Our Very First Kinky Sex

Later that night Candie offered to have some fun during sex by binding me to a table before we started to fuck. It was only after I was bound when Candie revealed her plan. Candie held up one of her dildos that was a special ejaculating dildo that shot out a liquid through a hollow tube inside the dildo when the operator squeezed a bulb with liquid inside. As Candie filled the bulb up with cum she had collected from me she explained, "Nick, maybe you would feel less weird about drinking cum if you actually swallowed it from my squirting dildo just like you would do from a real cock!"

I protested verbally and tried to move my head but Candie had me bound to the table. She was very dominant and also very determined. Although she did not attach the dildo to her strap-on harness, she did hold it in her hands and eventually forced the head of the dildo between my lips and worked it in and out of my mouth to emulate a cock-sucking motion. I was struggling with both my effort and the action but Candie was obviously getting wildly turned on by watching me suck her dildo like a cock! She kept telling me to, "suck it," and "show me you can suck cock." Finally she stroked the dildo deeper and faster and told me that it was almost time for me to swallow her load! She was working my mouth on the dildo when she said,

"Are you ready my little cum slut? You need to take the whole load Baby," and she squeezed the bulb full of cum once, twice, three times, and a fourth time, shooting real warm cum into my mouth each time she squeezed. I gagged as I experienced the cum actually shooting into my mouth for my very first time, but I did manage to swallow most of it. I was amazed at what I had just done!

Candie got down to my level, looked into my eyes and genuinely asked me, "So, now that you have swallowed from a cock... how does a mouthful of cum make you feel?" I did not answer her but I felt surprisingly erotic and slutty! So much so that when, days later, I found Candie completely naked sitting on my weight bench, legs spread, holding her ejaculating dildo between her legs, I sucked her cock again and swallowed another load of cum!

Several days later we were doing some role playing. Nick was the student and I was the professor. Nick had just gotten an 'F' on an exam and did not want to ruin his straight 'A' average so he implored me,

"I just saw my final grade on the exam, Professor. What can I do to get that F up to an A. I may not pass this class with an F. And it is so hard to concentrate with a Professor as hot as you. I will do anything for you to pass the class. Anything you want. Just tell me what I need to do to pass the class."

Even though we were role-playing I felt like rolling the dice with Nick so I went for it and said,

"Nick, if you want me to change that F to an A, I would love to fuck your ass with my strap-on cock. I've never done that before but I have dreamt about it for so very long! Would you let me do that for an 'A' grade?"

Nick looked shocked but said meekly, "Okay, I guess..."

So I went all the way and forcefully asked Nick, "Great, and when I fuck you and make you my bitch will you promise to moan like a girl for my cock?"

Nick silently shook his head yes.

"I'm getting so hot just thinking of it. We will do that very soon! I promise. But since you have already swallowed cum I think I will teach you how to give a blowjob by training you with my strap-on dildos first before I fuck you."

Then I fucked his brains out for real!

Candie started right in the very next day. She had slept over at my house the night before and when I stepped out of the shower I heard her calling me into the bedroom. When I entered the bedroom, there was Candie, sitting on the edge of the bed, legs spread wearing a black top, black fishnet stockings, her strap-on harness, and a long, 10 inch black dildo which she was waving at me by swiveling her hips as she said, "Ready for your cock-sucking lesson?" I nodded my head so she said,

"Come over here and get on your knees." Candie stood up and ordered me, "Close your eyes and open your mouth!" I did what she said and prepared myself.

I took my dildo and put it against Nick's closed lips, rubbed the dildo around on his closed mouth and told him firmly, "Take it in your mouth Baby." Nick slowly opened his mouth and I slid my dildo a couple of inches into his mouth. Then I slid it out. Then in and out again. Then in and out yet again. Then in and out and in and out. Nick had opened his eyes and in no time I was sliding my cock in and out of his mouth over and over again several inches. After about two minutes, I had five inches sliding in and out of his mouth. I could feel the resistance from his throat. I so desperately wanted to force several more inches of my cock into his throat but he was all tense and gagging a little. Finally I told him, "That's it Nick... relax your jaw a little more." Finally, after a long time I finally slid my dildo past the opening of his throat and in one more inch! The face he made and the sound was of total shock. I pulled out of Nick's mouth and told him,

"Keep calm Baby and soon you will become a cock sucking slut for me!"

That day we had several cock-sucking sessions all day long with breaks in between. Nick would practice sucking cock for about thirty minutes then break for about fifteen minutes then begin another session. We practiced all day long into the night. Me training Nick to suck cock and Nick learning all facets of giving a blowjob. In the beginning, when Nick was struggling to keep the cock in his mouth I had told him that if he wanted to quit learning how to suck my strap-on dick then I would start fucking him immediately! So that was my go-to threat to keep Nick sucking. Every time he balked or wanted to quit training I would say, "You know what happens when you stop sucking Baby!"

By nightfall, Nick had been practicing sucking my strap-on cock so long that he had become fairly good at it (it seemed). He was actually even enjoying sucking cock now. His favorite blowjob position was kneeling in front of me, his hands on my hips, and my cock sliding in and out of his mouth. I told him, "You love being on your knees now don't you Nick?" He just said, "Mm-hmm" as his mouth was full of cock!

Nick had relaxed and allowed himself to enjoy the experience of sucking cock so he began to enjoy what he was doing and got into the act of giving a blowjob quite a lot. He got good at moaning and liked talking dirty too. He became so enthusiastic that I warned him,

"Nick, you better be careful! You seem to be enjoying the experience of sucking my strap-on cocks so much that you might find that you would rather give a blowjob than get one! He laughed but did not stop sucking!

The last thing we did was Candie allowing me to deepthroat her in a free-form manner. I could deepthroat nine inches of her dildo into my throat and kept sucking repeatedly into my throat as I stroked her cock in a circular motion with my free hand. I was amazing. Candie was proud of me. I was proud of myself! As I deepthroated her Candie asked me, "Nick, do you think you could suck a real ten inch cock as well as you suck my strap-on dildo?" I responded,

"I think I would make a really good cocksucker," then I went back to deepthroating her!

Since I had learned to suck Candie's strap-on dildos so well I guess she felt it was time to move to other things. One night we were naked and about to have sex when I was positioning myself to fuck her ass (which I had not done in a long, long time). But as soon as my hard dick touched her ass she jumped up facing me and stated, "You want to fuck my ass don't you?" I said, "Yes! Is that okay?" Candie said, "From now on the only guys who I am going to let fuck me in the ass are those guys I fuck in the ass with my strap-on cock first!"

I asked Candie, "So if I let you fuck me with your strap-on dildos then I can fuck your ass with my cock?"

Candie responded, "Not exactly Nick. Once I get you addicted to feeling my cock inside you then I will consider letting you fuck my ass."

I asked Candie how she planned on the unlikely task of training me to get fucked and liking it so much that I get addicted to it. She said, "This is a good place to start Nick," and she rolled me on my stomach, picked up some oil and took one of her butt plugs out of her purse, lubed it up and slowly slid it inside me! "That feeling of my big butt plug finally sliding all the way inside you feels incredible doesn't it? This butt plug is just like a dildo only it stays inside you for a longer time. You will love it. You need to get used to the feeling of constantly having a cock inside you," said Candie. "Don't take that plug out for a whole hour!"

The butt plug DID feel like a cock was inside me and for some strange reason aroused me slightly.

Candie had me wear the butt plug every day for slightly longer times each day. She would tell me when to wear it and when to take it out. And she promised she would keep my wearing the butt plug until I gave into letting her fuck me with her strap-on dildos. And when I had the butt plug inside me Candie would text me dirty, provocative texts about the effects of the butt plug like, "I want you to feel like a proper slut," and "If you are always plugged you will be always ready to take one of my cocks in your ass," and "Can you feel that big cock nestled deep inside you," and "You don't have to be a girl to enjoy a butt plug," and "You will soon love to be plugged."

The butt plug always aroused me so, being curious, I finally asked Candie, "How does my wearing these butt plugs contribute to my becoming addicted to your fucking my ass with your strap-on cocks?"

Candie explained, "Nick, whatever else you may be doing, when you wear the butt plug... that cock-shaped object deep inside you... it makes it impossible for you to ignore the feeling of being anally penetrated, correct?" I agreed with her. It really did make me constantly aware of being anally penetrated and I could not ignore the feeling.

"Are you, even a little, sexually aroused from the feeling of the butt plug inside you," she asked.

"Yes, I guess a little," I bashfully answered.

"The longer you wear it, the more you will think about and soon begin to crave anal sexual stimulation," explained Candie. "See, continuing to wear my butt plugs longer and longer will result in your awareness of being penetrated in a feminine manner arousing you more and more. And the more aroused you get from being anally penetrated in a feminine manner, the more submissive you will be for me when you finally crave anal penetration so much that you allow me to strap-on fuck you!"

I guess I looked scared or freaked out as Candie said to me,

"Nick honey, don't think of it as a butt plug. Every time you feel that 'filled-up' feeling inside you think of it as a placeholder for my huge strap-on cock!"

After a little over a week, when I began to look forward to wearing the butt plug and wanted to be penetrated anally... even desired it, I gave in to Candie and told her I would consider allowing her to fuck me with her strap-on cock. Truthfully, the growing sexual arousal caused by the anal penetration of the butt plugs was beginning to scare me.

Candie can be very dominant, even brutal but she is truly really sweet and caring. She always holds me and kisses me afterwards and tells me what a good boy I have been. We texted that night about how excited we were.

The next day I was bashful and anxious. I balked and told Candie I had changed my mind. Candie pulled up a strap-on video of a man being strap-on fucked by a woman in leather, ordered me to put my butt plug inside me and watch the video and wait for her to return. Then she disappeared into my bedroom for a few minutes. When she came back out she was naked except for her strap-on harness and a big dildo attached. My cock was hard from being turned on by the strap-on porno movie. Candie noticed my hard dick so she ran the dildo against my cheeks and said,

"Stop fighting and join me Baby. I know you are turned on from the butt plug. Tell me how bad you need a cock in your ass Nick."

When I told her that I needed her cock in my ass, she slid the butt plug out and took my hand.

Nick looked worried. I held my dildo out for him to plainly see, smiled lovingly at him and said,

"Don't worry Nick... It will take us only a minute before you beg me to fuck you harder, I promise!"

I kissed him and held him gently then had him lie down on the bed on his stomach. I spread his legs and lubed my dildo and pressed my cock gently against his ass. He grabbed tightly onto the sheets. I slid slightly into his very tight ass but he was so tight I said aloud, "damn it! You are so tight! Even after I loosened you up a little." I made a mental note to have Nick wear a butt plug any time I was going to fuck him in the future as well as buy bigger plugs. I turned Nick over on his back and hovered over him and tried to enter him that way veeeerrrrryyyy slowly. I was inside him a few inches when Nick shocked me by saying, "I love you!" I told him to stop saying such embarrassing things.

Candie slowly worked her strap-on cock inside me and after a long slow effort she had most of her big dick inside me. That is when 'Sexually Dominant Candie' began to show up. Candie bent my legs way up over my head, moved very close to my head and held me down with her weight as she began to fuck me faster and deeper. I began to moan from the depth of her strokes so she exclaimed,

"That's right! Take all of my girl cock," and fucked me good.

Candie was getting really turned on... both emotionally and physiologically. She was ramming her dildo in and out of me as I groaned. Each thrust she made caused Candie to moan as the pressure of her dildo against her clit drove her closer to climaxing until she moaned one long, "Uhhhhhhhh!!!!!!!!!!!!!"

I had cum so hard. But I wanted to see Nick cum. I wanted my man to cum with my cock inside him! He was still breathing hard when I grabbed him, stood him up, and pushed him, standing, against the wall. I slid my cock inside him as he groaned and told him,

"Shoot that big cock for me Baby! Cum for me with my big cock in your ass!"

I kept kissing him as I fucked him slowly and stroked his cock as I whispered in his ear, "Cum from my cock Baby!" I kept this up for a while until I asked him, "Do you like being fucked by a big cock, Baby? Do you like my cock inside you?" I was surprised then angered when Nick said a long, "nooooooooooooooooo."

I thought, "How can he not like being fucked by my cock? I'll make him like it!"

I grabbed him firmly by his hips with both hands and announced, "I'm going balls deep Baby," and began to pound into him fast, hard, and deep over and over and over again! I was burying every inch of my dildo hard into Nick's ass with each stroke and he moaned with each stroke! I pounded him repeatedly for 30 seconds when I told him, "I am going to pound your tight ass until you DO like it then!"

After a minute of fucking Nick hard I threw him on his back onto the bed, entered him and began to drill away at him while I stroked his hard cock. He was getting turned on as he soon said, "oh my god I'm going to cum!" I fucked Nick hard and stroked his cock and when he started to shoot his load high in the air I told him,

"Cum while I fuck your tight virgin ass! You seem to like my cock now Baby! Right? I knew you would love being penetrated like a girl! Do you like being fucked by cock?" He did not answer even though I KNEW he liked it! So I figured I would teach him. I detached my dildo and attached my 12 inch long, 2.75 inch thick dildo. I turned toward Nick and his eyes opened wide when he saw the new thicker, longer cock. All he said meekly was, "that is too big Candie!"

I responded, "Try and relax sweetie. After taking my last cock there is nothing you can do about being fucked again and again and again. And if you don't think you enjoy being fucked by a big cock, maybe a bigger cock will help you lose some more of your masculine ego and embrace anal penetration until you love being fucked like a girl!"

And I pushed him on his back on the bed, bent his legs back and entered him! Two minutes later I was fucking Nick hard with my big 2.75 thick cock as Nick had his hands wrapped around my neck, eyes closed, mouth open in a perfect 'O' shape while moaning, "Oh yes! Yes! That.... big... cock!!!!" As I fucked him hard seeing him moaning in ecstasy I asked, "Are you finally learning to appreciate cock, Baby?" And Nick moaned, "Oh yes! More cock!" I thought about how I told Nick that I would not let him fuck me anally until I got him addicted to getting fucked by cock. I guess that day is coming sooner than later!

I suddenly stopped fucking Nick and he begged, "No don't stop! Fuck me!" I asked him,

"I have trained boys to crave anal penetration so deeply that they learn to cum solely from anal penetration. Would you like me to train you?" Nick said weakly, "Oh yes!" So I started to fuck him again with my thick cock. I made him hold onto his own legs as he wrapped them over his head so I could hold him down firmly with my hand and fuck him deep. His mouth was open and he constantly moaned, "Oh... Oh....Oh....Yes....Uh.... Oh," with each stroke.

Is fucked him and said, "You love feeling your ass stretched around my huge cock don't you Baby?"

He said, "Oh yes!"

You want to feel some warm cum shoot into your belly don't you, Baby?"

He said, "Oh yes!"

And right before he came, as I pounded him, I said, "You like being fucked like a girl don't you slut?"

He moaned, "Oh yeaaaaaasssssss," and shot his load as I fucked him hard!

From that day on I let Candie fuck me with her strap-on dildos. I had begun to love getting fucked by her strap-on cocks. I felt like such a slut! One of our best adventures was on a day when I was working from home when Candie came into my home office wearing one of her large strap-on dildos and bent me over my desk and started to fuck my ass as I moaned. I was surprised then that when the phone rang, Candie slowed her pace and answered the phone. Then, after a few words, she handed the phone to me, said it was my boss, and then slid her cock back inside me!

I was forced to hold a conversation with my boss over the phone while Candie fucked me! She even switched to a thicker dildo, slid it inside me, grabbed my hair and fucked me hard as I struggled to keep my composure while being strap-on fucked by a thick cock and talking to my boss simultaneously!

Nick was really beginning to embrace being strap-on fucked and when I wasn't fucking him I often had him wearing a butt plug to stretch him out a little and to further embrace anal penetration and arousal. Since I was teaching him how to get fucked like a girl it was time to train him to cum like a girl and cum solely from anal penetration. One thing I changed immediately is our sex. We still do all of the things we used to do but I never let him cum UNTIL after I have penetrated him! He may cum when I am stroking his cock but if he cums, rest assured, he will have my cock in his ass. And the majority of the time, if my cock is not in his ass then one of my butt plugs is!

Candie only lets me cum when she is strap-on fucking me now. She used to fuck me and stroke my cock and make me cum from stroking me as she fucks me. Then one day she had me on my back and was pushing me up against the couch as she fucked me. Candie told me, "Stroke your cock Nick while I fuck you." When I told her I was about to cum she pushed me back so my butt was in the air and said,' "Yes Baby! Cum on your own face!" And I did! The next day she strap-on fucked me on the couch after asking me to cum on my face again. Soon she was asking me to tell her when I was going to cum so she could watch me cum on my face and eat the cum while she fucked my ass.