Contestant #2

I’m still on the fence about the nerd.  We haven’t played since the session where he told me forced bi is a limit.  Part of that is because he had a family thing that took up most of his time this week, and part of that is because I still don’t know what I’m going to do with him.

I mean, I want to give him the benefit of the doubt, here.  It could just be nerves, after all.  The boy is brand-spanking-new (see what I did there?) and it’s a lot to take in for a newbie.

And he really is so adorable.  His little mewling cries, his gasping, whimpering moans, the way he grinds against the dildo when I fuck him….  Freaking adorable.  I don’t want to have to let him go.

So I haven’t really made any decisions about that.  But on Saturday night, zane came over, and I got to play with him for the first time.

And you know what?  I think I’ll be okay even if I have to let go of the nerd.

I knew zane was into bondage, forced femme, humiliation, and forced bi.  He didn’t have much experience with anal, other than the random self-fingering on occasion, so I knew I’d have to start small.

He came over, we went to the bedroom, and I told him to strip.  And once I saw him without his clothes on, I immediately knew that humiliation wouldn’t be the least bit difficult with him.

As I said before, he’s a good-looking guy.  Well-groomed, well-dressed, well-spoken.  A little on the chubby side, but still attractive.

But dude, his dick!

It was tiny.  Laughably tiny.  The smallest I’ve ever seen in person.  Like, whoa.

Small-penis-humiliation it is, then.

I had him stand in the center of the room, naked, his hands behind his back, while I walked around him, inspecting my new toy.  When I trailed my fingertips across his butt, he let out this soft, shuddering gasp that made me instantly wet.  So I tied him spread-eagle to the bed and just spent a few minutes lightly trailing my fingers across his body, talking to him and watching him tremble.

Then, I took a short length of rope and tied it tightly around his dick and balls.  By that time, I was just aching to put something inside him, so I got the smallest vibrator I own and lubed it up.  I fingered him for a bit, first, and I loved his reaction.

He didn’t moan (actually, he hardly made any noise at all, through the entire session) but he gasped and started writhing a bit as I slowly fingered him.  I gave him a moment to adjust to being penetrated for maybe the fourth time in his life, and certainly the first time by someone else, and then pressed the tip of the dildo against his hole.

God, he was so nervous!  It was so cute.  As I started sliding the vibe inside him, he gasped again and arched his back, pulling on the cuffs that held him down.  It was freaking adorable.

So I fucked him for a bit, then left the vibe inside him and moved on to the whartenburg wheel, vampire gloves, and nipple clamps.  A little pain is good for the soul, after all.

After a few minutes of that, I reached back down to the vibe and turned it on low.  I guess he didn’t realize that it vibrated.  He was completely startled by it, and it elicited one of the very few moans I got from him throughout the night.  Again, I spent a few minutes giving him a slow, thorough fucking.

But then, I figured his ass would probably need a break.  He was still practically a virgin, after all.  So I took the vibe out, untied him, and tossed him a pair of panties to put on.  I spent some time verbally humiliating him, calling him a girl’s name, reaching into his panties to rub his “clit,” or reaching further down to finger his pussy, and grabbing his tits.  I made him kneel down and kiss my feet, taking the opportunity to reach over and play with his ass some more.

Then, I buckled a collar around his neck and attached a chain with two wrist cuffs and two ankle cuffs attached to it.  It’s great for hogtying, but I used it in the front, cuffing his hands and ankles and effectively forcing him into a fetal position.  I did some spanking, some mild CBT, and then put the vibe back inside him and turned it on as high as it would go, alternating between fucking him with it and spanking him.

I was surprised, though.  I was expecting his ass to be sore by that point, but it wasn’t.  So I left it in and grabbed my vibrating wand, pressing it against his dick.  He immediately started writhing and panting, but I kept asking him questions, making him answer, keeping him distracted and not allowing him to lose himself in the pleasure.  I asked him about his previous play experiences, about the cocks that he’s sucked, I asked him if any woman had ever laughed at his pitiful dick, etc.  I only meant to edge him, but as it turned out, I gave him a ruined orgasm.  Oops.

But I wasn’t done with him yet.  After humiliating him for cumming in his panties, I started playing with the super-sensitive head until he was begging me to stop.  Then I flipped him over, so he was on his knees, ass in the air, and face down on the bed.  He was still cuffed, so he couldn’t move.  I pushed his panties down, and started fucking him again.  And he was doing much better than I anticipated, so I moved up to my next-size-up dildo and put that in him and fucked him for awhile.  He was still doing great, so I decided to try my strap-on (which I didn’t think he’d be able to take for at least a few weeks).

But he took that one like a champ, too.  So, to reward him for being such a good butt slut, I grabbed the wand again and held it against his dick while I fucked his ass.  He came in less than a minute.

And then he collapsed, falling onto his side, panting and breathing hard, goosebumps all over his arms, legs, chest, and butt.  I took the dildo out of him, untied him, and spent a few minutes running my fingers through his hair as he recovered.  I gave him some water and let him get dressed.

He was adorable.  He said he felt like his whole body was buzzing, and he had some trouble remaining upright.  I asked if he was okay to drive, and when he didn’t answer right away, I told him to sit back down and hang out for a minute.  So we chatted.  I asked him what his favorite part was, and he said it was having the vibe in his ass and on his dick at the same time.  His least favorite was adjusting to each new toy as I pushed it in.  But he was surprised when I showed him my strap-on.  He didn’t realize he’d taken something that big.

It took almost twenty minutes before he felt up for driving, so I walked him to his car, gave him a hug, and sent him on his way with strict orders to text me so I’d know he got home okay.  And he did, because he’s a good girl.

I can’t wait to play with him again.

4 thoughts on “Contestant #2

  1. Kitty says:

    I was rooting for the nerd because he’s young and nerdy like me, I think. >_> But this guy sounds like more of a keeper in comparison.

    I do think that the nerd might just be too inexperienced to know what he likes. When I first met Mr Kitty, he wouldn’t even consider trying out any sort of ass play. How things have changed!

    • Domina Jen says:

      See, that’s what I was thinking. Kazander was brand new when I met him, and while he knew what he liked and what he didn’t, his list of hard limits was a mile long. Some of those didn’t take long to change, some took years, and some I’m still working on. I just don’t have that kind of time with the nerd. I was really rooting for him, too. He’s so freaking adorable and exactly what I wanted in every other way.

      But I told him from the beginning that forced bi is a requirement. Why do I want a sub I can only play one-on-one with? I already have one of those. If I didn’t have a kid to raise, I could probably take on three subs, but the spawn takes up a lot of time, and she’s more important than my desire to have a stable of boys. I want to keep him, I really do, but if I can’t do forced bi with him, then I’ll still need another sub for that, and I just don’t have that time. I’m really bummed about it, and I’m working on how to make sure this never happens again.

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