Date: Sat, 15 May 2021 10:13:57 -0500 From: Derrick Sanders Subject: A Submissive's Jockstrap A Submissive's Strap This story is partially fiction and partially fact. Play safe out there. Needy subs who get off on thinking about an alpha's jockstrap can contact me with their own needs and offers of submission or ideas for how the jockstrap can be used. Or just let me know you enjoyed the story. I opened the email: "Sir. I would love to have one of your dirty jockstraps with piss stains and cum stains and the smell of your sweat. I would shove it in my mouth and gag on in while enjoying your scent. I would rub it on my faggot dick and on my horny asshole. I will send you pictures of me in my cock cage or whatever else you want. Your obedient faggot." At least he addressed me as "Sir" and signed in a submissive manner. No need to waste too much time on this guy until I knew he was really interested and until I got the impression that he would be fun to interact with. One-off messages like this were common and most likely written as the submissive was nearly ready to shoot his load after reading some online story. While I didn't necessarily want a three month series of emails leading to an eventual climax, I needed more than short message or two to get me off. Online submissives need to be verbal and creative and willing to please. I wrote out an email, but told the network to wait three hours to send it. Replying too quickly to these faggots lets them think I was sitting there waiting for their message. Sure, sometimes I saw them right away, but not always. And I certainly didn't want them to think that a top was going to be eagerly responding to the message. Some times I would reply quicky when I was afraid I would lose the flow of the interaction. Other times I did not care. "Obedient faggot, Tell me why I should allow you the privilege of having one of my rank jockstraps that I've worn while pissing, cumming, fucking, and other manly things. I don't always even take it off to take a shit. Send me your stats, some kinky ways you can be submissive, and what you think this strap is worth to you. Sir." Three hours and ten minutes later my email alert went off. It had to be obedient faggot responding. Sure enough it was. "Sir, I am 45, divorced, 6'..215#, bald, clean shaven, 5"cut, and just separated from my boyfriend who was too vanilla for me and caught me dildo fucking myself on cam which I like to do. I like to be dominated and controlled and made to do things involving cum denial, body smells (pits and crotch), piss play, light bondage, oral and anal sex, being watched, and group play. I'm a horny bottom who just needs a top man to keep me in check. My boyfriend didn't do that and I need a man and not a pussy who gets an occasional hardon. I have attached some pictures for you. Obedient faggot." Potentially promising. At least his email made sense and wasn't just a list of random sex acts strung together. He even included pictures of his hairy hole and of him with clothespins on his nipples. He had a very slight Dad bod, but that's never bothered me. Sometimes they make the most eager submissives--"perfect" body types tend to think they can get any top they want and act accordingly. I responded and set the system to wait 4 hours to send the response. "Obedient faggot, Your stats are fine with me and your kink meets my requirements for a submissive, but you must know that I like submissives who are willing and able to stretch their faggot limits just like a big cock stretches their asshole. Are you willing to do as Sir commands and are you willing to stretch your limits? When (and where) did you last suck cock and when (and where) did that hole get fucked last? What are you offering Sir to send you his jockstrap? Answer all questions as I will not ask twice faggot. Oral questions can be repeated as faggots tend to forget. I don't ask questions twice in emails. Emails can be read again to make certain things have not been forgotten. Sir" I probably asked him too many questions, but there were things I was curious about and if he was really willing, he would answer them. And no matter what they offered me for my jockstrap, I needed to get some fun out of this myself for it to really be worth my time. While no one loved wearing the same jockstrap for days on end more than me, certain customizations (even the kinky ones which I almost always liked) were sometimes slightly inconvenient. Because of that, I needed to get some sexual and psychological pleasure out of the preparation as well as the price the submissive was paying. I have no doubt that they got a stiff clit or their asshole twitched whenever they got an email from me or responded to me. Some of them no doubt were breathing heavy and nearly creaming their pants when they made payment. Of course I got some arousal out of it as well. I answered another email from a submissive who really didn't seem all that interested and whose email was so poorly written that I had to read it three times to understand it. Grammar errors, spelling errors, and the like do not bother me. I make them myself and am no fucking English teacher in my other life. But to send me an email of several hundred words that is one long fucking sentence with no punctuation can be confusing as hell. It is not arousing to have to re-read sexual material in order to understand it. I want to either get slightly aroused, intrigued, or to start getting a hardon the first time I read something a potential submissive writes. This guy did not get a response. The submissive I was corresponding with was probably sitting there waiting for a response. I scheduled the email, closed out the program, and went about some actual paying work. I'd check for a response later. These faggots were sending me some money for my straps, but their cash certainly was not enough for me to support myself. I sat there in my jockstrap and shorts and looked down at my hardened nipples and stiffening cock. Concentrating on work would be difficult now that I was aroused and these online faggots I was chatting with certainly were not going to get me off in the way that I needed--at least not via email. But my cock was hard and my balls needed to cum and I just was tired of jacking off myself to get my release. I pinched my nipples really hard and moaned slightly as I sent a text message to a local bottom I had fucked a few times before. Sure enough he responded that he could meet later that day. Good. My nuts would get drained and I could concentrate on work knowing I'd get some release. A man has to be able to focus. The horny bottom told me he would be ready at 6 pm as ordered and he would follow my instructions to the letter: blindfolded, jockstrap, on his knees, waiting for me on the bed he shared with his boyfriend who was out of town. I could easily finish work knowing I had a hole into which I could drain my balls later since the online faggot who wanted my jockstrap had gotten me all horny. I arrived at the guy's house and the back door was unlocked as it always was when I was coming over. I quickly drained the one beer he had left for me opened on the counter, took the other one and headed up. There he was just like he told me he would be. Ass up, framed in a jockstrap. He had clothespins on his nipples and he was moaning. I didn't have many clothes to remove as I had just come over in a wife beater, shorts, jockstrap, and shoes. I quickly stripped when I noticed he had a condom on the bed beside his feet. He took a hit of poppers and inhaled them deeply. "What's this faggot? You want me to wrap it up?" No comment. I started to rim his ass. I knew he loved it. I put my tongue in deeply and got his hole wet as I tongue fucked him. I removed my mouth from his ass and asked him again as I held the rubber in my hand: "What's this faggot?" "My boyfriend doesn't know your fucking me and I thought we should start using them." I ignored him and went back to rimming his ass with plenty of spit and plenty of tongue. He moaned. I knew he would. I told him to take the poppers and I slid one finger in his hole. He took a hit and I slid in two. I spit on his hole and told him to take another deep hit and I positioned the tip of my bare prick at his hole. "Well bitch...you want this dick in you" "ohhh fuck yes...fuck me....fuck me now SIR" "Well bitch this dick...it's hard, horny, full of cum, and it's bare." "Sir...I'm so horny...just, please sir" "Take another hit of poppers bitch." He inhales, holds it as I tease his hole with the soft, yet hard tip of my leaking dick. As he starts to exhale, I ask him "You want this cock in your hole...right now, just the way this dick was made to fuck you all natural like?" He moans...."just fuck my ass Sir." And my bare cock slides balls deep in him. It feels so damn good. Twenty minutes of fucking, he's begging me to stop fucking him. He came once, but I want him to cum again. I tell him that Daddy will stop fucking when Daddy is done fucking. My cock though...it's still hard, but I can tell it's ready to cum. I take a hit of poppers and as I exhale, I turn from a hard fuck to a brutal ass pounding. My voice gets gruff and I go from somewhat gentle Daddy to a nasty verbal son of a bitch who just wants his nut. "Take this you whore. Take this SEED from a Man's cock. I'm gonna nut in you a load like your hole never sees from that pussyhusband who fucks you." And my cock erupts, spewing all over his insides. It feels so good to shoot so hard and I wait to pull out until the last throb of my dick and the last squirt of cum are done. I left the jockstrap on the whole time. This one's gonna smell like fucking. Can't wait to see if that faggot emailed me about my jockstrap. Now I will have time to concentrate on his message.