Becoming A Sissy Part 3 free porn video
Third instalment. Apologies it has been slow until now, but things progress a lot. In part three. We start with Tom, getting some of his background and thoughts on Peter and then back to Peter's voice.
Tom's story.
Myself and Peter had been friends since we were in school together were we had an interest in supporting common which really kept us as friends for years and years. We finished school, went to college got our first jobs and settled down all the time being in touch with each other, helping each other and basically being good mates. I had been divorced about three years earlier and Peter had been a real help to me during that time. My wife had just lost interest in me and frankly I had in her. We probably should never have married, but still it was a shock to the system which Peter helped me through. After the divorce I decided to fuck around as much as I could, why not, pussy was served up to me on a platter. I guess word got around about how big my cock was, it was like bees to honey. I had a no intention of settling down, once was enough, so maybe this whole development in Peter's life came at the right time.
I hadn't really been specific with Peter about what I had heard about his missus (Sarah) and Kevin. One bimbo that I had fucked claimed she knew what was going on. The word was that Peter couldn't satisfy his wife because he was so inadequate in the cock apartment (no surprise to me, but what did I care?), and Kevin really could apparently. I laughed when the bimbo, reassured me that Kevin was nowhere near as big as I was (she'd been there, done that). But I have to admit, I, like all the men I knew thought Sarah was definitely someone we would like a crack at, but hadn't because of Peter. Even more worrying about the rumours, was that there was supposedly a photograph of Peter lying in the bath, jerking off in a pool of his own piss. What sort of a bloke does that?
Being his best mate obviously it was no surprise to me that Peter had a tiny cock. When we had been out for beers et cetera I had seen it, or rather not seen it when we'd stand for a piss, he would always lean in more while I would stand back and admire myself. Occasionally I caught him glancing at me, but I guess that's natural.
Anyway all of this stuff was going through my mind when I decided to call around and see him.
The stuff I learned that night really explained an awful lot. His inability to hold onto Sarah the fact that she was seeing Kevin etc
When Peter told me about his porn habit, I guess it made sense to me, a bloke does need a sexual outlet after all. I was glad we had the conversation and frankly when he told me about the website he used I really wanted to find out more about what he was into.
Fuck me it was astounding. He clearly was submissive, a sissy in porn language, looking at all the photographs and videos which really could only have turned an already slightly submissive person into a complete sissy. Then there was all the shemale stuff, cripes this was new to me. Stunning birds with huge cocks!
I felt my own big unit start to stir. Why not I thought, I could really do with relieving the pressure in my balls. I pulled out my cock which was a big handful around and when I get erect, 9 inches of male perfection (my ex-wife's description). I started jerking off going through these videos, trying to find more and more out about Peter's new sex life. Then I came across a story he had apparently written. It was all about submission and the sexual pleasure of being pissed on. I didn't think about it too much, it was perverted, but I have to say my cock was loving it. What drove me over the edge was finding a gallery which was all about Daddy's. I wasn't exactly sure what that was until I had flicked through a few of the photographs. It became obvious that Peter was turned on by the idea of being submissive for his Daddy. Whether it was kneeling between a guys legs, sucking his balls, deep throating his cock or assuming the doggy position opening his smooth ass for daddy, it was a huge turn on. That's when I busted my nut. I came and came and came.
Later as I reflected on all of this stuff it did cross my mind, did Peter see me as his Daddy?
Peter
I really didn't know what I was thinking, there was a night out planned for all of our friends months ago and I never got around to telling people I wouldn't show up. Ordinarily this would have been exactly the type of evening I would have made my excuses and stayed at home with my beloved porn, but for some reason Tom called me and convinced me that it would be a good thing to go along, besides he wanted to catch up with his friend. I was a little puzzled by this, he hadn't said much about the X-hamster, perhaps he hadn't spent much time on it and had accepted my "it's all a fantasy excuse".
The minute I arrived at the venue I knew this wasn't a good idea. Sarah made it more or less obvious that she was with Kevin. Because of that I guess Tom seem to go overboard in his friendliness to me, bringing me to the bar having a drink and all in all making it obvious that we are friends. I guess if he had't done that I would have just sat in the corner, crushed by my wife's very public infidelity
I sorta took it for a while like the sissy that I am. But then at one stage she was sitting beside him with her hand on his leg rubbing up and down with the desired results. Finally I had, had enough. I didn't know what to do, I couldn't go up and confront her with Kevin beside her, could I? So in the end I just sent her a text "time to go, are you coming". I looked over when she received the message and a grin broke across her face. She fiddled with the phone for a while and then obviously pressed send and looked over at me. I almost cried when I saw the message which read "do you seriously think I'm going home with this" which was followed by the photograph she had taken of me in the bath, covered in my own piss with my tiny erection on show, the rest of the message read "when I can go home with this" underneath was the photograph of what I have to say was a magnificent cock, presumably Kevin's. She showed the messages to Kevin and both laughed out loud and looked over at me.
Embarrassed I rushed out of the club, hoping I would never see any of them again. However, Tom rushed after me, and tried to calm me down. "Don't mind him Peter, she'll soon get tired of that idiot and want to come back with you, just bide your time" I looked up at him and said "you've looked at my X-hamster profile, you really think I actually want her back? I think that ship has sailed and frankly I have changed too". He looked at me for what felt like a minute and said "yes I have to say I was a bit shocked, but I know you have to get your rocks off so no big deal, and by the way your profile is helped me get my rocks off a couple of times" he grinned and looked directly at me. "Anyway I've had enough of this night you fancy going somewhere else for a beer?"
I really wasn't sure, but even though I really wanted to go home and humiliate myself with lots of sexy porn, I was intrigued by the fact that Tom had followed me out and wanted to go for a drink. So we went down the road a bit, found a bar and started to have a few drinks, like the old days. Inevitably my small bladder got the better of me I had to go to relieve myself. Tom followed me in and we ended up side-by-side, which we hadn't been for a long time. As usual I was leaning in trying not to piss all over my shoes, while Tom was standing almost 1 foot back and pissing with power. I looked down at what I had remembered to be a magnificent cock. I got absorbed in it and for a few moments imagined I was lying in my bath at home and Tom was pissing all over me.
Needless to say I ended up pissing on my shoes! I looked up into Tom's face and he was looking into mine, "I hope this is turning you on, I saw some of your videos and I guess a big cock like mine pissing might get you off?" I zipped up quickly washed my hands and went out. I waited for him for a few minutes until he finally came out.
"Interesting, I thought you would have gone home humiliated, but then again I guess that's your thing" I looked up at him hoping I would still see my good friend, and indeed I did. He was making fun of me, not trying to humiliate me. He continued, “I gather this stuff turns you on, like I said I've been getting off to it too, but I'm interested how much of it is a fantasy? Have you made any of this reality, yet?"
I looked at him intrigued, I really hadn't expected him to completely cut me out of his life, but nor did I expect him to be as interested and questioning as he was being. A tiny part of me was thinking about what I'd seen in the toilet, and what I would like to happen in the future. He slightly cut me off balance when his next question was "tell me about this sissy stuff".
I went beetroot red, I wasn't sure I was prepared to have this conversation with Tom, but again I did slightly wonder if he was asking me to seduce him. We moved over to a table in the bar with no one else around so we could have the conversation in private. I explained how having experienced all the rejection from Sarah I had totally lost my confidence and explored the internet for stuff that got me off. Sissy and humiliation really did it for me. I guess it spoke precisely to my lack of manhood. Occasionally Tom would ask me to clarify, for instance "do you dress up?". I explained about how I loved the bodies of the sexy shemales, especially how smooth they were, so that yes I shaved my body from head to toe and had taken to wearing women's underwear. He was full of questions about where I got them et cetera and when I explained he just shook his head saying "how humiliating was that". He asked me had I ever had another man fuck me.
I quickly reassured that, no, all of this was just a fantasy for me to play out at home. "Sex toys?" He asked me. Jesus this was like being interrogated by Special Branch. Again I explained that as part of the fantasy I did use butt plugs and occasionally a dildo in my arse. I even told him that the night he had called over with the beer to watch the football I was wearing a sexy little Thong and a butt plug in my arse. He burst out loud laughing saying "if I'd known that, I would have wanted to have a look".
I looked at him sideways and said "I am tonight as well" I left it hanging there, enjoying his embarrassment and obvious discomfort for once. We said nothing and I went up to the bar to get us another drink, we knocked that back quickly and I could see that he was deep in thought. It was important that the next move was his, and I wasn't surprised, given how manly he is that he didn't back down "okay mate let's go home and see what you have to offer".
I couldn't quite believe this was going to happen. We made our way back to my flat, and I was reassured that Tom was taking charge of this situation (like he always did) and I was happy to follow. When we got home he really took charge, but still in a nice way.
"Tell you what, I'm going down to have another piss, why don't you set up your TV so we can go through some of your porn, and you can explain some of this stuff to me" I quickly scurried to get my laptop and connected it up to the TV in the lounge room. I pull two chairs together and waited for him to come back. As soon as he did I fired up the computer and started showing some of my personal favourite videos. I deliberately kept it pretty vanilla (or as vanilla as I had on my laptop) so as not to put him off. It was things like Gina Gerson blowing a big bloke with all of the enthusiasm she always has. Then I thought I would be a little more adventurous and show a Bailey Jay video where she is getting a blowjob. I was finding this quite a turn on, not so much the videos which were at the tame end of what triggered me but the fact that Tom was sitting beside me absorbed by it. "I think your stuffs a bit harder than this, are you going easy on me?" He asked.
I debated it for a minute and then just put on a slideshow of my favourite sissy and humiliation photographs which had a pretty liberal mix of Daddy stuff in it as well. "Oh yeah, this is the stuff I saw". This whole situation was getting too much for me and I started, I thought surreptitiously to rub my little clit. I guess Tom was looking out for it because he looked over at me and said "one thing we've never done is jerk off together, why don't we do that" with that he stood up and came over to me, pulling me into the standing position.
"Let's see this smooth body you've been hiding" with that he completely took charge pulling my T-shirt over my head, checking out under my armpits, and then undoing the belt in my trousers. I put my hand on his "do you really want to go through with this?" His answer was to brush my hand away and continue with undoing my belt, my button and fly and taking my trousers down to my ankles. He stood back and whistled quietly, "not bad, not bad" at this stage I was well past embarrassment, there I was standing with a completely shaved body and in a little red thong. I kicked my trousers and shoes off when Tom held my hand high in the air said "give us a twirl that" I giggled and complied. Just as I was about to turn around to face him again he stopped me by putting his hands on my shoulders saying "I think you've got something else to show me" then he gently pushed my shoulders down so that I was bending forward
His fingers reached under the top of my thong and pulled it down to my ankles where I stepped out of them in my best impression of a sissy. He bent my head further forward so that my arse was in the air. Then I felt his hands pulling my arse cheeks apart, revealing my little butt plug. "So you weren’y just teasing me" he laughed. I didn't say anything but maintained my position whereby he started gently tugging at the butt plug just a little at first and then a couple more centimetres and a couple more centimetres in the end he was gently fucking me with the butt plug, this went on for a few minutes and not to my surprise my clit started responded. I was partly humiliated mostly embarrassed but very turned on. He stopped and then raising my shoulders turned me around and looked down at my clit. "Yeah that's how small I thought it was" he said in a very matter-of-fact way. "Why don't you sit down and make yourself comfortable
As I sat down he stayed in the position facing me, but just out of my reach. He too pulled his shirt over his head revealing his hard muscular chest and arms. Wow I thought, Tom's been working out! Then very deliberately keeping eye contact with me he kicked off his shoes and trousers. I was surprised to see he wasn't wearing any underwear, (Tom going commando, what a stud). He just stood in front of me for 10 or 15 seconds with his magnificent cock just hanging there, backed up by his huge balls. I was afraid to even touch my little clit for fear that I would shoot my load. Then he just went and sat back in his chair and said "let's make this a good one"
The next 30 minutes are a daze, I went through video after video, lots of shemales giving and taking large cocks to a range of shemales, men and women. I was afraid to touch myself, because this was already driving me nuts. Rather I just looked over at Tom who had his cock in his hand and was wanking it to his hearts content. He looked at me and if winked saying "why didn't we ever do this before" he laughed.
The next video I called up was entitled "Sissy husband sucks BBC" the video started with some role-play you know, hot wife with a pathetic white husband and her black boyfriend with huge cock. Within two or three minutes the dominant wife and the BBC have the white guy on his knees sucking a huge black cock, and they switch to her straddling the BBC and ordering him to lick her ass, and the next scene was ordering him to kneel between the BBC's knees and lick his balls while she fucked him.
At this point Tom just looked over at me and said "so is this just a fantasy of yours or would you really like to do it? Because if you want to do what that Sissy is doing now is your chance" he opened his legs wide shifted his bottom forward in the chair and gently rocked his hips up and down with the effect that his cock was bouncing around, to my mind begging for attention. I stood up from my chair, determined to find out if this was just the fantasy of a porn addictg or my role in life. As I stood up, Daddy said "I don't think so sissy, shouldn't you be on your knees?" I smiled, Tom had really done his work, and yes this was going to happen.
I got down on my hands and knees and slowly crept over to him, keeping my eyes on the prize, that huge deck and those big balls. They were going to be mine. When I got to him he slid his bottom further forward in the chair and lifted his knees up to his chest "ass first".
I looked up into his eyes and said "Yes Daddy” for the first time. I leaned forward taking in the impressive view. I sniffed the aroma and pure a****l lust shot through me. I started licking this beautiful anus. For the next five minutes I lapped and lapped at his gorgeous butthole alternating between long wet licks and shorter stabbing ones, trying to penetrate his sphincter.
After that there followed a series of commands with my obedient reply "Yes daddy" "suck my left ball" followed by "right ball" followed by more of a question "both? I was in sissy heaven, Obviously, I was really lucky to have such a fine specimen to worship, I loved taking his balls in my mouth and toying with them loving the smooth skin, but knowing that they were full of sperm which drove me crazy. It was somewhere between having both balls in my mouth and responding to his order to take the gorgeous mushroom head of his cock in my mouth that I spilled my girly cum on the floor.
Whatever, I knew why I was here and it wasn't anything to do with my pleasure, rather everything to do with Daddy's. I played and played with the head of his cock alternating between gentle licks and then taking it all in my mouth. Then I heard his command "take more" and I knew that we had reached an important point, he wanted me to take his monster as far down as I could. I have to say that I was somewhat nervous but knew I had to serve Daddy as best I could I rose up on my knees and angled his cock towards my mouth so that I could maximise how much I could take. I opening my mouth as wide as I could and gently lowered my head over it. It was an incredible incredible feeling which I don't think I will ever be able to replicate. A sissies first blow job is a momentous occasion.
On the one hand, I know this sounds bizarre, I felt incredibly powerful. I had the ability to give pleasure to the most important person in my life with my tongue and throat and it felt exciting.
At the same time I was very aware that I was kneeling in my own lounge room with my sissy underwear on the floor, my pathetic shaven body which was neither male nor female with its tiny pathetic little clit. I had dribbled my cum on the floor and was kneeling between the legs of this powerful man with his cock down my throat. There was some humiliation there but I have to say I was very aware that I was pleasuring Daddy and that made me happy and fulfilled.
I continued to attempt to deep throat his cock but could only really take half it. He gently pulled his big hands on the side of my head and rocketed it forward onto his manhood. I was aware that he was getting closer and closer to climax. He started rocking my head faster and faster and then gave his final command "swallow it" within five seconds he was cumming in my mouth and down my throat. He stopped fucking my face and left his cock deep in my mouth grunting as he shot each load of beautiful cum down my throat. I struggled manfully (okay like a sissy) to take it all and was mostly successful. A little bit dribbled down the side of my mouth and on to my chin, but for a first effort I thought I had done a good job.
Then Daddy collapsed back in the chair which took his cock out of my mouth. Aware of my duties I kept his cum in my mouth and played with it, tasting it, getting used to its consistency. I then open my mouth to show him before very deliberately closing it and swallowing my first load of cum. Using my finger I pushed the cum on my chin into my mouth and swallowed again (you see my hours of porn addiction had not gone to waste).
Just then we became aware of the sissy video that had been playing. In a stern voice the hot wife instructed the sissy, “now clean him up”.Myself and daddy both burst out laughing. But then he stopped, raised his eyebrows looking at me and didn't need to say any more. I shuffled in closer so that I would be able to honour my daddy's request while allowing him to lie back and relax in the afterglow.
I started with his cock, sucking and cleaning all of the spit. I paid special attention to the head which was still dribbling cum. I went down the shaft kissing nibbling and licking up the mess I had left. Then down to his balls nuzzling them and licking them making sure they were clean for my Daddy. Finally with his encouragement I licked his ass clean. This whole process was turning me all over again, not that anyone cared.
When I thought I had done a satisfactory job I sat back on my heels and looked up at him. He looked down inspecting himself and nodded with appreciation "good job Sissy".
With that he stood up and reached down for his trousers and started to get dressed, when I started to do the same he stopped me saying "stay how you are, you don't need to get dressed until after I've left". I was a little surprised and started to say "but Tom" when he looked at me and it was then I realised that Tom and Peter had gone replaced by Daddy and Sissy. I felt part humiliation and part ecstasy. In my mind Daddy had just made a commitment to me, I guess you could say I was in Sissy heaven. Peter got dressed and without giving me another glance just said "I'll give you a call when I'm horny" and went out the door.
Tom's story.
Myself and Peter had been friends since we were in school together were we had an interest in supporting common which really kept us as friends for years and years. We finished school, went to college got our first jobs and settled down all the time being in touch with each other, helping each other and basically being good mates. I had been divorced about three years earlier and Peter had been a real help to me during that time. My wife had just lost interest in me and frankly I had in her. We probably should never have married, but still it was a shock to the system which Peter helped me through. After the divorce I decided to fuck around as much as I could, why not, pussy was served up to me on a platter. I guess word got around about how big my cock was, it was like bees to honey. I had a no intention of settling down, once was enough, so maybe this whole development in Peter's life came at the right time.
I hadn't really been specific with Peter about what I had heard about his missus (Sarah) and Kevin. One bimbo that I had fucked claimed she knew what was going on. The word was that Peter couldn't satisfy his wife because he was so inadequate in the cock apartment (no surprise to me, but what did I care?), and Kevin really could apparently. I laughed when the bimbo, reassured me that Kevin was nowhere near as big as I was (she'd been there, done that). But I have to admit, I, like all the men I knew thought Sarah was definitely someone we would like a crack at, but hadn't because of Peter. Even more worrying about the rumours, was that there was supposedly a photograph of Peter lying in the bath, jerking off in a pool of his own piss. What sort of a bloke does that?
Being his best mate obviously it was no surprise to me that Peter had a tiny cock. When we had been out for beers et cetera I had seen it, or rather not seen it when we'd stand for a piss, he would always lean in more while I would stand back and admire myself. Occasionally I caught him glancing at me, but I guess that's natural.
Anyway all of this stuff was going through my mind when I decided to call around and see him.
The stuff I learned that night really explained an awful lot. His inability to hold onto Sarah the fact that she was seeing Kevin etc
When Peter told me about his porn habit, I guess it made sense to me, a bloke does need a sexual outlet after all. I was glad we had the conversation and frankly when he told me about the website he used I really wanted to find out more about what he was into.
Fuck me it was astounding. He clearly was submissive, a sissy in porn language, looking at all the photographs and videos which really could only have turned an already slightly submissive person into a complete sissy. Then there was all the shemale stuff, cripes this was new to me. Stunning birds with huge cocks!
I felt my own big unit start to stir. Why not I thought, I could really do with relieving the pressure in my balls. I pulled out my cock which was a big handful around and when I get erect, 9 inches of male perfection (my ex-wife's description). I started jerking off going through these videos, trying to find more and more out about Peter's new sex life. Then I came across a story he had apparently written. It was all about submission and the sexual pleasure of being pissed on. I didn't think about it too much, it was perverted, but I have to say my cock was loving it. What drove me over the edge was finding a gallery which was all about Daddy's. I wasn't exactly sure what that was until I had flicked through a few of the photographs. It became obvious that Peter was turned on by the idea of being submissive for his Daddy. Whether it was kneeling between a guys legs, sucking his balls, deep throating his cock or assuming the doggy position opening his smooth ass for daddy, it was a huge turn on. That's when I busted my nut. I came and came and came.
Later as I reflected on all of this stuff it did cross my mind, did Peter see me as his Daddy?
Peter
I really didn't know what I was thinking, there was a night out planned for all of our friends months ago and I never got around to telling people I wouldn't show up. Ordinarily this would have been exactly the type of evening I would have made my excuses and stayed at home with my beloved porn, but for some reason Tom called me and convinced me that it would be a good thing to go along, besides he wanted to catch up with his friend. I was a little puzzled by this, he hadn't said much about the X-hamster, perhaps he hadn't spent much time on it and had accepted my "it's all a fantasy excuse".
The minute I arrived at the venue I knew this wasn't a good idea. Sarah made it more or less obvious that she was with Kevin. Because of that I guess Tom seem to go overboard in his friendliness to me, bringing me to the bar having a drink and all in all making it obvious that we are friends. I guess if he had't done that I would have just sat in the corner, crushed by my wife's very public infidelity
I sorta took it for a while like the sissy that I am. But then at one stage she was sitting beside him with her hand on his leg rubbing up and down with the desired results. Finally I had, had enough. I didn't know what to do, I couldn't go up and confront her with Kevin beside her, could I? So in the end I just sent her a text "time to go, are you coming". I looked over when she received the message and a grin broke across her face. She fiddled with the phone for a while and then obviously pressed send and looked over at me. I almost cried when I saw the message which read "do you seriously think I'm going home with this" which was followed by the photograph she had taken of me in the bath, covered in my own piss with my tiny erection on show, the rest of the message read "when I can go home with this" underneath was the photograph of what I have to say was a magnificent cock, presumably Kevin's. She showed the messages to Kevin and both laughed out loud and looked over at me.
Embarrassed I rushed out of the club, hoping I would never see any of them again. However, Tom rushed after me, and tried to calm me down. "Don't mind him Peter, she'll soon get tired of that idiot and want to come back with you, just bide your time" I looked up at him and said "you've looked at my X-hamster profile, you really think I actually want her back? I think that ship has sailed and frankly I have changed too". He looked at me for what felt like a minute and said "yes I have to say I was a bit shocked, but I know you have to get your rocks off so no big deal, and by the way your profile is helped me get my rocks off a couple of times" he grinned and looked directly at me. "Anyway I've had enough of this night you fancy going somewhere else for a beer?"
I really wasn't sure, but even though I really wanted to go home and humiliate myself with lots of sexy porn, I was intrigued by the fact that Tom had followed me out and wanted to go for a drink. So we went down the road a bit, found a bar and started to have a few drinks, like the old days. Inevitably my small bladder got the better of me I had to go to relieve myself. Tom followed me in and we ended up side-by-side, which we hadn't been for a long time. As usual I was leaning in trying not to piss all over my shoes, while Tom was standing almost 1 foot back and pissing with power. I looked down at what I had remembered to be a magnificent cock. I got absorbed in it and for a few moments imagined I was lying in my bath at home and Tom was pissing all over me.
Needless to say I ended up pissing on my shoes! I looked up into Tom's face and he was looking into mine, "I hope this is turning you on, I saw some of your videos and I guess a big cock like mine pissing might get you off?" I zipped up quickly washed my hands and went out. I waited for him for a few minutes until he finally came out.
"Interesting, I thought you would have gone home humiliated, but then again I guess that's your thing" I looked up at him hoping I would still see my good friend, and indeed I did. He was making fun of me, not trying to humiliate me. He continued, “I gather this stuff turns you on, like I said I've been getting off to it too, but I'm interested how much of it is a fantasy? Have you made any of this reality, yet?"
I looked at him intrigued, I really hadn't expected him to completely cut me out of his life, but nor did I expect him to be as interested and questioning as he was being. A tiny part of me was thinking about what I'd seen in the toilet, and what I would like to happen in the future. He slightly cut me off balance when his next question was "tell me about this sissy stuff".
I went beetroot red, I wasn't sure I was prepared to have this conversation with Tom, but again I did slightly wonder if he was asking me to seduce him. We moved over to a table in the bar with no one else around so we could have the conversation in private. I explained how having experienced all the rejection from Sarah I had totally lost my confidence and explored the internet for stuff that got me off. Sissy and humiliation really did it for me. I guess it spoke precisely to my lack of manhood. Occasionally Tom would ask me to clarify, for instance "do you dress up?". I explained about how I loved the bodies of the sexy shemales, especially how smooth they were, so that yes I shaved my body from head to toe and had taken to wearing women's underwear. He was full of questions about where I got them et cetera and when I explained he just shook his head saying "how humiliating was that". He asked me had I ever had another man fuck me.
I quickly reassured that, no, all of this was just a fantasy for me to play out at home. "Sex toys?" He asked me. Jesus this was like being interrogated by Special Branch. Again I explained that as part of the fantasy I did use butt plugs and occasionally a dildo in my arse. I even told him that the night he had called over with the beer to watch the football I was wearing a sexy little Thong and a butt plug in my arse. He burst out loud laughing saying "if I'd known that, I would have wanted to have a look".
I looked at him sideways and said "I am tonight as well" I left it hanging there, enjoying his embarrassment and obvious discomfort for once. We said nothing and I went up to the bar to get us another drink, we knocked that back quickly and I could see that he was deep in thought. It was important that the next move was his, and I wasn't surprised, given how manly he is that he didn't back down "okay mate let's go home and see what you have to offer".
I couldn't quite believe this was going to happen. We made our way back to my flat, and I was reassured that Tom was taking charge of this situation (like he always did) and I was happy to follow. When we got home he really took charge, but still in a nice way.
"Tell you what, I'm going down to have another piss, why don't you set up your TV so we can go through some of your porn, and you can explain some of this stuff to me" I quickly scurried to get my laptop and connected it up to the TV in the lounge room. I pull two chairs together and waited for him to come back. As soon as he did I fired up the computer and started showing some of my personal favourite videos. I deliberately kept it pretty vanilla (or as vanilla as I had on my laptop) so as not to put him off. It was things like Gina Gerson blowing a big bloke with all of the enthusiasm she always has. Then I thought I would be a little more adventurous and show a Bailey Jay video where she is getting a blowjob. I was finding this quite a turn on, not so much the videos which were at the tame end of what triggered me but the fact that Tom was sitting beside me absorbed by it. "I think your stuffs a bit harder than this, are you going easy on me?" He asked.
I debated it for a minute and then just put on a slideshow of my favourite sissy and humiliation photographs which had a pretty liberal mix of Daddy stuff in it as well. "Oh yeah, this is the stuff I saw". This whole situation was getting too much for me and I started, I thought surreptitiously to rub my little clit. I guess Tom was looking out for it because he looked over at me and said "one thing we've never done is jerk off together, why don't we do that" with that he stood up and came over to me, pulling me into the standing position.
"Let's see this smooth body you've been hiding" with that he completely took charge pulling my T-shirt over my head, checking out under my armpits, and then undoing the belt in my trousers. I put my hand on his "do you really want to go through with this?" His answer was to brush my hand away and continue with undoing my belt, my button and fly and taking my trousers down to my ankles. He stood back and whistled quietly, "not bad, not bad" at this stage I was well past embarrassment, there I was standing with a completely shaved body and in a little red thong. I kicked my trousers and shoes off when Tom held my hand high in the air said "give us a twirl that" I giggled and complied. Just as I was about to turn around to face him again he stopped me by putting his hands on my shoulders saying "I think you've got something else to show me" then he gently pushed my shoulders down so that I was bending forward
His fingers reached under the top of my thong and pulled it down to my ankles where I stepped out of them in my best impression of a sissy. He bent my head further forward so that my arse was in the air. Then I felt his hands pulling my arse cheeks apart, revealing my little butt plug. "So you weren’y just teasing me" he laughed. I didn't say anything but maintained my position whereby he started gently tugging at the butt plug just a little at first and then a couple more centimetres and a couple more centimetres in the end he was gently fucking me with the butt plug, this went on for a few minutes and not to my surprise my clit started responded. I was partly humiliated mostly embarrassed but very turned on. He stopped and then raising my shoulders turned me around and looked down at my clit. "Yeah that's how small I thought it was" he said in a very matter-of-fact way. "Why don't you sit down and make yourself comfortable
As I sat down he stayed in the position facing me, but just out of my reach. He too pulled his shirt over his head revealing his hard muscular chest and arms. Wow I thought, Tom's been working out! Then very deliberately keeping eye contact with me he kicked off his shoes and trousers. I was surprised to see he wasn't wearing any underwear, (Tom going commando, what a stud). He just stood in front of me for 10 or 15 seconds with his magnificent cock just hanging there, backed up by his huge balls. I was afraid to even touch my little clit for fear that I would shoot my load. Then he just went and sat back in his chair and said "let's make this a good one"
The next 30 minutes are a daze, I went through video after video, lots of shemales giving and taking large cocks to a range of shemales, men and women. I was afraid to touch myself, because this was already driving me nuts. Rather I just looked over at Tom who had his cock in his hand and was wanking it to his hearts content. He looked at me and if winked saying "why didn't we ever do this before" he laughed.
The next video I called up was entitled "Sissy husband sucks BBC" the video started with some role-play you know, hot wife with a pathetic white husband and her black boyfriend with huge cock. Within two or three minutes the dominant wife and the BBC have the white guy on his knees sucking a huge black cock, and they switch to her straddling the BBC and ordering him to lick her ass, and the next scene was ordering him to kneel between the BBC's knees and lick his balls while she fucked him.
At this point Tom just looked over at me and said "so is this just a fantasy of yours or would you really like to do it? Because if you want to do what that Sissy is doing now is your chance" he opened his legs wide shifted his bottom forward in the chair and gently rocked his hips up and down with the effect that his cock was bouncing around, to my mind begging for attention. I stood up from my chair, determined to find out if this was just the fantasy of a porn addictg or my role in life. As I stood up, Daddy said "I don't think so sissy, shouldn't you be on your knees?" I smiled, Tom had really done his work, and yes this was going to happen.
I got down on my hands and knees and slowly crept over to him, keeping my eyes on the prize, that huge deck and those big balls. They were going to be mine. When I got to him he slid his bottom further forward in the chair and lifted his knees up to his chest "ass first".
I looked up into his eyes and said "Yes Daddy” for the first time. I leaned forward taking in the impressive view. I sniffed the aroma and pure a****l lust shot through me. I started licking this beautiful anus. For the next five minutes I lapped and lapped at his gorgeous butthole alternating between long wet licks and shorter stabbing ones, trying to penetrate his sphincter.
After that there followed a series of commands with my obedient reply "Yes daddy" "suck my left ball" followed by "right ball" followed by more of a question "both? I was in sissy heaven, Obviously, I was really lucky to have such a fine specimen to worship, I loved taking his balls in my mouth and toying with them loving the smooth skin, but knowing that they were full of sperm which drove me crazy. It was somewhere between having both balls in my mouth and responding to his order to take the gorgeous mushroom head of his cock in my mouth that I spilled my girly cum on the floor.
Whatever, I knew why I was here and it wasn't anything to do with my pleasure, rather everything to do with Daddy's. I played and played with the head of his cock alternating between gentle licks and then taking it all in my mouth. Then I heard his command "take more" and I knew that we had reached an important point, he wanted me to take his monster as far down as I could. I have to say that I was somewhat nervous but knew I had to serve Daddy as best I could I rose up on my knees and angled his cock towards my mouth so that I could maximise how much I could take. I opening my mouth as wide as I could and gently lowered my head over it. It was an incredible incredible feeling which I don't think I will ever be able to replicate. A sissies first blow job is a momentous occasion.
On the one hand, I know this sounds bizarre, I felt incredibly powerful. I had the ability to give pleasure to the most important person in my life with my tongue and throat and it felt exciting.
At the same time I was very aware that I was kneeling in my own lounge room with my sissy underwear on the floor, my pathetic shaven body which was neither male nor female with its tiny pathetic little clit. I had dribbled my cum on the floor and was kneeling between the legs of this powerful man with his cock down my throat. There was some humiliation there but I have to say I was very aware that I was pleasuring Daddy and that made me happy and fulfilled.
I continued to attempt to deep throat his cock but could only really take half it. He gently pulled his big hands on the side of my head and rocketed it forward onto his manhood. I was aware that he was getting closer and closer to climax. He started rocking my head faster and faster and then gave his final command "swallow it" within five seconds he was cumming in my mouth and down my throat. He stopped fucking my face and left his cock deep in my mouth grunting as he shot each load of beautiful cum down my throat. I struggled manfully (okay like a sissy) to take it all and was mostly successful. A little bit dribbled down the side of my mouth and on to my chin, but for a first effort I thought I had done a good job.
Then Daddy collapsed back in the chair which took his cock out of my mouth. Aware of my duties I kept his cum in my mouth and played with it, tasting it, getting used to its consistency. I then open my mouth to show him before very deliberately closing it and swallowing my first load of cum. Using my finger I pushed the cum on my chin into my mouth and swallowed again (you see my hours of porn addiction had not gone to waste).
Just then we became aware of the sissy video that had been playing. In a stern voice the hot wife instructed the sissy, “now clean him up”.Myself and daddy both burst out laughing. But then he stopped, raised his eyebrows looking at me and didn't need to say any more. I shuffled in closer so that I would be able to honour my daddy's request while allowing him to lie back and relax in the afterglow.
I started with his cock, sucking and cleaning all of the spit. I paid special attention to the head which was still dribbling cum. I went down the shaft kissing nibbling and licking up the mess I had left. Then down to his balls nuzzling them and licking them making sure they were clean for my Daddy. Finally with his encouragement I licked his ass clean. This whole process was turning me all over again, not that anyone cared.
When I thought I had done a satisfactory job I sat back on my heels and looked up at him. He looked down inspecting himself and nodded with appreciation "good job Sissy".
With that he stood up and reached down for his trousers and started to get dressed, when I started to do the same he stopped me saying "stay how you are, you don't need to get dressed until after I've left". I was a little surprised and started to say "but Tom" when he looked at me and it was then I realised that Tom and Peter had gone replaced by Daddy and Sissy. I felt part humiliation and part ecstasy. In my mind Daddy had just made a commitment to me, I guess you could say I was in Sissy heaven. Peter got dressed and without giving me another glance just said "I'll give you a call when I'm horny" and went out the door.
Becky
- 10.07.2020
- 7
- 0
