The Liberation Of Father Mortimer
- 3 years ago
- 94
- 0
His First Time free porn video
I used to and still do peruse a couple of websites that have chat rooms and IM capabilities geared toward ts/tv and cd chat rooms and have met with several interesting guys and other CD’s thru these sites. I easily get bored having sex with the same guys over and over, so I am always looking for new and exciting hookups. I love to dress up and look and feel sexy and just the same way a woman likes the attention that men give them, I am no different. Being retired allows me more time and freedom to be as sexy and feminine as I like and mostly live as a woman all the time when at home, staying femme all day and even sleeping in one of my nighties and panties. I love sex just as much as anyone else and usually manage to “play” 3 or 4 times a week, most times its just a 10 minute blow job with guys I have met online. One thing about most guys is that once they cum they are not interested in hanging around, it’s a bit discouraging, but since I really love to suck cock and eat cum I have adapted. Some days I will get several cocks to suck thru-out the day and other times I will just get one, either way I enjoy it immensely. So now on to my story....
One Saturday morning a few years ago I was online chatting, still in my lingerie from the night before when I received an IM from a guy I had met before and he asked if I was available...I told him I was and to come over. I popped the shemale porn into the machine and it was playing when he arrived. He immediately dropped his pants and his cock was soft and just average in size. I got to my knees and sucked him hard and within 10 minutes he had shot his load into my mouth, then he pulled his pants up, thanked me and was gone. I went back online and was chatting with guys from all over the US and the world actually. Some saw my profile pictures and wanted cyber sex and since I love to make guys cum I obliged. I can always tell when they have cum since they either have to leave for some reason or just stop chatting altogether.....Then I got an IM from a guy that was about an hour away from me and we chatted and exchanged pictures for a couple of hours...He found my pics to be very sexy and had always wanted to be with a “girl like me”. He was younger than me and quite handsome and had a nice sized cock that I estimated to be about 7 inches...I asked what he would be into and he wasn’t sure, but definitely oral he said. I told him that I loved to be treated as a girl at all times and in all respects, I like being kissed and caressed and that I was a bottom if it came to that. I really liked chatting with him and felt comfortable with him and finally asked if he would like to come and see me and have some fun.....He hemmed and hawed a little bit and said he wasn’t sure, said he was nervous (which is normal with same sex encounters, lets face it, while I may dress, act and look like a girl, I have a dick too and it also gets very hard and likes to cum). I tried to think of a way to put his mind at ease and this is what I came up with, and since then it has helped with other first timers....
I said to come on over and I will have shemale porn playing on the big screen tv and then I will excuse myself to freshen up, while I am in the other room powdering my nose if he wasn’t pleased or attracted to my appearance he was welcome to just leave without a word and with no hard feelings, but if he was still there when I returned I would sit beside him on the couch....I would not make the first move, would not “attack him”, but if he was comfortable in proceeding to give me some sort of sign, like touch or caress my nylon clad leg and then I would know how to proceed. He liked that idea and we made plans to meet that afternoon.........While I waited for him I cleaned up, shaved my face really close and smooth, put on a sexy lacy thong and matching bra, thigh high stockings and garter belt, short, tight black mini skirt and low cut red top, put in my 38D breast forms, brushed my long blonde wig and put it on, spritzed some perfume on my chest, neck and under my panties, followed by some jewelry, necklace, bracelets and earrings. Painted my nails to match my lipstick. I slipped on my 4 inch open toe heels and looked at myself in the full length mirror and was quite impressed with my appearance. I just hoped he would actually show and it would be more than a quick blow job and he’d be gone....
I sat down at the computer and started to chat with some other guys while I waited for Mike to arrive. I wanted a back up plan with another guy if he didn’t show up or wasn’t happy with my looks and left while I freshened up. Also, I could always head to the adult theater for some hot fun if he didn’t show and I couldn’t meet any other local guys. It was now 4 o’clock and still no word from Mike. Then about 4:15 there was a knock at the door. I hit play on the dvd player and walked to the door, opened it and there stood Mike. I invited him in and he said he had trouble finding my apartment. It was a big complex so I understood that. I asked him to sit on the couch directly opposite the big screen that showed this hot tranny sucking a huge cock. I asked if he wanted a beer and walked to the kitchen to get him a beer and purposely wiggled my ass as I walked the fridge. I said, “excuse me while I freshen up”. I went to the bathroom and stayed there about 5 minutes, giving him ample time to bail if he wanted to, checked my appearance, put on more bright red lipstick and some more sexy perfume. I came back to the living room not knowing what to find. To my delight Mike was sitting there just as I left him. I sat down close to him and crossed my legs, my mini skirt rode up revealing my garter strap and the lace top of my stockings. I looked down and noticed his jeans were bulging, but didn’t want to scare him off by grabbing it. I waited for him to caress my legs or something. He seemed at ease and comfortable so I placed my hand on his leg, just resting there midway between his knee and his crotch. Then it happened....he put his hand on my garter strap and said “that’s a nice touch, very sexy”. At that moment I knew I would have his cock in my mouth soon. He kept his hand on my leg and his fingers ran along my garter strap and stockings. My hand slid higher up and I felt his cock thru his jeans. I traced the outline of it with my painted finger tips and then I grabbed it and squeezed. That made him moan and I just had to see it up close. I fumbled with his belt and the button on his jeans and slipped my hand inside the waist band of his boxers, down to his hard cock and wrapped my hand around it. I loved how hard it felt in my hand and couldn’t wait to get my bright red lips wrapped around it. I tugged at his pants til they were just past his balls and his cock was free....I was wrong, it wasn’t 7 inches, but a good 8 and it looked so hot. I gently stroked his cock with a feathery touch, barely touching it. It twitched in my hand and I knew what he wanted now. I adjusted how I was sitting and leaned over, my face within inches of his powerful tool. His manly aroma wafted over me and my lips met the tip of his cock. I kissed it, still touching it with my special feather like touch. I slipped my tongue out and licked the sensitive underside, making his cock glisten with my saliva. My own clit (which I never reveal unless I am asked to) was hard in my thong and pressing against my tight mini. I kept licking up and down his shaft and then down to his balls which were shaved smooth ( I love shaved balls) and licked them as well. Mike was moaning louder now and I didn’t want him to cum too quickly, so I took my time exploring his rock hard cock. I looked up at him and said, “I’m glad you were still here when I returned from the bathroom”. He replied “I had no intention of leaving once I laid eyes on you, you’re incredibly sexy”. As with any real women, I love being complimented......at this point I had had enough of toying with his cock and I needed it in my mouth. I wanted to show this hunk of a man what a real blow job should feel like. I licked my way back up the underside of his dick and he was leaking precum from the tip which I immediately licked up and then my red lips parted as I took the head into my warm mouth. His moans told me that he was liking it. I ever so slowly began to take more and more of his length into my mouth until he was buried deep up to his balls....”Oh my God, no one has ever taken all of it before” he said. I just looked into his eyes and held his cock deep as I worked my tongue along the shaft at the same time. He looked down at me and smiled and said, “are you enjoying yourself?” I nodded my head, making his cock move around. I ever so slowly came back to the head and twirled my tongue around the head as his cock was still in my mouth, applying tongue pressure to the sensitive underside.....He said he wanted to get naked, so I came off his cock with a slurpy sound as he stood up and took off his jeans and shirt.....Wow, he had a flat stomach and very visible abs, this was truly one hunk of a man and I had him all to myself. I felt like a girl in heaven...He walked to the kitchen and grabbed himself another beer and I watched with my eyes glued to his cock as he walked back, it sticking straight out like a flag pole. I couldn’t wait to get my mouth back on it and before he got back to the couch I slithered to my knees and without a word he walked up to me with a beer in one hand and pushed it into my mouth. OMG, I absolutely love being on my knees with a guy standing over me feeding me his cock. The only thing I love more is when the guy is verbal and talks dirty to me and fucks my face. Little did I know my wish was about to come true. Mike put his beer down and then put both of his hands on either side of my head and proceeded to thrust his huge cock in and out of my mouth and exclaimed. “suck my cock Lisa, you know you love it you sexy little slut”. My clit that was still tucked into my thong was so fucking hard and dripping precum like mad. I knew if I just touched it that it would shoot its own load uncontrollably, but my focus was on getting this gorgeous man to cum for me and then I could jerk off after he leaves....as I’ve done many times with other guys...
He just kept on fucking my mouth, moaning all the time.....Most guys would’ve cum and been gone by now. I glanced up at the clock on the wall and realized we’ve been going at it for about 90 minutes already. I asked, “don’t you ever cum?” he said it takes him a long time. My jaw was beginning to ache and I announced that as much as I loved sucking him I needed a break. I walked to the kitchen again with my ass wiggling and got us 2 beers, a very noticeable bulge in my tight skirt. We sat together and talked. He asked about my background, how long Ive been dressing, how many guys Ive been with, do I ever get off, do I like to fuck...He said he isnt sure he could fuck me, since Im not a real girl. I jerked him off the whole time we talked and he caressed my legs the whole time, told me what soft skin I had, said he never had a blow job that good in his entire life. I loved hearing all of this....Then he reached under my skirt and found my clitty and was surprised at how excited and hard I was....He rubbed it and felt it, stroked it a little and then said it felt funny cuz I looked just like a girl...After a half hour of rest I went back to sucking his cock again and he thrust upwards into my mouth....this went on for a long time and we rested again for 20 minutes when he announced he was getting close. I wanted to show him what a good girl I was and swallow his cum load, so I immediately went back down on him and jerked him off with my lips, tightening them up around his rock hard shaft. “Of fuck Lisa,. Im gonna cum”. I kept on sucking him and massaged his balls with my soft hands as he placed his hands on the back of my head and held me down, then he began to spurt his jizz into my mouth. I swallowed as fast as I could but it was so much cum that it dripped from the corner of my mouth, down my neck and my chest and down around his balls. I stayed on his cock until he went limp, milking it dry and cleaning up all of his jizz from his balls. I don’t mind the taste of cum, but his was just delicious and I couldn’t get enough.
We sat there and talked some more and that surprised me as most guys just want to leave after they cum. I asked if he would get hard and go again. He said sometimes, but he thought I got it all....then he asked don’t I ever get off. I told him I usually jerk off after my guest leaves.....He said he would like to watch me get off.....so I lifted my skirt up and began to play with and stroke my clit which was still very hard and aching by now. I leaned my head back and closed my eyes, reliving how I had just sucked his cock and stroked my hard clitty. Mike talked to me as I masturbated, told me how beautiful and sexy I looked and then said, “go on Lisa, stroke that cock, get that cum out”. I hoped he would’ve taken over for me and stroked me, but he just watched and encouraged me and then finally I couldn’t hold back any longer and began to shoot. The first spurt hit me on my chest and then it exploded flying everywhere, all over my stockings and my top and all over my hand. Mike got up and got me a paper towel from the kitchen. I sat there limp and exhausted and he was still naked. I glanced over to see if he would get hard again, but to no avail. I asked if he wanted me to suck him to erection again, but he declined saying he should probably get going.
We both looked at the clock and realized it was after 9 pm, we had played for over 5 hours. Definitely a date to remember. Mike asked me if there was a hotel nearby and I asked why he needed a hotel, I thought he lived an hour away. He stated that he doesn’t drive so good at night. I told him he could stay the night with me and I would make him breakfast in the morning. He said he didn’t want to put me out and I insisted it was no trouble at all. He said he would sleep on the couch and I said “nonsense, you can sleep with me, I would be honored”. He told me he sleeps naked, and I assured him that was not a problem and that I sleep in lingerie, because I like how it makes me feel in the morning to wake up as a girl. We talked for a couple more hours and one specific thing he kept mentioning was if I knew any other girls, he would love a 3some with 2 hot CD girls....I told him I would see what I could do to arrange that.....and then we went to bed, I only wish he had kissed me, that would’ve made it the perfect date......to be continued..
One Saturday morning a few years ago I was online chatting, still in my lingerie from the night before when I received an IM from a guy I had met before and he asked if I was available...I told him I was and to come over. I popped the shemale porn into the machine and it was playing when he arrived. He immediately dropped his pants and his cock was soft and just average in size. I got to my knees and sucked him hard and within 10 minutes he had shot his load into my mouth, then he pulled his pants up, thanked me and was gone. I went back online and was chatting with guys from all over the US and the world actually. Some saw my profile pictures and wanted cyber sex and since I love to make guys cum I obliged. I can always tell when they have cum since they either have to leave for some reason or just stop chatting altogether.....Then I got an IM from a guy that was about an hour away from me and we chatted and exchanged pictures for a couple of hours...He found my pics to be very sexy and had always wanted to be with a “girl like me”. He was younger than me and quite handsome and had a nice sized cock that I estimated to be about 7 inches...I asked what he would be into and he wasn’t sure, but definitely oral he said. I told him that I loved to be treated as a girl at all times and in all respects, I like being kissed and caressed and that I was a bottom if it came to that. I really liked chatting with him and felt comfortable with him and finally asked if he would like to come and see me and have some fun.....He hemmed and hawed a little bit and said he wasn’t sure, said he was nervous (which is normal with same sex encounters, lets face it, while I may dress, act and look like a girl, I have a dick too and it also gets very hard and likes to cum). I tried to think of a way to put his mind at ease and this is what I came up with, and since then it has helped with other first timers....
I said to come on over and I will have shemale porn playing on the big screen tv and then I will excuse myself to freshen up, while I am in the other room powdering my nose if he wasn’t pleased or attracted to my appearance he was welcome to just leave without a word and with no hard feelings, but if he was still there when I returned I would sit beside him on the couch....I would not make the first move, would not “attack him”, but if he was comfortable in proceeding to give me some sort of sign, like touch or caress my nylon clad leg and then I would know how to proceed. He liked that idea and we made plans to meet that afternoon.........While I waited for him I cleaned up, shaved my face really close and smooth, put on a sexy lacy thong and matching bra, thigh high stockings and garter belt, short, tight black mini skirt and low cut red top, put in my 38D breast forms, brushed my long blonde wig and put it on, spritzed some perfume on my chest, neck and under my panties, followed by some jewelry, necklace, bracelets and earrings. Painted my nails to match my lipstick. I slipped on my 4 inch open toe heels and looked at myself in the full length mirror and was quite impressed with my appearance. I just hoped he would actually show and it would be more than a quick blow job and he’d be gone....
I sat down at the computer and started to chat with some other guys while I waited for Mike to arrive. I wanted a back up plan with another guy if he didn’t show up or wasn’t happy with my looks and left while I freshened up. Also, I could always head to the adult theater for some hot fun if he didn’t show and I couldn’t meet any other local guys. It was now 4 o’clock and still no word from Mike. Then about 4:15 there was a knock at the door. I hit play on the dvd player and walked to the door, opened it and there stood Mike. I invited him in and he said he had trouble finding my apartment. It was a big complex so I understood that. I asked him to sit on the couch directly opposite the big screen that showed this hot tranny sucking a huge cock. I asked if he wanted a beer and walked to the kitchen to get him a beer and purposely wiggled my ass as I walked the fridge. I said, “excuse me while I freshen up”. I went to the bathroom and stayed there about 5 minutes, giving him ample time to bail if he wanted to, checked my appearance, put on more bright red lipstick and some more sexy perfume. I came back to the living room not knowing what to find. To my delight Mike was sitting there just as I left him. I sat down close to him and crossed my legs, my mini skirt rode up revealing my garter strap and the lace top of my stockings. I looked down and noticed his jeans were bulging, but didn’t want to scare him off by grabbing it. I waited for him to caress my legs or something. He seemed at ease and comfortable so I placed my hand on his leg, just resting there midway between his knee and his crotch. Then it happened....he put his hand on my garter strap and said “that’s a nice touch, very sexy”. At that moment I knew I would have his cock in my mouth soon. He kept his hand on my leg and his fingers ran along my garter strap and stockings. My hand slid higher up and I felt his cock thru his jeans. I traced the outline of it with my painted finger tips and then I grabbed it and squeezed. That made him moan and I just had to see it up close. I fumbled with his belt and the button on his jeans and slipped my hand inside the waist band of his boxers, down to his hard cock and wrapped my hand around it. I loved how hard it felt in my hand and couldn’t wait to get my bright red lips wrapped around it. I tugged at his pants til they were just past his balls and his cock was free....I was wrong, it wasn’t 7 inches, but a good 8 and it looked so hot. I gently stroked his cock with a feathery touch, barely touching it. It twitched in my hand and I knew what he wanted now. I adjusted how I was sitting and leaned over, my face within inches of his powerful tool. His manly aroma wafted over me and my lips met the tip of his cock. I kissed it, still touching it with my special feather like touch. I slipped my tongue out and licked the sensitive underside, making his cock glisten with my saliva. My own clit (which I never reveal unless I am asked to) was hard in my thong and pressing against my tight mini. I kept licking up and down his shaft and then down to his balls which were shaved smooth ( I love shaved balls) and licked them as well. Mike was moaning louder now and I didn’t want him to cum too quickly, so I took my time exploring his rock hard cock. I looked up at him and said, “I’m glad you were still here when I returned from the bathroom”. He replied “I had no intention of leaving once I laid eyes on you, you’re incredibly sexy”. As with any real women, I love being complimented......at this point I had had enough of toying with his cock and I needed it in my mouth. I wanted to show this hunk of a man what a real blow job should feel like. I licked my way back up the underside of his dick and he was leaking precum from the tip which I immediately licked up and then my red lips parted as I took the head into my warm mouth. His moans told me that he was liking it. I ever so slowly began to take more and more of his length into my mouth until he was buried deep up to his balls....”Oh my God, no one has ever taken all of it before” he said. I just looked into his eyes and held his cock deep as I worked my tongue along the shaft at the same time. He looked down at me and smiled and said, “are you enjoying yourself?” I nodded my head, making his cock move around. I ever so slowly came back to the head and twirled my tongue around the head as his cock was still in my mouth, applying tongue pressure to the sensitive underside.....He said he wanted to get naked, so I came off his cock with a slurpy sound as he stood up and took off his jeans and shirt.....Wow, he had a flat stomach and very visible abs, this was truly one hunk of a man and I had him all to myself. I felt like a girl in heaven...He walked to the kitchen and grabbed himself another beer and I watched with my eyes glued to his cock as he walked back, it sticking straight out like a flag pole. I couldn’t wait to get my mouth back on it and before he got back to the couch I slithered to my knees and without a word he walked up to me with a beer in one hand and pushed it into my mouth. OMG, I absolutely love being on my knees with a guy standing over me feeding me his cock. The only thing I love more is when the guy is verbal and talks dirty to me and fucks my face. Little did I know my wish was about to come true. Mike put his beer down and then put both of his hands on either side of my head and proceeded to thrust his huge cock in and out of my mouth and exclaimed. “suck my cock Lisa, you know you love it you sexy little slut”. My clit that was still tucked into my thong was so fucking hard and dripping precum like mad. I knew if I just touched it that it would shoot its own load uncontrollably, but my focus was on getting this gorgeous man to cum for me and then I could jerk off after he leaves....as I’ve done many times with other guys...
He just kept on fucking my mouth, moaning all the time.....Most guys would’ve cum and been gone by now. I glanced up at the clock on the wall and realized we’ve been going at it for about 90 minutes already. I asked, “don’t you ever cum?” he said it takes him a long time. My jaw was beginning to ache and I announced that as much as I loved sucking him I needed a break. I walked to the kitchen again with my ass wiggling and got us 2 beers, a very noticeable bulge in my tight skirt. We sat together and talked. He asked about my background, how long Ive been dressing, how many guys Ive been with, do I ever get off, do I like to fuck...He said he isnt sure he could fuck me, since Im not a real girl. I jerked him off the whole time we talked and he caressed my legs the whole time, told me what soft skin I had, said he never had a blow job that good in his entire life. I loved hearing all of this....Then he reached under my skirt and found my clitty and was surprised at how excited and hard I was....He rubbed it and felt it, stroked it a little and then said it felt funny cuz I looked just like a girl...After a half hour of rest I went back to sucking his cock again and he thrust upwards into my mouth....this went on for a long time and we rested again for 20 minutes when he announced he was getting close. I wanted to show him what a good girl I was and swallow his cum load, so I immediately went back down on him and jerked him off with my lips, tightening them up around his rock hard shaft. “Of fuck Lisa,. Im gonna cum”. I kept on sucking him and massaged his balls with my soft hands as he placed his hands on the back of my head and held me down, then he began to spurt his jizz into my mouth. I swallowed as fast as I could but it was so much cum that it dripped from the corner of my mouth, down my neck and my chest and down around his balls. I stayed on his cock until he went limp, milking it dry and cleaning up all of his jizz from his balls. I don’t mind the taste of cum, but his was just delicious and I couldn’t get enough.
We sat there and talked some more and that surprised me as most guys just want to leave after they cum. I asked if he would get hard and go again. He said sometimes, but he thought I got it all....then he asked don’t I ever get off. I told him I usually jerk off after my guest leaves.....He said he would like to watch me get off.....so I lifted my skirt up and began to play with and stroke my clit which was still very hard and aching by now. I leaned my head back and closed my eyes, reliving how I had just sucked his cock and stroked my hard clitty. Mike talked to me as I masturbated, told me how beautiful and sexy I looked and then said, “go on Lisa, stroke that cock, get that cum out”. I hoped he would’ve taken over for me and stroked me, but he just watched and encouraged me and then finally I couldn’t hold back any longer and began to shoot. The first spurt hit me on my chest and then it exploded flying everywhere, all over my stockings and my top and all over my hand. Mike got up and got me a paper towel from the kitchen. I sat there limp and exhausted and he was still naked. I glanced over to see if he would get hard again, but to no avail. I asked if he wanted me to suck him to erection again, but he declined saying he should probably get going.
We both looked at the clock and realized it was after 9 pm, we had played for over 5 hours. Definitely a date to remember. Mike asked me if there was a hotel nearby and I asked why he needed a hotel, I thought he lived an hour away. He stated that he doesn’t drive so good at night. I told him he could stay the night with me and I would make him breakfast in the morning. He said he didn’t want to put me out and I insisted it was no trouble at all. He said he would sleep on the couch and I said “nonsense, you can sleep with me, I would be honored”. He told me he sleeps naked, and I assured him that was not a problem and that I sleep in lingerie, because I like how it makes me feel in the morning to wake up as a girl. We talked for a couple more hours and one specific thing he kept mentioning was if I knew any other girls, he would love a 3some with 2 hot CD girls....I told him I would see what I could do to arrange that.....and then we went to bed, I only wish he had kissed me, that would’ve made it the perfect date......to be continued..
Jayla
- 18.03.2020
- 7
- 0
