Being a Dutiful Sissy Husband – Part 3
I quickly undressed and got on my hands and knees on our bed. What did my wife have in mind for me? My 6.5" cut dick was hard and exposed as I waited in anticipation. After a few minutes, Ann came into the rooming completely naked, except for the huge harness she had around her waist that housed a huge dildo! Oh boy, it really was my lucky day!
"This is the John Holmes model. I thought you would like it since you were reminiscing about the golden age of porn the other day." Ann was right. While I love the raunchiness and intimacy of today's porn, there was something special about `70s era porn. An aura, if you will, that continues to captivate me, even to this day. Ann climbed up on the bed with a big container of lube. We have tried a number of lubes and Ann likes to stick with water based ones – easier to clean up. Today it was Swiss Navy. She pumped several times onto my ass and into the palm of her hand. She took her hand and rubbed the lube all over that realistic dildo. I am going to get fucked by John Holmes! I started wriggling my ass at the thought.
"Be patient, you little slut!" My wife purred and a few moments later, the head of the huge dildo started sliding into my ass. Mmmm, what a feeling. God I love getting fucked, it feels great! As Ann started to move that huge dong further into my anal cavity, I again started thinking back to my youth.
After Dave moved away, I didn't have anyone else to interact with. I was a socially awkward kid in high school and didn't go out on any dates or had any girlfriends. I did have a steady diet of porn as my dad would periodically get different movies. I sometimes wondered where he got them from but never dwelled on it for long. After high school, I went to college. At college, again, I didn't have any meaningful interactions with anyone, male or female but I did continue my exploration of porn. There was a bookstore at school that had some really wild erotica books. Kind of like the old Penthouse Forum but in a booklet format. This really opened up my eyes. I learned about all sorts of kinks, cheating on a spouse, cuckolding, watersports, gay, cd/trans, bdsm, and even zoophilia. It was all so wild. The wilder the better! Being so timid in real life, it was incredibly tittilating to hear about some of these bizarre scenarios.
After finishing school, I got a job and my own place. I was finally able to explore a little more. I started buying dildos and butt plugs. I would watch myself in the mirror as I tried to deepthroat a dildo (still couldn't). I would love fucking myself with the dildos and would even walk out in public with a butt plug inserted into my ass. I felt so naughty! Sometimes, I would even lay in the bathtub and piss on myself just to say I did it. At my apartment building there were always extra catalogs in the building's cubicle. My favorite? It should be no surprise but I loved the Victoria's Secret catalog. There was a period of time where I purchased some lingerie, a dress, and heels. I shaved my body (I am a pretty hairy dude) and loved the feeling of getting dressed up in female clothes. However, at 6'2", I was hardly feminine.
As with any of these activities, post nut clarity would hit hard and I would either throw the toys away or purge my femme clothing. This process repeated itself for a period of time until I finally decided, enough was enough. It is time to grow up. Over the next 20 years, I repressed my urges/desires and attempted to conform as a normal straight man. I met a cute woman at work who was on the rebound off a messy divorce, even though she was only 23 at the time (I was 21). We hit it off pretty well and she was the first woman I ever fucked but it was not without incident. We had flirted for awhile and I tried to come off as sounding like I had some experience. On our second date, on a Friday night, we went back to my place and after a pretty hot make-out session, she was eager to get dicked down. However, I was so nervous, that I couldn't get hard. What an embarrassment! Jessica was cool about it and we said our good-byes for the night. I called her up the next morning and asked her to lunch and she agreed.
At lunch, I came clean and told her that everything I said was bullshit. I had never slept with a woman and, frankly, was a bit intimidated by her since, formerly being married, she obviously had a lot of experience. Jessica laughed out loud and at first I thought she was laughing at me for being a virgin. She saw my expression and said "I'm sorry, I'm not laughing at you, I'm laughing at myself. I thought I was the problem. After some of the stories you told, I thought I just didn't turn you on."
"Nonsense!" I said. "You are incredibly attractive and I would love to have another chance with you."
Jessica's smile turned into a lascivious grin. "I have never been with a virgin before, that's pretty hot." My face started turning red and my cock started hardening in my pants. I motioned to the waiter that we were ready to pay and we booked it out of there and headed back to my place. While there wasn't anything notable or remarkable about my first time. As they say, you will never forget it. We fucked like rabbits the rest of Saturday and most of Sunday. It was the first time my cock was so sore and I was so tired, I couldn't physically get an erection. We continued like that for another couple of weeks until the spark wore off and we went in different directions.
Over the next several years, I had a handful of steady girlfriends and was never without sex for an extended period. However, my latent urges/desires were always nearer than I wanted. Between girlfriends I would readily rent porn. VHS cassettes morphed into DVDs. I started renting some gay porn and trannie porn. Anything that was straight had to have some sort of kink. I liked the gonzo vids, my favorite being the Gang Bang Girl series. During this time, I was going to school at night to get my MBA and, after graduating, got a nice job in a finance firm. That's where I met Ann. She was also a recent graduate and we were assigned to the same team.
Ann is 5'6". Back then she was about 110 pounds (today she is about 130). She had beautiful brunette hair and deep brown eyes – just like the Van Morrison song. We got along really well and, eventually, got married. We had two kids, a boy and a girl. Ben, Jr. is now 20 years old and is in his third year of college. Addison is 16 years old and a sophomore in high school. After the kids were born, Ann stopped working and I started working more. Sex become less frequent until it was basically non-existent. Over time, I also started traveling more and as the sexual frustration was building my old demons started peeking out from the recesses of my brain.
It was about 2011 or 2012 when I first came across sissy hypno vids. I had been streaming porn for a couple of years and frequented all of the major ones at the time, PornHub, YouPorn, TNAFlix, etc. I even remember Stile Project which showed some off the wall shit like crazy anime. However, my favorite, due to the layout, was Xhamster. When I was on the road, I would surf for hours at the end of the day, jerking off to whatever caught my eye. The sissy hypnos were new and different. The idea of hypnotizing yourself into becoming a cock loving slut was laughable but it was still erotic. The early ones were nothing great but then I saw a vid by EmperorHypnos and I was hooked. Between the clips used, the music, the editing, and the captions, all put together were really great – in an erotic sense. Soon there were a plethora of other creators that I gravitated to and sissy hypno become my first choice porn.
Having always been fascinated by deepthroating, one of the first things I did was to really learn how to deepthroat. This took some patience and time but thanks to the reinforcement from my hypno viewing it was soon accomplished. I remember being in a hotel room and I had a dildo that was about 9.5" long. It had a suction cup that allowed me to secure it to a smooth surface. I had turned the desk table in the room on its side and had the dildo stuck on the table top facing me as I knelt in front of it. Using some lube, I worked more and more of it into my throat. It was incredible when I first felt the whole dildo in my throat as my lips touched the table top. I immediately started gagging and had to pull my face away but right afterward I shot an incredible load. I then went to bed feeling happy with myself. I then woke up in the middle of the night with a raging hard on, wanting to take that rubber dick deep in my mouth again. I put my headphones on, put on my favorite hypno, `Sissymaker 2' by EmperorHypnos and went to town on that dick. I told myself that I needed to go all the way down and all the way up that dick 10 times before I could stop. I did that, then it was 20 times, then 30 times. From that point on, I have not had a problem swallowing a dick, real or fake. For those interested, I still have a short clip or two of my deepthroating technique on my Xhamster profile page. One of my favorite memories was being in the hotel room, with a butt plug in my ass, sucking on a dildo. This was a big, thick dildo. Probably close to 11" and 6" around. When I finally got that gargantuan dong all the way into my throat, I reflexively gagged and that caused my ass to spasm, shooting the butt plug out of my ass and across the hotel room. Ahh, good times...
The other thing that happened during this time was overcoming my revulsion of eating my cum. Post nut clarity always hit hard. To overcome this, when I was on the road, I would shoot my load into a glass. Then, inevitably, when I was jerking off again a little later, I was more than willing to swallow my prior load. After doing it a couple of times, I got used to the taste and was able to start swallowing my load immediately. Much later, as I came to grips with who I was, post nut clarity was no longer a thing. Swallowing cum was as natural as drinking water.
Whenever I was all horned up and playing with a dildo, jerking off, watching porn, or whatever, my go to fantasy was that I had become a cock sucking sissy whore. I would tell myself that this is only a fantasy and that I would never willingly suck another guy's dick (other than the one I already sucked in junior high...) but I also knew that I was lying to myself. I had now become self-aware enough to know that I was pretty perverted and that I would want to keep taking things to the next level. I just didn't know where the next level would be or if there would always be another level.
As I starting thinking about the existentialism of level after level, my wandering mind was brought back to the business at hand, getting railed by my wife. Her thrusts become faster and harder as my ass was now taking the entire length of that dildo.
"Do you like that you sissy bitch?" My wife spat at me from behind.
"God, yes! I love it" I really did love it. The feeling of getting ass fucked is incredible. As Ann continued to thrust into me, some waves overcame me and my legs started shaking. While I never had a full blown sissygasm, this was as close as I ever got and I just groaned to my wife, "Please, don't stop, keep fucking me!" She kept it up for a while longer and eventually tiring, she kind of collapsed on top of me with the dildo still deep in my ass.
"You really are a little sissy bitch, aren't you?"
Laying contentedly underneath her, I replied "Yep, sorry that I am not the traditional man that you expected to marry."
"That's okay, tradition is boring. Besides, now that you are my little fuck slave, I have some ideas."
"Oh, yeah, like what?" I asked.
"Don't you worry your little head. You are on a need to know basis. Now it's time for you to take care of me." Ann climbed off me and slapped my ass as the dildo popped out from my poop chute. She undid the harness and it dropped to the floor. She then crawled onto the bed, laid on her back and spread her legs. "Get to work, sissy!" I crawled between her legs and as my mouth moved to her hairy pussy I started wondering what did she have in mind?