmic fog. It was the best orgasm of the trip by far…

—

The next morning I had woken up in daddy’s arms and felt small, the sun just coming up. We had a little time before we had to pack and leave and I had rolled over to kiss him awake. We talked in the cool morning air as his hand explored the curve of my naked hip. Despite how sore my pussy was because of the affairs of the night before, I really wanted him inside me. I can’t explain it. Still, our kisses became heavier, and his finger found my pussy.

“Gently daddy.” I said softly “You demolished me last night remember…?” I teased moaning around his fingers. I cupped his bearded cheek in my hands, and kissed his nose.

I looked into his eyes and a wave came over me then. “Daddy. I want you… can you be gentle? Can you make love to me?” I asked, feeling suddenly vulnerable and yet so turned on. I knew it wasn’t his style, and that in the way of sex, I was there for him. But I couldn’t help it. He smiled and nodded, and I think he understood as he rolled me on my back before slowly sliding in. It was fire, it was beautiful agony as sore as I was. I savored every inch. The color of that experience was so much softer different than of that when he fucks me hard. Not that I would trade one for the other, either way. But it was what I needed.

For twenty minutes he showed me a different side. For twenty minutes he looked in my eyes as he slid deep inside me. For twenty minutes he kissed me softly and told me I was beautiful. And for twenty minutes I was stuck in between the space of cumming and something else, small waves of pleasure washing over me constantly until he came deep inside of me coaxing my own, sympathetic orgasm from somewhere within. I didn’t care if I had to walk a little funny to the airport that day, or that I was so tiered that I fell asleep on the majority of the plane ride home. I had felt full.

That trip was incredible.

Source: reddit.com/r/sexystories/comments/b1xugr/mf_becoming_a_sugar_baby_pt_4_my_first_trip_with