My incredible first time with a new little girl sub from craigslist, rather hardcore [DD/lg]

We’d been talking for about a week and a half. But not bullshitting about work and what kind of food we like. She answered my ad offering to help a woman explore kink and fetish play, promising discretion. I require discretion, so it’s only right I offer it. Turned out she required it, too, and for the same reason. So there was no dancing around, no need for delicate evasion, no wondering if coming right out with why I required and offered discretion would scare her off, and no guess work…we were on the exact same page. That just immediately makes communication deeper and more honest, which is absolutely required for where we were taking things. She said she was interested in exploring more of a real Daddy Dom/little girl relationship, and it just so happens that I’d really enjoyed my experience in the DD role previously and was looking for something very much like that again. The pictures she sent were exciting to say the least, and she was pleased with what I sent her, as well, so on Day 1 a connection was made that was full of real promise.

Over the following days, the connection was made deeper by the necessarily large amount of communication. There was the full disclosure of past experiences, both good and bad. The discussion of limits, both hard and soft, and talk about how the soft ones may be pushed. There was the giving over of control, the real submission that begins in her mind. We’re both very sapio in our sexuality, and there needs to be the mental element to achieve real sexual connection. Talk is important. Trust needs to be gained. This was achieved easily…no struggle. Again, we were completely on the same page and into the same things. That helps so much. She was assigned tasks, and completed them thoroughly and with an encouraging, sincere enthusiasm each time. She was being such a good girl for Sir. But, luckily, she had a few small infractions that she was aware would get her punishment. Perfect.

She showed up to the motel on time. I had the room already, which was clean, had 4 walls, a bed, and bathroom. The room will never be the focus here. Showing up on time was a big help…though it meant one less punishment, it also meant less anxiety for all involved. She wore the skirt, top, and shoes in the styles I had requested, and she wore them very well. I kissed her “hello” confidently, and she displayed her modesty and nerves as she had suggested she would. It turns her on to feel scared, nervous, and helpless…but of course those feelings aren’t fun or a turn on if she doesn’t feel safe first. So this was a sign that she felt ultimately safe, but letting those other feelings show was a good thing. I walked her to the room, and once inside, began kissing her full lips and stroking her face and body, reassuring her that everything was going to be okay now that she was with me. Sir would treat her well, and her beautiful, delicate little body would be used and abused with the greatest care, and that both her and my pleasure would always be the end result.

I laid her down on the bed gently and began taking her clothes off, starting at the bottom. Off came her boots, then her cute socks. I kissed and touched and teased and complimented her on her perfect body parts, as all were everything I could hope for in a “little girl.” She thanked me in her little girl voice, telling me how good it made her feel to please me. Up her legs I went, and I paused to enjoy her cute cotton pantie. I teased her over them for a bit, placed gentle kisses on them, telling her how naughty she must be, as I could see her wetness soaking through them already. I pulled them off with her skirt and revealed her pretty, petite, tucked in pussy. My fingers teased it, taking a bit of her wetness to taste for myself, then going back for more to have her clean off my finger. We were both very pleased.

I moved up her body to remove her sexy little top and bra, which barely contained her amazing, too-large-for-her-slight-frame breasts. They looked good laying down, sitting up, leaning forward…they were perfect, and I made sure she knew this. I kissed, grabbed, groped, pulled, bit, smacked, and otherwise teased and enjoyed them. Her moans, her little voice, and her eyes always seeking mine kept me seeking more, pushing forward, and as I stripped my clothes off, kept me fully erect. My assurances that she was being a “good girl” for me, and that her body was so thoroughly pleasing to Sir only made her lovely pussy wetter.

I approached her and told her that she was making me feel so good just by being so beautiful, but if she really wanted to please me, she should suck my cock. She eagerly took me into her mouth and showed me just how well she could please me. I stroked her body and face while she went to work on me, then took some pictures of the act. As I got close to cumming, I stopped her, and flipped her over easily to take in her amazing ass. It was round, tight, and so picture-perfect. I stroked it, slapped it hard, and licked 2 fingers before putting them between her cheeks to rub her already dripping pussy. I told her she’d done such a good job pleasing me that she would now get to enjoy her own pleasure. I slipped two fingers inside her and pushed her body down onto the bed. As I held her down her moans into the pillow encouraged me to intensify my thrusting fingers. I grabbed her hair, pulled her head up, pushed it down, slapped her face playfully, then put my rather large hand around her slender neck and held her firmly in place as she squirmed violently against and away from my fingers. She cried out and moaned, and even cried as I roughly worked her over. Her desire to cry during the act had been discussed…naturally this had caused other guys to stop what was happening, despite her insistence that it was what she wanted. In normal situations, someone crying while you do something to them is a BAD sign, and means stop. This isn’t one of those situations. She was delighted to find only more of what she wanted as she cried, and I told her her crying was encouraging, that I knew she was scared but it was all for her own benefit. She agreed and thanked me.

I stopped choking and holding her down with my left hand and spat on her asshole, licking it as I fingered her, spreading her cheeks so I could lick it deeply. She cooed and thanked me, told me how good it felt. I told her it was all to prepare her for what was next. I slipped a finger from my left hand into her hungry and now wet asshole while my right hand fed her hungry pussy two fingers. She bucked, moaned, and writhed, but with my hands where they were I was able to hold her down. I slipped another finger into her ass when it felt loosened up, and she cried more. Again, this was a good sign. I told her again, her cries wouldn’t stop me, that she’d just have to take it. Her wetness on my fingers in her pussy suddenly increased and I knew I was on the right path. I slammed my fingers into her with my pressure, increased in speed, and her moans grew to a fever pitch until, between panting breathes, she asked me if she could cum. I told her of course she could, she was being such a good girl for me. And her entire body tensed up. She flailed, trying to get away, but I held her down just a bit longer to overload her more completely. She cried out and bucked wildly, and I finally released her. I gently stroked her body and told her what a good girl she was for me, and how great it felt to make her cum like that. She was in a daze.

I slipped a condom on, and started to mount her as she lay, still shaking and sensitive, in the fetal position. I entered her slowly and gently, and she begged me for more. So I moved her onto her back, put her feet on my chest, and began fucking her more deeply, harder and harder, looking her in the eyes, slapping her tits. then putting a hand firmly on her throat. She begged me to cum, too, she wanted to see Sir cum like he’d just made her cum. And rather soon I was pulling out of her, ripping the condom off, and exploding all over her amazing tits and flat stomach. She remarked at how much cum came out of me, and I thanked her, telling her how pleased I was, before collapsing next to her on the bed. She sucked the last few drops of cum out of my cock, and lay back next to her Sir.

We talked briefly about how we both felt high at that point. How amazing it felt to cum like that, to release that tension. She thanked me for making her feel safe, and told me how good everything felt. I didn’t lay next to her long before I began again kissing her body, telling her how perfect it was. She asked if she could get her toy bag out excitedly. I of course said yes, and she pulled out a butt plug, a dildo, and a small vibrator. I told her to hold her vibrator to her clit while I touched her body. She complied and I touched her all over, gently, then more firmly. I tugged and pulled and squeezed her nipples, telling her I want to leave them sore for the next day so she can feel it and remember me. I promised to leave no marks on her body, but to leave ways for her to feel me for at least a day or two. My cock began to stiffen again, and I told her she may suck it while she held her vibe on her clit. She did, and did such a good job that I was fully hard again inside just a few minutes. As she got wetter, I reached a finger down and wiped her wetness on my cock, then made her lick it off. She moaned, and I told her how good she was.

I grabbed the dildo and put it next to my cock, making her suck both at once in her little mouth, to get the dildo wet before inserting into her. I then pulled the vibrator away and inserted the dildo slowly into her while she sucked me. As her moaning got louder, I worked the dildo harder and more quickly. I changed speeds and intensity a few times to tease her, then finally settled into a rather robust rhythm, pushing it into her deeply, and pushing my cock deeper down her throat. Suddenly she moaned very loudly into my cock and the dildo was pushed out with a gush of wetness from her pussy. My good little girl had squirted! Soaked the sheets, in fact. I was so pleased, and told her so. I made her clean the dildo off while I got between her legs and licked her up and down, telling her how good she tasted. She raised and lowered her abdomen with my licks, then began fucking my face harder as I took her clit into my mouth. I ravaged her clit with my tongue and she kept fucking my face as my hands reached up and held her down firmly by her breasts. She begged to be allowed to cum, and I didn’t make her wait too long to grant her permission. I wanted it. She came hard, again, and this time I kept licking, not letting up. She begged me to stop, it was too sensitive! A bit more gushed out of her little pussy, and I finally released her once again.

I was again fully hard, and slipped another condom on. This time I was going for her asshole, and she knew it. I told her to get on her knees. She begged me to go slow on her, she was sore. I knew because we weren’t using lube and my fingers are rather thick that she was probably sincere. So I aborted that plan. This would not be that kind of ass-fucking. I flipped her back onto her back and put her feet in the air. She thanked me. I spit on her little asshole, and rubbed some of her still-dripping pussy juice down there as well. I then slowly worked the head into her and looked in her eyes, watching her face as I finally pushed all the way inside her. She moaned, cooed, and thanked me again, and I slowly worked her ass before picking up speed. This would not be quick, as I’d just cum. So I told her sternly that this was going to be her punishment for her incomplete tasks earlier in the week. She understood. I put her feet on my chest again and fucked away at her ass, as she looked at me with that scared, but sexy look, and I told her how good her asshole felt. I slipped out of her at one point, and she asked if she could rub her clit while I fucked her hole, so I allowed it. I spit into her slightly gaped hole, and slid right back in. This time there would be no letting up.

I put her sexy feet higher in the air, bending her back farther, and holding her firmly around her thighs as I fucked her ass as deeply as I could, then told her I was about to fill her little hole. She loved hearing this, and I felt her pussy dripping down onto her asshole as I came inside her, still fucking a bit, and gave her permission to cum again. I felt her cum seconds later. I stayed inside until I could no longer hold the position and fell out of her. I went and cleaned myself off, and again laid beside her, both in a complete fog, barely able to speak. She gently put her head on my chest, and I told her what a good girl she was, asking how it felt to have her holes owned. She told me it felt amazing, she felt complete, and felt so good to be owned by me. She was in sub-space, and I made sure I gave ample after-care.

We chatted a bit about our situations, about life, our outlooks, and reality. We cleaned up, got dressed, and I gave her the assignment to write me a journal entry about her favorite parts of our time together. She told me without hesitation in her assignment that the best thing was feeling completely safe with me, that my skills at pushing but understanding her limits with the rough physical parts, especially breathe play, turned her on greatly. And she was especially thankful that I understood her kinks and was into them. She doesn’t have to feel weird or ashamed, or dumb things down with me. I agreed wholeheartedly. It was a perfect start to a sexual adventure with incredible promise.

Source: reddit.com/r/gonewildstories/comments/45fnr5/my_incredible_first_time_with_a_new_little_girl