Locked Up Ch. 02: Locked behind

"Oh yes, Davey, fuck my tight little ass harder. Pound my back-door baby, I need it so bad."

I groaned, sweat pouring off my body as I held my fiancé, Gwen's, hips tightly, forcing myself in and out of her tightest of holes. The dirty words coming from my lovely fiancé's mouth pushed me even closer to the orgasm I was desperately trying to avoid. Unfortunately, Gwen could read me like a book, and knew from my tone, the speed of my thrusts, and maybe even some feminine 6^th sense just how close I was to coming. She clenched her ass and twisted just so, and despite my best efforts I was coming, my balls pulsing as they attempted to empty my long pent-up load.

Yes. I said 'attempted'. I did my best not to wince as the pressure built and built, and the ache in my balls grew to new heights. With the whimper and groan that now followed all my attempted orgasms, I pulled out of her tight ass and collapsed on the bed next to her, cupping my swollen, aching balls and tugging futilely on the metal ring that bound them. Gwen Likewise collapsed, curling up next to me, the wicked Cheshire grin that so often adorned her face these days in clear evidence. I may be getting ahead of myself, however, if you have not read the first portion of my journal.

If you had asked me six, or even three months ago if I would ever dread the chance to fuck my smoking hot fiancé in her tightest hole on a daily basis, I would have laughed at you. That, however, was before our engagement, before the ring, and before the last month of non-stop sex had left my balls an aching, bloated pressure between my legs.

Four months ago, I asked my lovely fiancé, Gwen, to marry me. A month ago, she locked my balls up with a tight metal collar that did not allow a drop of cum to spill for me, no matter what we did. Trust me, we spent the last month testing it, and nothing we did pulled even a drop of cum from my balls. Why she did this is a long story, but the short version is that it's a tenet of her really weird religion. We could do anything we wanted, as long as I did not cum until we got married. For the full version, see the first part of my journal.

One month later, the collar was still holding strong, but my own will was not holding up so well. Every orgasm made the pressure build, and my fiancé's relentless sex drive was pushing me ever harder now that she knew we could play freely without risk. She had always held back from anal when we were dating, for instance, but now it seemed like that was the hole she wanted me in most often. The fact that it was the tightest, and the one ensured to get me off, after a fashion, seemed to turn her on more and more as time passed. I was not sure I liked what my sweet fiancé was turning into, but we were engaged, and with her ring on my balls, there was no getting out of it.

I lay there for a bit, still clutching my aching sack, before Gwen rolled over and began to rub my back. "Oh, what's wrong, big boy? The collar still bothering you?" Gwen seemed not to understand what a month of blocked orgasms was doing to me and seemed to delight in trying to get me off more and more each day. When we talked, however, she was also apologetic; always telling me I would get used to it in time. She curled closer to me, and I could feel the swell of her generous breasts press against my back as one arm curled around me, the other sliding down to cup my full balls and trace the edges of the ring. I did my best not to moan as her fingers caressed the oversensitive flesh.

"Oh baby, you do feel full. I'm sorry this collar is so hard on you, most of the men never have to wear one, and I don't know anyone who's had as much trouble as you seem to have while wearing it". She sounded so understanding and apologetic, but I could still hear that wicked smile in her voice, the one that she let slip over her features whenever she felt I was not watching.

"That's enough for tonight anyway, baby. Tomorrow's the picnic with my family, and then I'll have a big surprise for you. I think I know just the thing to take your mind of those poor balls of yours." She gave those poor balls of mine another squeeze and caress, before rolling over, and I heard her breath even out as she felt into sleep. I rolled over onto my back, one hand exploring the smooth metal of the ring that bound me, wondering for the 100^th time what I had gotten myself into when I agreed to this. I loved Gwen - I did- but two more months of this was going to make me explode. It was only after I started to fall asleep myself that it occurred to me to wonder what sort of big surprise she might have left for me. In the last month we had already explored her every hole, and almost every position either of us could think off.

To her credit, Gwen did go easy on me the next day before the picnic. She limited herself to one toe-curling, heart-pounding blow job as we shared the shower in the morning. Otherwise she left me unmolested as we got dressed and headed out to the park for her family's annual picnic.

Events with Gwen's family are always a little strange for me. They are incredibly nice people, but they are all deeply involved in their religion, which makes them far more... touchy-feely than most families. I felt like all the women were checking out the bulge in the crotch of my shorts that I'm never able to hide any more. I swore I saw more than one knowing look pass between Gwen and some of the other young married women who were there. The men for the most part stayed near their women, though I felt I got at least one or two sympathetic nods from the other men.

We had BBQ, played yard games, and if you were not paying attention, it would have seemed like any other family reunion or picnic. If you were paying attention, however, you would have noticed how all the wives seemed to have on short skirts or loose pants, and how often a couple would disappear into the woods for five, ten, or even twenty minutes at a time and returning with self-satisfied smiles; the men still zipping up their pants, and the ladies licking their lips or walking with that little extra swing in their step. This family took marital relations very, very seriously, and never seemed to let something like being out in a public park slow them down. I waited with some dread for Gwen to pull me off into the woods, but she never did, and I went almost the whole day without an orgasm. My balls still ached, but it was a blessed relief from the days and weeks that had gone before.

By the time we got home I was full, tired, and hoping she would let me slip off to bed, that my reprieve was still holding. Gwen, of course, had other ideas. "Baby, I want you to go into the bedroom, strip for me, and get on the bed. I need to slip into the bathroom to get your big surprise ready." I did as she said, my cock growing hard despite myself. I could not help but get hard when Gwen ordered me around like that, even gently and politely. She had never done that before locking me up, I don't think, but it felt like she was getting more and more in control. Her comfort and control over me growing right along with the pressure in my balls. As I was going to learn that night, not only was I correct, but this first month had been just the beginning.

I stripped off and slipped into the bed, lying on my back with my legs spread to take the pressure of my thighs off my sensitive balls. I heard Gwen moving around in the bathroom, but I was tired, and I almost drifted to sleep before I hear her enter the room. "Wake up, Davey, it's too early for you to sleep tonight. You need to see your big surprise." My eyes snapped open at the commanding tone that underlay those gentle words, and for a moment I thought I was dreaming.

Gwen was dressed in some sort of corset, all red leather and black trim. She had on long shiny red gloves, latex, or something like it. Red leather boots with high heels went all the way up her long legs, and between her legs was a thick red cock. I blinked at that little detail, and shook my head, trying to clear the sleep from my eyes or wake up from the dream. When I looked again, it was still there, curving up slightly towards her belly, and it looked enormous.

"Um. Gwen, what... what are you doing?" She giggled at me at first, and did a little pirouette, showing off how tight the corset was around her already trim waist, and how well it presented her sizable assets, pushing them up and together. I hoped, briefly, that I had been mistaken, but when she finished her twist, the cock was still there. I saw this time that it was on some sort of complicated harness, attached to her corset, and buckled between her legs.

"Do you like it? I know red is your favorite color." I goggled for a moment, completely in shock. On the one hand, she did look incredible, but on the other, why - oh why- did she have a cock strapped between her legs. I just did not understand.

"Um Gwen. What is that, why do you have a." I was at a loss for words, my mouth opening and closing without really saying anything. "Baby, why do you have a... a... dick?" She giggled at me again, and then moved towards me, her cock swinging in a lifelike and, to me, very threatening manner with every step.

"Well baby, I know your balls are aching, and all the sex we have been having has been taking its toll on you. And you know how much I'm learning to love taking your cock up my ass, I thought I could return the favor. That way we can still share in pleasure and sex, as the scripture requires, but your cock can get the rest it needs." She was still moving closer to me as she said it, and before long she was at the foot of the bed.

"But... but... Gwen. I'm... I'm not gay. I like girls. I like YOU." I sputtered a bit, trying to understand what was happening, to make excuses, something.

"Oh silly, I know you're not gay, but how could this be gay, when you're going to be having it with me, your wife to be? Trust me, Davey, it's going to be fun."

I tried to rally, making one last argument. "But Gwen, it's too big. There is no way that will fit in... in my... in... um... me." I finished, a little lamely, contemplating for the first time that my lovely fiancé wanted to fuck MY ass.

"Oh don't worry, I'm sure it looks big now, but I used to think your cock was way too big to fit in my ass, and now I love it. The man at the toy shop told me men were built bigger and needed a bigger cock to get the same pleasure out of it. He helped me pick it out, fitted me for this harness, everything. And don't worry; he helped me pick out lots of other toys to stretch you out and get you ready for me. I won't just force it in, like you did to me." I winched a bit at those words, remember our first, disastrous attempt at anal, when we were newly dating and I was far too horny, and she was way too tight, and we did not have nearly enough lube. It had taken me months to live it down, and from the edge in her voice, she had not exactly forgotten it either.

I shivered a bit at her tone, but I tried to rally one last time. "Baby, I don't think I want you to fuck my ass I'm..."

She cut me off, grinning that Cheshire grin again. "Dave, hush. Remember when you first took my ring, and you promised to obey me in all things? This is one of those times where you're going to have to obey me. I know you will enjoy this, if you just let yourself, and I am not taking NO for an answer." I just lay there, mouth gaping open. I had agreed to obey her when she offered me the ring, but she had never behaved like this before, never ordered me like this. It scared me a little, but my cock was rock hard, making it clear she was not really scaring me that much. Closing my mouth, I took a deep breath, reminding myself that this was Gwen, the love of my life, and she probably did have my best interests in heart. Beyond that, I had sworn, and I was not a man to go back on my word, even if it was going to cost me my ass.

I opened my mouth, could not speak, closed it again, swallowed, and finally squeaked out, "Yes, Gwen. As you wish"

"That's my Davey." She smiled, clapping her hands in their latex gloves. The sight of her so happy almost made me forget she was going to be fucking me up the ass soon. "Don't worry, baby, I'm not going to be fucking you tonight, you need more prep than that. I just wanted you to see the full package." She giggled again as she said it, and I struggled not to groan at her wicked pun. "Roll over for me, Dave, and try and relax." Her words had the opposite effect, and I felt my ass clenching tight as I forced myself to roll over, getting into the same hands and knees position I had Gwen in just the night before.

I felt the bed shift, and felt Gwen move up behind me. I was trying to relax, but my ass felt tighter and tighter every moment, my hole preparing to resist the invasion I knew was coming. All too soon, I felt something cool and slick drizzling into my ass crack and the smooth feel of her latex gloves as Gwen spread my cheeks. "I said relax, baby, your boicunt is much too tight for what's coming."

"My what?" I tried to demand, but it came out more of a squeak. She spanked my ass, just hard enough to sting before replying.

"Your boicunt, silly. When a guy gets fucked, it's not his ass that gets stretched, it's his boicunt. Don't you want to open up your tight little hole for me?" I blushed all the way down my chest, hardly believing the naughty words coming from my sweet Gwen's mouth. I tried to ignore how hard my cock was, and was opening my mouth to protest the name, when I felt Gwen's finger pressed against my hole, and my words died as she pushed.

It hurt, and my hole clenched, trying to resist, but her finger was covered in more of the slick lube she had drizzled down my crack, and her hands were clad in the red latex. She slid inside, pushing her way into my tightest, most intimate place. My mouth hung open, but all my words failed as she slowly pushed in deeper. Her finger felt huge, enormous, and it hurt, but just as I was gathering my breath to try and protest again, she twisted her finger just right, and I relaxed a bit. She twisted it further, and curled it just so, and suddenly it felt good, really really good. I shuddered again, but for a whole different reason. She seemed to have found a spot I had no idea existed, and all I could do was moan and try and relax my ass. She cooed behind me, wiggling her finger again, and then slowly pulling it out.

"See baby, I knew you would like it. Just relax and enjoy." Her words coincided with another stretching sensation and a bit more pain, but I was relaxing now. I realized it was a second finger sliding into my ass, and I forced myself to breathe and let her push inside, feeling my hole stretching and opening. I heard myself moaning as she curled her fingers against that spot again. She worked those two fingers in and out for several minutes, and then pushed in a third. By then I was drifting, half in and half out of my mind, my ass sore, but it hurt so good, I could not imagine protesting as she fingered me. She twisted the three fingers in and out until I stopped resisting, my hole opening wider than I would have imagined possible just one hour earlier.

"Oh Davey, your boicunt is opening up so well, you're really stretching nicely. I think you're a natural. Seeing you like this is making me so horny. I know I said I was going to wait, but I just have to fuck you tonight. You'll let me won't you, big boy?" I whimpered, my eyes snapping open, trying to imagine the difference between her three slim fingers, and that huge thick rod hanging between her legs.

"Gwen... I... I though you said we could wait, that I needed more prep" I protested as best I could, feeling my hole clenching up again in fear.

"Oh I know I did baby, but you made me so horny, I just have to try it now. You understand, just like you told me that first time." I blushed, burying my face in the pillow, remembering once again that first rushed attempt at anal, and my own, very similar words.

"O- ok Gwen. You can fuck my ass, just please..."

SMACK! She slapped my ass, hard, cutting me off in mid-sentence.

"Fuck your what? Come now, Dave, I already told you once." I blinked in confusion for a moment, my ass smarting from her slap, totally bewildered by the swift series of events. Then, it hit me, and I blushed clear down to my toes, not wanting to say it, but not wanting another smack, or to make my suddenly scary fiancé any madder.

"My... my boicunt. You can fuck my... boicunt, just please, be gentle." I barely whispered the words, and my face felt like it was going to catch on fire. Between my legs, my cock was throbbing, and just as hot. Despite myself, I was incredibly turned on, and I could only blame the ring for so much. Part of me was enjoying bending over for Gwen like that.

"Oh thank you baby, you're such a good boy." Gwen gushed, her voice back to sweetness again, the hard edge of a moment before gone like it had never been. I heard the click of a cap, and then felt more cool lube sliding down my crack and into my stretched hole. I heard slick sounds, and realized Gwen was lubing herself up as well, a crucial step I had missed when I first tried to take her ass. Then, all too soon, I felt the pressure as she placed the wide tip of her silicone shaft against me and started to push. It felt huge, and got bigger by the moment as she pushed, and pushed. I tried to relax, tried to breathe, but I felt like I was going to split in half. It was so much bigger than her fingers, and my hole was pushing inward, stretching, starting to hurt more and more. Just as I opened my mouth to beg her to stop -that it was too big - she gave one little shove, and the head popped inside. My words turned into a whimpering moan as my hole clenched and relaxed against the smaller shaft, still burning, but less so.

"There you go, Dave, I knew you could do it. Now that the head is in, it's all downhill from here. Just relax." I could only whimper, my focus, my whole world shrinking down to the pressure in my hole, the shaft holding me on the edge of pain. She gave me a bit to adapt, and then she pushed, and I moaned again, feeling myself stretch inside as inch after inch of her thick cock forced its way inside me. It hurt, and I felt a little embarrassed, and almost ashamed, trying to understand why my sweet Gwen was fucking my... my boicunt. Why she had picked a dick bigger than mine when she - I flushed as I realized this part- popped my anal cherry. Most of all, I wondered why my cock was so fucking hard as she did it.

Before long, however, the thick head of her cock passed over that spot, and all conscious thought left my head. Her fingers had felt great, but this, this was so much more. My toes curled, my hands clenched, and I just moaned, feeling pleasure rushing though me. She noticed, stopped, and pulled back, running the head over that spot again, and I shuddered. I heard Gwen giggle behind me and then she was thrusting hard, pushing in deeper, before pulling out again, ensuring each thrust ran over that spot coming and going. I was moaning constantly and almost did not realize how deep she was getting, until I felt her hips press against my ass, and she stopped.

"Oh wow Davey, you took every last inch of my big cock. You're a natural anal slut I guess. The guy at the shop said it would probably take you weeks to work up to this, and yet here I am, balls-deep in just a couple hours. I'll have to go back to the store and get a bigger toy." I was too foggy to really process her words, but I knew she was talking dirty, and I caught enough to blush when she called me a slut. I did not try to deny it though; my stretching boicunt felt too good. I was stuffed and sore, and hard as a rock.

Then she picked up the pace, and I found out what getting fucked was really like.