Being a Dutiful Sissy Husband

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Being a Dutiful Sissy Husband – Part 8

I did, indeed, sleep on the couch that night. Our daughter, Heidi, got up the next morning and gave me a sideways glance. "You must've really pissed Mom off yesterday." She said as she made her way to the kitchen.

"Watch your mouth, Heidi." I retorted.

"Sorry, Dad." Heidi responded as she continued to round up her breakfast, cereal, fruit, and a glass of orange juice. Laying on the couch, I started gazing at Heidi and took in the similarities to her mother, Ann. Heidi was a little taller, 5'7" (Ann was 5'6"). Heidi was much thinner. I am not sure what she currently weighs but it can't be more than 105 pounds. Her hair is very similar in color to my wife's, both have brown hair. Heidi's is much longer, it goes down almost to her waist, whereas my wife's hair is just below her shoulders. At this point, Ann came into the room.

"How did you sleep, Ben?" She asked, with a large dose of sarcasm.

"As good as could be expected, how about you?"

"Just wonderful. Good morning, Heidi. Anything special happening at school today?"

Heidi responded, "A couple of quizzes today and, afterschool, I have a Model U.N. meeting. I won't be home until after five."

"Sounds like a busy day." I interjected. "Good luck with the quizzes."

"No worries, pop. They both should be easy." Heidi was as smart as she was cute. I am very happy for her as she should have some exciting opportunities in life, depending on where she wants to go. The rest of the morning was pretty routine. I went out and did my run before the Miami heat got too oppressive. I then showered, dressed and started work in my home office. Ann came in as I was responding to some e-mails.

"Boy, you have given me a lot to digest, Ben. I thought I could handle your deception, but I don't know if I can. Before I decide, I still want to hear the rest. Tell me more." I swiveled around from my desk and looked at her.

"I get it. I am truly sorry and I know that I can't undo what I have done but I am still willing to be completely transparent from this point forward now that you know about my, ahem, hobbies." I looked at her earnestly and she just stared back at me.

"Did you ever fuck this Sophia broad?"

"No." Ann's face showed some relief, though I am not sure why. In my mind, after everything I had told her about (plus everything else I have done), I was having a hard time discerning what difference it made. In any event, Ann wanted to know more so I continued to tell her.

Over the next several weeks, I stopped hearing from Sophia. The last I heard from her was that she was now seeing someone in Arizona, could be husband number four, for all I knew. In any event, that bird had flown. Like many people, when the pandemic hit, most everyone went into lockdown mode. However, after a few months, I could no longer contain myself and needed to find an outlet. I started perusing the personals on Reddit and going on Doublelist, just to see if there was any activity. The number of postings had dropped but there was still a decent amount of activity. I was happy to see that many listings were looking for other Covid free folks for their hook-ups. All I could think about was getting my lips around a nice cock and forcing it into my throat, hoping that my partner would grab the back of my head and face fuck me. Mmmm, I started getting hard as I relayed this to my wife. God, I love cock! Anyway, I had to go into the office on a Saturday and I thought this would be a good chance for an additional excursion. I reposted one of my listings and immediately got a number of responses. As usual, I had to sort through the pretenders from the contenders and exchanged notes with several guys. I thought I had a good connection with a guy that is near my office, he sent me a pic of his cock and I started drooling. It was beautiful. But when it was time to get his address, he ghosted me. This happened a couple of more times and my frustration grew as my window of opportunity closed. That night, I stayed up late watching exclusively sissy hypno porn and I jacked off several times to try to sate my hunger. It didn't work. By Tuesday of the next week, I was looking again. This time I got to the finish line. A dude posted that he really needed a good blowjob from a sub. I sent a note and he responded almost immediately with a few pics. He said his cock was eight inches and super thick. Looking at his pics, his dick was nowhere near eight inches, but it had the biggest, I mean the biggest, mushroom shaped head I had ever seen. Wow! I could just imagine my lips sliding up and down that huge head. I had to have it! He gave me his address, it was an apartment building in the Loop (Chicago) and he told me to just give the guy at the front desk his name and apartment number when I arrived. I got into my car and immediately started streaming some sissy hypno vids to really get me into the mood to suck cock. I was pleasantly surprised by the lack of traffic and made it to his building in less than 30 minutes.

It was a rainy overcast day. I was wearing a pair of slacks and a button-down shirt. In addition, I wore a pullover to keep myself dry from the rain. I put on my mask and entered his building, I gave his name and apartment number to the front desk attended and he just waved toward the elevators and told me to head on up. It was an older building that had been recently remodeled. The elevators were vintage and the ride up to the 21st floor took some time. Despite the number of times that I have done this, I always get anxious before a hook-up. My stomach churned with butterflies as the elevator slowly climbed up. The mixture of nervousness and anticipation is quite an adrenaline rush as I thought about this guy's huge cockhead and getting my lips around it. The elevator finally reached his floor. I took my mask off and found his unit and knocked on his door.

I was greeted by the guy who sent the pictures but there were some stark differences from those pics. First, it looked like he hadn't shaved in several days. He was wearing a pair of long basketball shorts and a dago T. His name is Pete (not really) and he looked to be about 5'8" and a little over 210 pounds. He wasn't a bad looking dude but being unshaven in his outfit did give him a homeless vibe. He lived in a one-bedroom apartment and the place was quite...unkempt. I wouldn't say it was dirty, rather it was very disorganized and cluttered. He had books and papers all over the kitchen area and by his desk in the living area. Next to his desk was a couch and he walked over to it and turned to face me. I just looked at him and then I looked at the floor, it was faux hardwood. I must've made a face as I thought about how this was going to impact my knees when he said, "Would you like a pillow?" I gratefully accepted the offer, and he went into his bedroom and brought out a pillow and plopped it on the floor in front of him. I took off my pullover and my shirt but left the rest of my clothes on. I knelt down in front of him. Instead of sitting down, he just stood there. Through his shorts, I traced my hand over his growing dick. My own cock twitched from my arousal, feeling his growing member. I started licking his dick through his shorts as my hands grabbed his ass. After a few moments, I pulled down his shorts and underwear. Pete stepped out of them but continued to face me as I looked at his cock for the first time. Wow, the head on it was amazingly huge. The rest of his dick looked pretty normal sized, thick, about six inches but I was transfixed by the giant head. I started by kissing that mammoth head. Little pecks all over it as it continued to harden. I then started licking it, savoring the taste. I really do love the taste of cock. Pete continued to get harder as he stood there, and I finally took him into my mouth. Mmmmm, he felt wonderful! I slid my mouth down his shaft until his huge head was resting at the back of my throat. I started sliding my mouth up and down to get his dick wet with my saliva and then I deepthroated him. What a feeling! His huge head in my throat. Pete just groaned. I continued to slowly go up and down his shaft. I was overcome with a feeling of euphoria as I continued to suck his dick. Occasionally, I would stop at the tip of his dick and swirl my tongue around that mammoth head. I was in heaven!

Pete eventually decided to sit down on his couch, and I crawled between his legs and continued to work on his cock. After a couple of moments, I took my mouth off his dick and dropped down to suckle on his balls. As I licked and sucked on his nuts, I started sliding my hand up and down on his cock. At that point, he pushed my off, and embraced me, telling me that he didn't want to cum so soon. I returned the hug and caressed his back until he let go of me and I then dropped back down to suck on his dick. I then started stroking him as I continued to suck, and Pete started groaning and told me he was going to cum. I continued to suck on him, again he said, "I am going to cum." Apparently, he wanted to give me an opportunity to get my mouth off of his dick. Instead, I briefly stopped, looked at him and said, "Give it to me." I then started stroking and sucking on his cock faster and I could feel him tense up and he started shooting his wonderful load as he groaned "Here it is!" His cum was delicious. I continued to suckle his cock, making sure I didn't miss any of his juice. Pete just laid on the couch and said "Man, that was great! You can keep working my dick if you want." So, I did. I kept suckling him, now marvelling at how large his slit felt as I tongued his head. I would slip my tongue into his piss slit and it almost felt like I was rimming a tiny ass. As I continued to tongue, lick, suckle, and suck, it didn't take him long to get hard again.

I went back to work on him, sucking and stroking at the same time as his cock hardened again. I thought I was going to get a chance to really enjoy his dick this time but after only a couple of minutes he was ready to cum again. I gratefully took his jizz a second time and again suckled on that massive head to make sure I didn't miss any of his seed. After a couple of minutes, I got up and put my shirt on. Pete put his shorts back on and waited for me to get dressed. Once dressed, I thanked him, and he said he is the one that should be giving thanks as he walked me to the door. I left and headed home. The whole ride home I relived the encounter in my head and was feeling great that I was able to get him off, not once but twice. I felt really good about myself, about being a whore and about loving cock.

Needless to say, that encounter only emboldened me to find another dick to suck and as luck would have it, I received an e-mail a couple of days later from a dude responding to one of my previous posts on Doublelist. He included a pic of his cock, which was nice but not anything extraordinary and I thought, `Who cares, I love dick and I should be happy to suck any cock, regardless of its shape or size.' Just thinking that turned me on as I relished my sluttiness. I responded to the guy and he quickly e-mailed back. Tim (again, not his real name) indicated that his wife was out of town, and he was working from home this week. I asked where he lived and as luck would have it, he was less than 10 minutes from where I lived. I agreed to meet him right away. I told the family that I had to go to the office for a bit and headed over to Tim's place.

Tim lives in a condo. I parked outside his building, rang his unit and he buzzed me in. His place was on the second floor, and I reached the top of the stairs just as he opened the door to let me in. I would guess that Tim was close to 60, about 5'10" and close to 200 pounds. He has a typical "dad" bod (or maybe "grandad" bod) with a belly and kind of a fat ass. He was dressed in nice shorts and a shirt and was well groomed. Immediately upon entering his place, his hands started groping me as he thanked me for coming over. He asked me to follow him, and we went into what appeared to be a guest bedroom. It was a big room but there were stuffed animals decorating the room and I assumed that this is typically used for family guests. He asked me to undress, and I did. His hands continued rubbing all over my body. My left arm went around his back while my right hand started caressing his bulging cock inside his shorts. As I did this, he leaned into me and started kissing me, forcing his tongue into my mouth. Mmmm' I groaned in appreciation as his tongue sent electric shocks through my body, turning me on. He stopped kissing me and said Man on man sex, I love it! I put some porn on the computer.' I looked over, and on the computer monitor I saw one dude barebacking another dude. Interestingly, while he had porn playing on his computer, he had jazz playing on his stereo. The local public radio station plays jazz on a daily basis, and I found the visuals and sounds to be quite erotic. I dropped to my knees and put my mouth against his shorts encased cock. He unbuckled his belt and unzipped his shorts. I then pulled his shorts and underwear down, helped him step out of them and I started nuzzling his hard cock. I would guess that his cock is a little less than 6" and was reasonably thick. I kind of smiled to myself as I thought about my developing ability to estimate cock size. Another tick mark for my sluttishness. He smelled like he recently showered, and his cock tasted wonderful. Tim let me suck on his dick for a couple of minutes before he implored me to move to the bed.

He got onto the bed and laid on his back and I went down on his cock in earnest. God, I enjoy deepthroating dick. Given his size, I was able to take him all the way down without him entering my throat. While I wasn't able to enjoy my throat getting fucked, his cock was fun to suck, nonetheless. Soon, he grabbed both his legs behind his knees and pulled them up high. I dropped down to suck on his balls while I stroked his dick and Tim let out a moan. You like sucking my dick, don't you?' Mmm, hmm' I responded. Since he was still holding his legs up high, I dropped down further and started licking his ass. What are you doing??? You like licking a man's hole? Oh my god, that feels great!' I rimmed him for a couple of moments before licking from his asshole all the way up to the tip of his cock and began sucking him again. Tim moaned, God, this feels incredible!' I started stroking him as I continued to suck on him and Tim groaned, I am going to cum if you keep doing that. Do you want me to come so fast?' I stopped sucking him and said I am in no hurry' and I started kissing and nibbling on his legs. After a couple of minutes, I went back to his cock. Lick my ass again!' Tim rolled over onto his hands and knees and I buried my head into his butt crack and started rimming him again. I have never done this before, this feels incredible, you are incredible!' I just kept rimming and started stroking his cock, almost like I was milking a cow. It didn't take long and Tim said Oh, man, I am going to come!' I grabbed his legs and rotated them to get him to roll back over. As soon as he was on his back, my mouth was on his cock. He grabbed the back of my head and held it in place as he grunted Here it comes!' I felt him pulse and soon felt my mouth fill with his spunk. It was delicious. I continued to suckle on him as I made sure to lick up his entire load.

After a couple of minutes, I stopped suckling him and started getting dressed. Tim did the same, all the time telling me how great that was. I was beaming with pride. I may be a whore I thought but at least I seem to be a good whore... Just as I finished getting dressed, Tim started hugging me and caressing my back and ass You have a really nice ass, I love your body!' Thanks' was all I could think of to reply. I started to move to leave but Tim kept holding me and grinding against me. I looked at him and he leaned and started kissing me. I felt his cock getting hard again inside of his shorts. I stopped kissing him and asked, Would you like me to suck you off again?' Tim didn't need me to ask twice and he quickly got undressed while I remained fully clothed. Tim went back to the bed and I knelt down and started sucking him again. After a couple of minutes, he got back on his hands and knees and said, Please lick my hole some more.' I happily obliged. This time, I rimmed him for a long time, a really long time. It probably wasn't more than five minutes but when you have you tongue in someone's ass, time appears to stop. I continued to lick him and at one point I looked over to the dresser. There was a mirror on top of the dresser, and I saw my reflection in the mirror. My face in the middle of an older dude's asscrack licking and rimming his hole. I just smiled at myself and thought `You are such a dirty slut!'

After some time, Tim rolled back over and pleaded with me, Can I lick your hole?' I responded, You want to rim me? Sure.' I dropped my shorts bent over on to the bed and Tim got behind me and started licking my hole. Mmmm, that feels great!' He then stuck his tongue in my hole and it felt like I was going to get fucked. Frankly, I wanted to get fucked but since I didn't know this guy, I wanted to at least play it a little safe. After a couple of minutes, I turned around and dropped to my knees and started sucking his cock again. Oh my god, I am so turned on. I never licked someone's ass before, I don't know what came over me. Oh my god, I am going to cum!!!' I eagerly swallowed his jizz for the second time. Once again, I continued to suck on his head, making sure I swallowed all of his load. This time, I pulled up my shorts and made my way out. Tim again thanked me profusely and I thanked him for allowing me to service him. `Any time' he responded. I headed out and by the time I got home, Tim had already sent me an e-mail that said "That was a most pleasurable time. I couldn't get enough, and I know you are all about pleasuring. You are welcome back anytime.' I smiled and thought about what I would do next.

The next couple of weeks had been especially rough as I was incredibly horny and had not been able to find anyone to hook-up with. While I continued to use DoubleList, I also started using Sniffies. I had not yet hooked up with anyone on Sniffies but I had a good number of interactions and I was hopeful that it would be a useful platform. Unfortunately, the interactions I had only made me hornier. Sniffies has a `chat' feature that makes interacting a lot easier than DoubleList. I had an opportunity to get to know some of the other users and learn about them. The chats are cool as I am able to talk about my turn-ons without feeling uncomfortable. The downside is that the interactions just leave me even more horny for dick.

Anyway, after a couple of weeks of coming up empty, I finally got lucky. I spotted a DoubleList post from a BBC looking to get sucked off ASAP. The challenge with DL is that there are a lot of submissive cocksuckers looking so the feeders have their choice of eaters. The post was already 20 minutes old when I saw it and I thought I was going to be too late. Fortunately, luck was on my side as I received an e-mail only a couple of minutes after I responded to the post. Mike (not his real name) was located in a western suburb and was only about 30 minutes from my house. After confirming that we were both clean and covid free, he gave me his address and I hustled out the door.

I don't know about you but the feeling I get before a hook-up is amazing. I still get butterflies in my stomach, as I was feeling nervous, excited, and anxious while I drove to his house. I put on some sissy hypno vids to listen to the soundtracks while I was driving and my mouth was watering as all I could do was think about the next cock I was going to suck. As my mind wandered, my dick started getting hard as I thought about what an absolute cockslut that I had become. Here I was, an older, married dude with a family, driving out to suck a complete stranger's dick. Instead of feeling guilty, I reveled in my lust as I started thinking about the size of the dick I was going to suck. What was it going to taste like? Will he want me to lick his ass? Hmmm, I couldn't wait. I continued to follow the directions from Waze and continued to listen to the sissy mantras playing in my car. You want to suck cock!' You love cock!' `You are a sissy cocksucker!' Yes. Yes. Yes, I am a sissy cocksucker and I couldn't wait to get my next one as I involuntarily licked my lips.

I got to Mike's house in just over a half hour. He sent me another e-mail to let me know that I should park in front of his house and come right up to the front door. I did as I was instructed and as I walked up the steps to his front stoop, he met me at the door. Mike was wearing a mask so I couldn't make out all of his facial features. However, he was about 6' 1" (just a tad shorter than me), a little husky but not obese, and he also had a close-cropped beard. He appeared to be in his late twenties/early thirties (his posting said he was 27). The house was a small ranch with three bedrooms. One of the bedrooms had been converted to a home office and that is where Mike directed me to go. I could tell right away that he was very nervous, and I concluded that getting his dick sucked by a middle-aged white dude was clearly a compromise for him. I tried to keep him at ease and followed his instructions. I did as I was told and walked into the room. Mike walked in behind me, went over to a chair, pulled down his shorts and sat down. I kneeled between his legs and caressed his half-hard dick. It wasn't as impressive as I expected but it was still very nice. After a couple of kisses and licks, I started sucking on it. As I sucked, it got harder... and bigger... and harder... and bigger! After just a couple of moments, his dick was rock hard and had to be at least eight and a half inches. As I suckled on the head, I was giddy with delight as I had hit the jackpot. I sucked him and started taking him deeper and deeper into my mouth. God, his hard dick felt so good in my mouth, and I felt so content sucking on it. Occasionally, I would start stroking his beautiful ebon shaft with my right hand while I dropped down and licked and sucked his balls. His ball sack was much smaller than I would've expected, given the size of his dick but I still enjoyed suckling on his nuts while my nose, pressed against the base of his dick, took in the scent of his body.

The scene was almost perfect. I was on my knees sucking on a beautiful, big, black cock. There were only two things that detracted from the encounter. The first was that Mike clearly was nervous and kept his eyes closed the entire time and never uttered a word. The second, was that his dick was so hard, that its curve made it impossible for me to deepthroat. No matter how many times I pushed my mouth as far down as I could, his dick just would not go into my throat. If Mike had been more comfortable, I would've seen if we could change positions so that my throat could have lined up better with his dick. I have now sucked a decent number of cocks, but Mike's was by far and away the stiffest one I have ever had the pleasure of sucking.

As I continued to try to take as much of that piece of meat as possible, the head kept rubbing the back of my mouth. This must've felt really good because it didn't take long before Mike started groaning. He was so quiet, I almost missed his orgasm. Luckily, my left hand was on his thigh and his thighs started shaking and right after that, my mouth started filling up with his cum. Mmmm, it was delicious. I continued to suck on him and was prepared to make sure his cock was nice and clean. Unfortunately, right after he orgasmed, he gave a nervous laugh and started pushing me away. I got to my feet and thanked him, he just grunted and told me that I could leave the way I came in. I made my way out of the house and back to my car. Despite not being able to deepthroat him, I was on cloud nine during the drive home, feeling contented and satisfied that I was allowed to service another cock.

After my last encounter, I continued to be hungry for more dick. Not having any luck on Sniffies or Doublelist, I reactivated one of my own DL posts and I immediately got a few messages. Unfortunately, they were primarily from dudes that were just too far away from me, given the time I had available. I did get one response from a guy that was not too far from my house, and I immediately jumped on it. After confirming that he was clean, I headed to his place. I was excited when I got there as he lived in a nice townhouse in a nice area. I was extremely excited until he opened the door. The man that greeted me was much older and much heavier than I expected. However, this did not really bother me, as I have always been pretty agnostic when it comes to physical appearance. I am really all about the cock and I remained optimistic as I entered his home. The guy was really nice, I have to say that. But the encounter was disappointing for a couple of reasons. First, his dick never got fully hard. Maybe that was my fault but I don't think so. Second, he had pretty bad body odor. Given the number of encounters I have had, this was the first time I was kind of repulsed by the scent of my partner. He just smelled of stale sweat. So, the combination of his age, weight, flaccid dick, and smell made the encounter less than stellar. Having said this, there were still some appealing things about this encounter.

First, the guy came three times. I don't know how he did that, given his age, but I was able to get him to cum three times. That made me feel good. Second, the guy liked to talk dirty and that is always a turn-on for me. Finally, after sucking him off twice while he laid on his back on his bed, the third time, he had me roll over on my side, stuck his cock in my mouth and fucked my face until he came a third time. That was also kind of hot. I just wish his cock got fully hard. His cock was not very big, maybe five inches at best. But with his dick being only semi-erect, it made the encounter not very memorable. When I came home after that encounter, I was a little depressed. First, my recent BBC never reached back out to me and now, I just had a less than ideal experience. But, as I thought about what happened, I got turned on by thinking about what I had just done. I went to an older dude's house, sucked him off three times, and didn't get any sexual gratification for myself. Isn't that what a sissy cocksucker is? Should it matter what I think of the guy? My purpose is to give an alpha pleasure. To swallow his spunk, if he lets me.

Feeling a little better about myself, the next morning I reactivated my DL post again and waited to see if I would get any response. I had a limited window and posting in the morning is usually a challenge. Most guys aren't in a position to be able to get their dick's sucked early in the day. Whether it is work, school, or something else, trying to hook up with someone before lunch is a crapshoot. Fortunately, for me, I got lucky. A dude in the city responded to my post and even sent a body pic. He said that he was in his mid-thirties, had a seven-inch cock and would love to have a submissive sissy cocksucker service his tool. After exchanging a couple of notes, I was in my car, heading to his apartment in the city. It took about 30 minutes to get there. I found a parking spot and sent him a note that I was outside the door of his building. He came down shortly thereafter to let me in. First, I was struck by the fact that he was a good-looking guy. He did look like he was in his 30's, had black hair, was about 6'2" (close to my height) and was hwp. We went upstairs to his unit and went inside. It was a little awkward, at first. He explained that he had just moved in and that he had to put down his older, ailing dog. Why did you just tell me that??? I tried to change the subject and asked if he was now settled in and did he like the new neighborhood? He talked for a couple of moments and then asked me if I wanted some water or something else to drink. I politely declined. I was there for one thing and he saw the look on my face. `So, you like sucking cock, huh?'

`Absolutely!' I responded as we walked into his bedroom. I dropped down to my knees and started rubbing his hardening dick through his pants. He had already undid the button on his pants so I started pulling down the zipper. One of the most erotic moments for me during my encounters is this little bit before I start working on the guy's dick. Feeling his dick inside his pants, rubbing his crotch, looking up at him as I am on my knees, these are all incredibly erotic moments that really turn me on. I couldn't wait to start working on him. Jim (not his real name), laid down on his bed. I then pulled his pants off and crawled between his legs and started caressing his hardening dick. I just felt... content. That I was in the right place doing what I was meant to be doing. Not only content but also euphoric. It really gave me a natural high as I leaned in and kissed the head of his cock for the first time. I won't recount the usual details of my cocksucking as it is similar to my previous encounters. I got to lick, suck, kiss, and nibble on his nice dick. I sucked on his balls, and I even licked his ass. No, what I would rather recount was the dialog we had while I was sucking on his beautiful cock.

Jim loved to talk, and it was amazingly hot! He urged me to be his little cocksucker. He ordered me to lick and suck his balls. He asked if I liked rimming and pulled my head into his asscrack to lick his hole. Hmmmm, it was fantastic! He started asking me about my previous encounters. What was the biggest cock I sucked? Did I ever have a bbc? Did I love swallowing cum? Did I eat my own cum? How often did I suck dick? His questions never seemed to end, and he really appeared to like my answers. Then he said something that I have been longing for, Would you like to suck my dick on a regular basis?' God, yes!' I responded. I would love to have a regular feeder. An alpha that would dominate me without being cruel or using humiliation. Jim started talking about his experiences. He said that he was openly bi and that his favorite encounters were with married couples. He said that he was in the medical sales industry and that he got the opportunity to meet a lot of kinky doctors that liked having threesomes and orgies. His stories were great. I don't know if they were true or not but they really added to the ambience of the encounter. I was so turned on. In the end, the encounter only lasted a little more than 10 minutes when Jim couldn't hold out any longer. With one hand he grabbed his dick and with the other, he grabbed the back of my head and held it with the head of his cock in my mouth. He stroked himself a few times, tensed up and flooded my mouth with his cum. It was delicious. I continued to suckle him to make sure I got every drop. The post orgasm suckling and nibbling is also incredibly arousing for me. After a couple of moments, he got restless, so I stopped and started to get ready to leave. Jim put his pants on, thanked me for my efforts and reiterated that we should get together again. I told him that I would send him a note and that I would love to help him out any time.

After the poor encounter the day before, I was floating on cloud nine on my drive home after this one. It was an ideal encounter. It wasn't that his dick was super large, or that his cum load was colossal. It was just a really nice experience. Jim was clean, smelled good, had a decent cock, and loved to talk dirty. I couldn't ask for anything else. After I got home, I sent him a note and thanked him for a wonderful experience and reiterated that I would love to take care of him regularly. I did not hear back from him that day, or the next. My mood darkened as I thought that I lost another opportunity to have an ongoing thing. Did I do something wrong? Was I not raunchy enough? Was my technique lacking? I was beating myself up for any perceived slights over the next couple of days when, on a Sunday, I got a response from him. `Absolutely! I would love to have you come over again. When are you available?' My heart actually started fluttering. Is that odd? I was so excited. We traded some messages about our upcoming work schedules and tentatively set up a follow-up for the next Tuesday.

The night before my next scheduled encounter, I got ready for bed, butterflies in my stomach, feeling excited about my encounter the next day. I don't know about all of you but as I have gotten older, the day-to-day emotional highs and lows start to flatten out, life loses some of its excitement. Maybe it has to do with having more life experiences – you get used to them. Maybe it has something to do with getting older and having less energy. Whatever the reason, there are times when I am just `meh' about my life and I kind of feel a little dead inside. Well, that night, I felt like an eight-year-old on Christmas Eve, all excited about the presents I would get the next day. I had a hard time falling asleep as all I could do was think about Jim's cock and getting another chance to service him.

I finally fell asleep and the next morning I got up and did my morning ride. My adrenaline level was high, and I powered my way through my work-out as I was thinking about my upcoming encounter. My dick was semi-hard as I was so turned-on thinking about this follow-up meeting. Of course, the inevitable happened. I got an e-mail from Jim apologizing, but that he would have to cancel. Cancel??? What the hell?? I was crushed. Jim said that he had to set up an emergency dentist appointment for a toothache. Really, a toothache??? Well, fuck me. My mood changed dramatically. I went from excited anticipation to depressed. Part of me wanted to tell Jim to fuck off but that I knew that wasn't appropriate. This wouldn't be the first time a guy flaked on me, and it probably wouldn't be the last. Who knows, maybe we would hook up again some other time. So, I just responded with `Ok, hope you get some relief. Lmk if you want to get together another time., I started thinking about putting up my DoubleList post or maybe trying to seal the deal with someone on Sniffies. In any event, I went upstairs to shower and get dressed for the day.

By the time I got out of the shower, I got another e-mail from Jim. The butterflies came back as I anxiously opened his message. ,Hey, my dentist can't see me until later, are you still available?' What? Is this really happening? Talk about a roller coaster of emotions. I e-mailed back that I was available right now but that if he was in pain and wasn't feeling it, we could do this another time. He quickly replied that he was horny and really wanted my mouth on his cock again. I then responded that I could get to his place in about 30 minutes. I got another immediate reply that he would be waiting for me. I finished getting dressed and headed out. While at first, I was thinking about whether Jim was bullshitting about the toothache, I quickly put that out of my mind as it didn't matter. All that mattered was that I was still on my way to his apartment to have my second encounter with this guy. I couldn't wait. I put on some sissy hypno to listen while I drove to his place. By the time I got there, my mouth was drooling.

After parking and walking over to his building, I sent him a note that I was downstairs. It was a nice morning, sunny and warm – a really nice, fall day. I took in the sunshine, looking up and down the block, trying to contain my excitement as I waited for Jim to come down and let me in. After a couple of moments, Jim came outside to greet me and after saying our hellos, I followed him inside. His apartment is on the second floor and as we walked up the steps, I was looking at his ass, covered by his sweatpants. I had a smile on my face as I continued to follow him down the hallway to the entrance to his apartment. We went inside and he bolted the door behind us. I am sorry to hear about your tooth, but I am glad we could still meet.' He just smiled and said, No worries, I have been taking Advil and as long as I am not chewing, it isn't too bad.' I followed him into his bedroom, and he turned to face me. `So, you've been looking forward to sucking my cock again?' I just smiled at him and dropped to my knees. I started rubbing his semi-hard dick through his sweatpants and looked up at him with lust in my eyes. I started kissing and licking his hardening tool through his pants while my hands caressed and squeezed his ass. After a couple of moments, I pulled down his sweats to free his cock. It was as sexy as I remembered. His cock is cut, has a nice sized head and is a nice thickness. I don't think his dick is quite seven inches when fully hard, but it is a nice cock, and I was licking my lips in anticipation of sucking on it.

Before I could get my mouth on it, Jim pulled his pants fully off, stepped toward his bed while he also took off his sweatshirt. Now completely naked, he laid down on his bed and spread his legs, inviting my to crawl between them to start servicing his cock. I got on my hands and knees on his bed, between his legs, my mouth just inches from his cock. I gave his beautiful tool a couple of kisses while I caressed his thighs. Jim pulled out a little bottle, Poppers?' I politely declined as he inhaled deeply and the smell of amyl-nitrate started filling the room. I opened my mouth and took his now hard cock head into my mouth. Mmmm' I moaned as my tongue started swirling around the tip of his dick. I started caressing his balls as I started moving my mouth up and down on his hard pole, getting it wetter and wetter each time. Soon, I was deepthroating his tool as he grunted his approval. I dropped my mouth down and started sucking on his balls while I stroked his shaft with my right hand. Jim then pulled out a bottle of lube and said let's get this baby lubed-up! It's water based so you can keep sucking it.' As I gripped the top of his dick, he squeezed some lube on the tip and I worked it over his entire shaft as I continued to stroke him. God damn! That feels good!' You think that feels good? What till you feel this. I continued to stroke his cock but dropped down my mouth to start licking his ass. `My god, you are great!' Jim moaned as he lifted up his legs to give me better access to his asshole.

With his legs pulled up, his arms wrapped around the back of his knees, me still stroking his shaft, I was staring at his asshole. I then turned my gaze up to Jim and I locked eyes with him as I placed my mouth on his puckered hole and stuck my tongue inside and I began to rim him. Jesus, that feels good!' I continued to rim his ass for a couple of minutes but soon, I was dying to get his cock back into my mouth. I left a trail with my tongue from his hole, through his taint, his balls, and all the way up his shaft until I took his cockhead back into my mouth. The lube was pretty tasteless and I immediately deepthroated him. Jim groaned in appreciation. I slid my head back up to the tip of his delicious cock and started sucking on him while I also stroked his shaft with my right hand. My left hand was caressing his thigh and I just felt so... content. I loved the feeling of his warm cock in my mouth. The sounds of me slurping on his dick coupled with his moans were incredibly arousing. Unfortunately, it was over too soon as he started bucking his hips and growled Here it comes! Take my cum!' I greedily took his load as it filled my mouth and started sliding down my throat. It tasted wonderful. I continued to suckle him to make sure that I didn't miss a drop, but he started jumping everytime I nibbled his dick as it was so sensitive. It was clear that he was done with me. I gave his inner thigh a quick peck and got up. I asked him if I could use his bathroom to wash my hands as they had a mixture of lube and sweat that made them kind of sticky. Jim told me to help myself as he started getting dressed. We made small talk for a few moments and then I excused myself and left. As I walked out, I thanked him and reminded him that he could contact me anytime and that I would love to come back.

Just like the first time, my drive home was a dream. I was in a semi-euphoric state as I relived the encounter. Everything about it, driving to his house, being submissive, sucking his cock, rimming him, and finally swallowing his cum made for a fantastic experience. I could do this every day, all day. Needless to say, I again had some powerful jerk-off sessions after that encounter and hoped that I would hear from him again. The mental aspect of being another guy's regular cocksucker was really scratching an itch that I didn't know I had. It was great! Things were quiet for the rest of the week. The following week I had to go out of town for work and was fearful that I would miss another chance with Jim. At first, I was happy that I didn't get a note but then I was also kind of bummed that I didn't. Was that it? Two times and he was done? Given my work, travel, and family obligations, I thankfully didn't have a chance to dwell on it. But the following Monday morning, back at home, I was working out in the basement and was feeling a little randy. As I was doing a plank, I started thinking about Jim. What if I sent him a note? I wonder if he would like to see me again. I don't know if it was karma but when I finished that rep, I went to my phone and what did I see? An e-mail from Jim. `Hey, are you available this morning? I have a huge load I would love to give you. Lmk.' I quickly responded and I told him I could be there within the hour. He asked me to hurry up and that he would be waiting. I finished my work-out, showered and headed to his place, telling my wife that I had to go into the office.

The route to his apartment was becoming familiar now and I started daydreaming about his beautiful dick. I couldn't wait! Soon, I was back at the front of his apartment building, oozing with anticipation of having another go at Jim's cock. What a cocksucker I have become! That thought just heightened my arousal. Soon, Jim was opening the door and back up to his place we went. This time, after we got into his apartment, he immediately started stripping off his clothes and dropped down on his bed, naked, with his semi-hard dick beckoning me to come closer. I crawled between his legs and immediately smelled a new scent. Hmmm, you smell good.' I moaned. You like it? I just showered, the soap is scented.' Mmmmm' was my only response as I took his cock into my mouth. He asked if I think about sucking off my boss or other guys I work with? Would I like to see him fuck my wife? What other guys have I sucked off? Things like that. I have to admit, taking my mouth off of his cock so that I could respond, all the time making eye contact with him, filled me with a shameful warmth that was very arousing. When he asked me why I liked sucking his cock and I responded Hmm, I love how hard it is. I love the head and swirling my tongue around it. Your cock tastes great and I love how warm it feels in my mouth.' I could feel myself blushing as I said these things, one part of me being embarrassed but another part of me embracing what I have become. I followed my tried and true routine. Sucking him, stroking him, suckling his balls, rimming his ass, caressing his legs all while trying to maintain as much eye contact as I could. Watching him watch me added a whole other level to the experience and I tucked that knowledge away so that I would remember to do this as often as possible going forward. Jim also has kind of a fantasy of wanting to cum twice. Are you ready to swallow two loads today? Do you want me to cum twice.' Having serviced him a couple of times already, while I would love to get him off twice, I presumed that he was just talking. Sure enough, I responded with I would love to swallow your come as much as you want' as I continued stroking his shaft. He started groaning and shaking and he grabbed by head and pushed it back onto his cock as he shot his load. It was a nice one as it really filled my mouth. This was the first time that I was having a hard time keeping the load in my mouth while continuing to suck on a dick. I persevered as his body stopped shaking, I suckled the tip to make sure I got it all and then I swallowed. The thick, greasy load slowly slid down my throat while I smiled at Jim. `Do you want me to keep sucking?' I asked. Jim responded that he didn't think he would be able, and I took that as my cue to make my exit.

Once again, I was on cloud nine for several days afterward. However, work got very busy, and some family activities took precedence and my cocksucking persona had to take a backseat for a bit. Over the course of the next couple of weeks, my libido waned as I had to focus on other things. I also did not get any messages from Jim which further diminished my sex drive. I finally had some downtime coming into a weekend and my sex drive perked up. I started thinking about Jim, thinking about cock, and something that I had not thought about for some time, dressing femme. I spent the weekend surfing Amazon for some new femme clothes as I had another work trip coming up and I thought that it would be fun to be able to dress up. I also started thinking about sucking cock and was bummed that I had not heard from Jim recently – it had now been a couple of weeks. Well, having picked out a thong, thigh highs and a dress on Amazon, I sent Jim a note. I heard back from him later that day. `Hey, how's things. I have been busy the last couple of weeks. I was in St. Louis for work and this past week I had a friend in town. Are you coming over tomorrow to suck me off?' How do you think I responded? Jim also told me that he created a Kik account, so we started trading texts which made it much easier to communicate. I won't get into all of the details as the encounter was similar to the first three. However, I was excited as this now matched the greatest number of encounters I have had with the same dude since my encounters with Paul. It was also interesting in that Jim had me strip for him as he wanted to see my dick while I sucked him. I gladly got naked for him. Once again, he didn't last that long but he shot a wonderfully tasty load into my mouth, and I greedily swallowed it all.

Over the next few weeks, my libido continued to rage but there was little to no activity. The pandemic persisted and people continued to stay isolated. I interacted with some guys on Xhamster as well as some other sites, but I was hesitant to pull the trigger due to the environment. I was hoping that Jim would reach out to me, but he hadn't texted me since our last meet-up. Eventually, I sent a note on Kik to Jim but he did not respond. Meanwhile, I continued to get hornier and hornier. Normally, after I jerk off once or twice, the hunger abates but that didn't happen. I think part of the reason is that I had to travel out of town for work a couple of times. In advance of the trip, I purchased a few gurly items and was able to dress-up in my hotel room.

As I have mentioned previously, I am a pretty hairy dude and shaving my body hair would create some unwanted questions at home. However, given how horny I was, I did shave around my groin, waist and butt and I was very aroused by how smooth my skin felt. I felt very feminine in my thong, thigh highs and black dress. I posted some of the pics I took on the subreddit r/bbcsissies and I was immediately invited to join a Kik group and also got DMs from a couple of black dudes with very impressive BBCs. The sexting was hot and may have contributed to my elevated sex drive.

Another interesting feeling started entering my psyche. I have started to really ache to be fucked. The sissy hpyno, gay, tranny, as well as straight porn, along with the sexting on Kik have all fed into my desire to get my ass plowed. My sex drive is not normally this prominent and I have been like a cat in heat that past couple of weeks. I decided to try to move forward with a meet-up with someone on Xhamster but the guy flaked. Feeling bummed and desperate, I decided to send Jim an e-mail. Since he hadn't responded to my Kik message I wasn't holding out much hope but Jim responded almost immediately.

Hey, all good here. Horny, how about you?' Jim responded. I just sent a one-word response, Same.' A few minutes later I got the following message, Are you wanting my penis?' As my lips began to drool, I messaged back, I really want to suck your cock!' Jim was juggling some work meetings along with a furniture delivery, but he said he was available at 10:30. I told him that I would leave immediately – I got to his apartment by 10:20. As had become customary with my drives to Jim's place, I played some sissy hypno while I was on the road. I really wanted his dick in my mouth, I wanted to feel his cum fill my mouth and I wanted to swallow his load in the worst way. I made great time and soon I was parked out in front of his building.

A couple of minutes later, I was entering his apartment. We wasted little time as we went to his bedroom. Jim pulled off his sweatshirt and then removed his sweatpants and underwear. I immediately noticed he had a huge scratch on his lower left leg. I had a bad spill on my skateboard last weekend.' Skateboarding? Really? How old are you? I hope its not bothering you.' I responded. Now naked, he laid down and said, `All good, it looks way worse than it feels.' I crawled between his legs and started kissing all around his groin area. Just like last time, I smelled the nice fragrance of his body wash. As I took in a big whiff, I opened my mouth and took his soft head into my mouth. Jim groaned appreciatively as his flaccid member started hardening. Jim took out his poppers and he inhaled deeply, and the smell of amyl nitrate started filling the room.

I cupped his balls as I continued to suck him, and he continued to get harder. In short order, his cock was standing at attention and was nice and juicy from my sucking. I pulled my mouth off his cock and replaced it with my right hand as I dropped down and started sucking on his balls. Oh man, I love the way your hand starts stroking my dick as soon as you take your mouth off of it.' I just looked up at him and smiled as I continued suckling his nuts. I love how you stroke my dick, do you like jacking my cock?' Hmmm, I love it. I love how it feels in my hand.' As soon as those words left my mouth, I put his cock back into my mouth and started sucking again. This time, I started deep throating him. His cock is just long enough to get into my throat and the feeling is incredible. Oh yeah!' Jim groaned. Fuck my cock with your face, keep going up and down on it!' I complied with Jim's wishes. While I was doing this, Jim started pulling up his legs. I knew what he wanted next. Once again, my hand replaced my mouth on his cock, and I continued to stroke him as I dropped down below his nut sack and I started rimming him. Hmmm, that feels great!' Jim said. Do you love eating out my ass as much as you love sucking my cock?' I really like rimming your ass but there is no substitute for a hard cock in my mouth' I responded as I went back to licking his asshole.

After a couple of moments, I moved back up to his cock and started sucking again. Jim pulled my head off his dick as he held it in front of me. I don't want to cum yet, I want to edge a bit.' I started licking and kissing his cockshaft as he held on to his dick. Yes, taste my precum.' I licked and sucked the juices from his pisshole and continued to lick and kiss around the head. You like my precum? You like being a submissive cocksucker?' God, yes!' I replied as I continued to rain soft kisses on the tip of his cock. Jim then released his cock and l took his dick back into my mouth and started sucking him again. After just a few seconds, Jim grabbed his shaft again. Look at me while the head of my cock is in your mouth! I want to look at you as I shoot my load into your mouth.' With just the head of his cock in my mouth, I locked eyes with Jim as his face started to contort and my mouth started filling up with his cum. The eroticism of being on my knees, looking up at Jim as he orgasmed was incredible! It was one of those moments where the sexual desire of being a submissive cocksucker are fulfilled. I felt so slutty, whorish, and submissive. It was awesome! His cum continued to fill my mouth and he put his hand on my forehead and started pushing me off his cock. Did you like that?' I swirled the cum around in my mouth and swallowed, looked at Jim and said `That was great!' I looked down, saw a little more cum oozing from his cock. I quickly dropped down and sucked up the last droplets of his cum.

Knowing that Jim had a busy schedule, I made my exit, thanking him and reminding him that he can call me anytime he has the urge to get his cock sucked. Jim thanked me and I left. I made my way back to the car and drove home. Once again, I had this wonderful, euphoric feeling during the drive back. I also noticed that after about 10 minutes, I could still feel the sliminess of Jim's cum in my throat. Swallowing a couple of times, I relived the feeling of swallowing his cum. Mmmmm, it was delicious, and boy was I horny. I got back home, and I couldn't get the image out of my mind of looking in Jim's eyes as he shot his load. My cock was hard just thinking about it. After dwelling on it for about 20 minutes, I finally said fuck it and went into the basement for some private time. Hoping that the family wouldn't bother me, I put on my panties and leggings and started playing with myself. As I started stroking myself, I had an interesting revelation. For most of my life, when I would jerk-off, I would be solely focused on the feeling of my cock. Today, I was as focused on how my cock felt in my hand. Does that make sense? Instead of just the pleasure my cock was feeling, I was enjoying how my cock felt in my hand, just like feeling Jim's or someone else's dick. It may not seem like much, but it really added to the eroticism because even though I was pleasuring myself, I was also aware of giving the pleasure, not just receiving it. I am not sure I am articulating this well, but the feeling heightened my sexual state. In any event, it didn't take long for me to shoot a big load into the palm of my hand. I greedily slurped it up and eventually changed and went back upstairs.

It was now getting later in the morning, and I looked over at my wife. She looked at me and said, "Jesus, you know you really get into recounting your hook ups. You really do love doing this, don't you?"

"I do, I admit it, I really do."

"Well, things are going to start changing around here, and they are going to start changing today." Ann was looking at her phone and typing as she said that.

"Changed how?" I nervously asked.

"First off, I am going to get fucked today and you are going to watch, you pathetic loser! From now on, if we are staying together, you are going to do what you are told. Do you understand me?"

"I understand." If this was the price of my confession, I would be willing to do the penance. As I had been recounting my adventures to my wife, it felt like a weight was being lifted off my shoulders. A weight that I didn't realize I had been carrying. This had been liberating but I still was not finished.