TheOldDragon's Tales

Now in a position where she had no choice but to enjoy, losing all control, she began to have small multiple O's. Not earth-shattering, but body rippling, pussy slipping, breath gasping orgasms that kept her rolling until I felt the urge coming and this time pushed it through so that I surged into her, feeling myself swell, then spurting my seed into her as I pressed fully against her, feeling her still warm buttocks against my thighs and the dampness seep from between us.

I gently released her wrists and she tested them, making sure I had not hurt her, then I leaned back on my haunches and slid out of her, letting a bit of my semen spill out of her with a gasp from her at the loss of the full feeling she had.

I helped her to a sitting position and cuddled her as she chatted about what had happened. All her feelings and random thoughts coming out as she relaxed in the afterglow of her fantasy made real.

My darling BadGirl, you were a jewel. I thank you for the time you gave me and allowed me to share with you.

My next girl was also from the chat rooms, and was my almost soulmate until I met my angel. Boonie, or lil-boonie as she referred to herself.

An adorable young lass from the East US who is now a School Librarian. Never been touched, she was a 28 year old virgin when I began to chat with her, and she found a soul mate in me that she had never felt with anybody else. She had enjoyed spanking with a neighbour and some friends, but no proper sex, that was not permitted. Although she had permitted her friend to take her bottom so she could have that feeling known, and she had taught herself oral skills to please the man, but had never allowed penetration, until now.

My Boonie, we chatted on the phone, and talked over chat for months before she arranged to finally fly out to meet me. At Disneyland. I went down for a four day weekend to meet some of Baybe's swinging family and see if there was any real chance of recovering the failing marriage. There wasn't. In the time we were down there, she slept with three guys, including her cousin.

I met Boonie in a Denny's at 11pm at night, because she flew in later than we did, and I was sitting there when she came in with her twin friends who had agreed to be her chaperones as her parents were very protective of their special little girl, even at her age, and she didn't want them to think anything bad was going to happen; but she did plan, and her friends were fully aware of it, and in agreement that it was time.

She was exhausted, and nearly fell asleep as we sat there eating a late night snack, then I looked at her friends and said to them "I think Boonie can stay at my hotel, it's just up here."

The twins looked at each other, then at Boonie, who was sitting between them, anticipating and excited, but also very tired, and agreed. They got up, and she slid around to sit by me, cuddling into my arm as the two girls bade us good night with a promise to meet them at the Disneyland gates by noon tomorrow.

We sat for a few more minutes, then Boonie pressed against me and yawned heavily, she was really exhausted. A cross-country flight will do that to you. I quickly paid the tab, then helped her to her feet and picking up her small bag, walked with her back to the hotel and up to my room.

Boonie, you were so demure and innocent, you knew what you wanted, but were still nervous about what was going to happen and I wanted to be so very careful. You wanted me, and I knew that I wanted you as well, but you were virgin, I needed to be so very careful to make sure this first time was so special you would only know pleasure, no pain.

You earned and deserved that alone, for the time you gave me, and I am so pleased that I managed to give you the pleasure you wanted.

You blushed as I took charge and walked you over to the bed, then sat down and lifted the t-shirt off, exposing your breasts to my gaze, as you had no need of a bra, small, flat breasts with little cherry nipples and tiny pink aureola. I undid the belt and unclipped the button on your shorts, and with a helpful wriggle, they were down and off your feet quickly, leaving you in just a pair of white panties.

I left those on, and then looked at you. "I think we both need a shower, then we can sleep."

You nodded, and allowed me to lead you into the en suite. I turned on the water and set it to quite warm, then swiftly undressed until I was just down to underwear as well. You were so adorable, eyes everywhere except on my erection, even though you kept sneaking glimpses at it.

I had you put your hands on my shoulders as I slipped your panties down, exposing you fully to my gaze as I looked upon your nakedness. As you knew what a sub should be, you were fully shaven, you had been doing that for months, I recalled. Liking the little girl feeling, the innate naughtiness, and also the submissive feelings that it gave you to remove your adult hair for a possible master.

I gently turned you around and had you step into the cubical so that the water cascaded down around your head and shoulders, your close-cropped black hair spatting into wetness, rivulets of water running down your compact body as you felt the warmth and heat from it. Then I was naked and in the shower with you. You still refused to look at my erect cock, even though you wanted to, but it was improper for a young southern lady to do such things, even as we were about to do something most improper.

I took some liquid body wash and gently lathered you up from neck to groin, having you turn slowly and washing your entire body down from the long flight, letting my fingers linger over your most sensitive parts, lightly rubbing and slippery pinching your nipples, then gently caressing your stomach and below, making your breath quicken.

You were too demure to wash me, which was OK, I quickly washed myself, but took your hand and placed it on my cock, and you held on, firmly, still looking st my chest rather than what your hand was holding, occasionally looking into my eyes with a furtive glance. I had us both get out of the shower and turned it off, then taking a couple of towels, thoroughly dried you, making sure every inch was dry from the water, then taking another towel, dried myself, and walked naked with you back into the main room where the bed was.

I walked you right over to the bed, then stopped you and sat down, pulling you against me, so that we remained, touching intimately, two naked adults, me sitting, you standing, feeling the light pressure of your breasts against my chest, you feeling my hardness pressing against your legs and crotch as it made it's presence known. You looked at me, then I leaned forward and gave you a gentle kiss. You pressed into the kiss, nervously, unsure, never really having kissed anybody properly before.

I kissed you tenderly, nibbling your lips and then gently broke the kiss, one of my hands caressing your head and check, the other firmly planted on your trim backside, holding you against me.

"Are you ready, my girl?" I asked you tenderly. You shook your head with a small smile. "No, but I want to do this. I trust you."

I kissed you again then pulled you down onto my lap, so my hardness now pressed against your thigh. One hand now resting on your hip, the other gently rubbing your breasts as you continued to explore kissing.

During a pause in the kissing, you found yourself being laid back down on the bed, with a towel under your hips, then I was lying beside you as the kissing continued. You were tense but excited. Wanting but wary.

My fingertips slipped down to your stomach,then went lower, brushing the top of your mons, then lightly rubbing your lips, which were slippery with anticipation. You put a hand down as a token defence, only to have it gently but firmly moved away as I continued to explore your most private places.

As my fingers kept up their busy work, gently caressing and sliding up and down your slit, getting you wet and more excited, my other hand firmly now held both wrists and my mouth was busy kissing your neck and behind your ear, which for you was an intensely erotic place.

You were already wet when we started, I bought you to a climax quickly, and you came, bucking against my hand, straining against my restraining grip as your body released it's tension. I continued to rub your clit and caress you, bringing you through your orgasm and back down to the reality we had chosen together.

The nervousness came back when you felt me shifting your legs further apart and you knew what was going to happen next. I released your wrists and you watched as I took a tube of KY jelly, then put a copious amount on my hard cock, lubing it up as much as possible, then my wet fingers also stroked your slit and as you gasped, my fingers lubricated the opening into your body, rubbing KY all around your entrance and some just inside.

Your hands went to my forearms as I got into position over you, and you closed your eyes, only to open them again as I paused, the head of my cock pressing against your virgin opening.

I kissed you, deeply, passionately, as you felt my hardness split you open and begin to fill you. You whimpered as I pressed against your hymen, but you pressed into the kiss, and I felt your hips press upwards slightly as well. With a firm motion, I pushed past it, muffling your yelp with my mouth as we continued to kiss, and then was in you, fully and deeply, pressing my body against yours as the full length of my shaft filled you, the wiry hairs at my base tickling your shaved pubis.

I lay like that for a few minutes, enjoying the feeling of your intense tightness as you became accustomed to the feel of a man inside you properly. Then I began to slowly move, sliding out and then back home, pushing my hips to give some movement, but not a lot, this was a gentle coupling, gentle like my Boonie was gentle.

You began to move your hips as well, your body knowing what it wanted, even as your eyes remained closed, tears leaking from them as your emotions conflicted over what had happened. You were a southern belle, never really been kissed. Now you were a woman, after 28 years. Not married, making love to a man who you could never marry, enjoying a 'dirty' weekend with somebody you travelled cross the entire country to do this with so your parents would never find out. We made love the only way we could, with passion and tenderness.

I finally came into you, after you had reached two more climaxes with me firmly embedded in your depths, then I finished and unloaded my own seed into your body. After, I would not allow you to get up to clean up, bathroom only, then come back to the bed and curl up beside me, the evidence still on your thighs and buttocks, of our coupling and your lost innocence. You cuddled against me tightly, bottom pressed against my groin hard, my arms wrapped around you holding you in a tight embrace, and we slept.

Disneyland was fun, the best trip I ever had. Splash mountain was the best experience. Sitting behind my Boonie, hands firmly on her hips as the log ride spun and rushed round corners, up and down the flumes, rushing around. Boonie laughed as my hands slid under her shirt and gently cupped her breasts but did nothing to stop me, although I did withdraw my hands as the big drop came, because they took photos and it would not do for a photo to possibly end up back east for them to see their daughter having a strange man groping her on the ride.

After the day, back to the hotel, for another shower to wash off the sweat, then you wanted the spanking from me that was almost as much of a need as the lovemaking. I slapped your trim bare bottom firmly, smacking you all over your small backside, bringing colour to it even as you wriggled in discomfort. You had no real experience to process this pain into pleasure, so I was determined to help your body begin to process the emotions properly, as a woman should be able to do.

With my other hand gently caressing both breasts, rubbing nipples into an erect state, I pressed your legs apart and continued my spanking, fingers dipping in between as I did, teasing you and beginning to awaken lusts.

The spanking continued, bringing a pink flush to your bottom as my hand firmly slapped all over it, bringing a solid warmth and pink colour to your cheeks. Then I laid you on the bed and lifted your legs so that you held them under your knees, and I gave more attention to your bottom in the diaper position, so that my fingers could easily caress you intimately as your bottom continued to flush with colour and begin to take on a proper red shade.

It had begun to really hurt, despite the erotic caresses, and you began to kick and shift your legs, unable to handle the pain, so I stopped, pulling you up against me in a solid hug, and stroked your hair and cheek, giving you the affection that was important for any sub to know that despite the trial she had gone through, she was loved.

You had not cried yet, but then you began to, all of a sudden, shedding tears quietly, you were not a noisy girl by any means, and you quietly cried, holding on to me, naked, in my lap, as you cried, feeling safe, feeling protected, knowing that you were loved, knowing that this was what you had wanted and were getting it fulfilled, and that nothing would happen that you did not want to happen.

Your lips found mine and you kissed me with a passion that was not surprising, as the heat finally reached your pussy, slowly bringing it awake and letting the rest of you know, there was a purpose to the pain. I kissed you back, my hands caressing your breast and also rubbing your bottom as you sat on my lap, feeling the heat I had put there as you began to wriggle your hips against the fire slowly beginning to build in your loins.

Laying you back on the bed, my hands roamed all over you as my lips followed, kissing your neck, breasts, nipples, stomach, then my lips brushed your mons and found your small clitoris, then gently kissed it, making you gasp and writhe.

I gently kissed it, then kicked it as well, letting my tongue caress it in every direction, then I moved down and licked your lips and allowed my tongue to slightly move around the entrance to your vagina, making you gasp again and you pushed me away, unsure of the feelings I was bringing up.

"You didn't want that, it was not part of your interest, although it felt good, it was not what you had imagined, and as a result, was not on the books for this weekend. You quickly scurried down and took me in your hands, the first time since we had become intimate that you got a good look at my package. Your hands were inexperienced, your mouth not much better, but bless you, me girl, you tried. You kissed all over, your tongue working overtime as you licked me frantically, then you took me into your mouth, licking and sucking noisily as you tried to do the right thing orally, to get me excited. It wasn't necessary and after a little while, I pulled you off and gently laid you on your back again with a soft kiss.

You had almost instinctively spread your legs slightly when you laid back, and I took the opportunity to lay on you and slide into you gently, this time there was no extra lube, just your moistness and my excitement. I slid into you, then with a firm kiss on your mouth, slid fully into you, making you gasp as your almost virgin pussy expanded to accept me. I am not a big man, but decently thick, so I stretched you as I slid into you.

We fucked slowly but steadily, your legs slowly lifting up then wrapping around my waist as I slid in and out of you, your body responding to the movement as the excitement built inside of you, bringing you to a peak of pleasure that was heightened by your still very sore and red bottom.

I rolled and ended up with you on top, not what you expected, but as my hands were a firm grip on your hips, you knew that I was still in control, so the submissive role was still maintained. I lifted you slightly, so that you slid up along the length of my shaft, then you settled down on your own, eyes widening as you felt the full sensations that your action had done. You did it again, then again, trying to move faster, but my hands held you firmly and guided the pace.

I felt you begin to contract, and watched the skin flush occur as the orgasm began to peak in you, seeing the reddish blush rise in your chest and sweep up to your neck as you gasped and I felt the muscular contractions. I pulled you down hard on me as you hit your peak, you crying out softly and I quickly finished as well, spurting into you, helping you to continue the orgasm as I completed you for this time.

You snuggled up to me afterwards, not wanting to get up, ignoring the slightly uncomfortable feeling as my seed slid out of you, and we enjoyed the afterglow of the coupling. Then, another shower, and off to dinner.

That night, you wanted me to take you fully, which meant using you anally. This was the last part you wanted to have happen, and you actually wanted this first, as your deflowering had been too scary, but with me, you allowed me to take charge as the trust had been built so strongly that you felt totally at peace and there was no concern at all.

More KY jelly, this time after a long massage, where you lay naked on the bed, and my gentle hands rubbed, kneaded and caressed your entire body, front and then back, relaxing you, easing tension, and then I began to focus my attention on your bottom, kneading and working your cheeks as my fingers rubbed and caressed the cleft between your cheeks, lightly touching both your anus and pussy from behind, then continuing to massage you and keep relaxing you.

I took some jelly and began to rub it around and then gently, pushed it into your anus, allowing for you to relax and get used to my finger in you to the first joint, then I put more jelly on and added a second finger, gently moving them in and out. More jelly made movement easier as you expanded to accommodate me, and then I put a good dollop on my cock, rubbing it around to coat me fully, and shifted position so that I was at the entrance.

With a gentle but firm pressure, I slid into your tight back passage, you gasped and wriggled as my thick cock slid into you, but your well-lubed passage was prepared and I slid into you fully without much difficulty. You groaned as your anus stretched to accommodate my thickness, as well as my weight pressing down onto your hips and lower back.

Now that I was in you, I began to move, slowly but firmly, and you felt the feelings rise again, this time, more submissive sensations, you were being taken by your Dom, the way he wanted to, and you had no choice but to enjoy it, or suffer.

I rolled you onto your side, still deep in you, and you curled into an almost foetal position so that my arms could hold you fully, one firmly gripping your hips, the other holding your breasts and roughly pinching your little nipples as I continued to slide in and out of your bottom.

Your anus was very tight, and it did not take too long before I felt the urge to climax, knowing that I was not going to be able to hold it back, however, this was also part of what was your expectation, you cumming while I was using your bottom was not expected, you wanted to be dominated in this position, not pleasured. You wanted to be taken and used, and so you were. I came in you, filling your bowels with a load of sperm as I held you tightly enough against me to leave bruises on your hips.

After Disneyland, Boonie went back to the East Coast and although contact was maintained, it eventually began to fade as she found her new life, and my focus shifted to two new submissive girls in my life.

I had been mentoring a young lass by the handle of Londonkitty for about a year as she explored the D/s world with various different men, when she decided to make the decision to meet me. Although nothing overtly sexual happened, it was a series of encounters that left me satisfied and which I do cherish for the knowledge I gathered and for the pleasure I supplied her.