Wartime Comfort House Diary Day 8 Shemale
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First Time With A Sissy Shemale - What A Night free porn video
I was vacationing with the wife, and we’ve been on the road for about 10 days, my wife was tired and she said to me ‘if you want to go out and get something to eat and have a drink down out the bar, go ahead – I’ll be fine’. So, I wasn’t tired and a had a taste for a beer, so I took her blessing and went down to the lobby.
I headed off to the bar, which had a good crowd and chatted with a few people, I was on my 3rd beer, when I started chatting to a woman at the bar, she was OK looking – but she got my interest. We joked around and played on some innuendos and then we started getting a bit close, she was putting her hand on my leg, and I was getting horny.
I know that when my wife goes to sleep, she’s out till the morning – so, I could take up the opportunity to move on the situation. I kissed her softly and she responded excitability, I told her that we can’t go back to my room because of my wife, she said ‘no worries, I’m here on business and alone. So, if you come up to my room I promise to give you something special’ I said let’s go… My mind was thinking – wow, she’s going to give me something special – how hot is that, what could it be.
We got up to her room, she didn’t put the lights on – there was plenty of light coming in from the city lights outside. She offered me some pot, I haven’t smoked in a long time, but I said sure why not. We shared a bong and I was feeling really good, we started making out and she had a good hold on my cock, then she got up and just about ripped off my jeans and said ‘I’m going to have fun with that!’ She then proceeded to give me an unbelievable blow-job, then I started to get her out of her dress and blouse.
She then stopped me from getting her out of her gear, I was hot and high and didn’t want to slow things down, then she said ‘remember that I want to give you something special’ I said yes – she said before we go on any further ‘Im a sissy’ Even being high and horny I was taken back with that… She put her mouth back on my cock, then said ‘well, do you still want to???.
This was a lot to absorb, especially being a bit high – then I thought WTF, my cock was hard and she knew how to suck. So when I said sure, but you’ll need to guide me, your my 1st sissy – she was so excited and started stripping off her clothes, she left her bra on and got down to her panties.
I was wondering where she was hiding her cock in those panties… I was sitting on the bed , then she moved in front of me, and turned around slapping her ass and saying ‘this is yours’, and as she swung around put her hand on her crouch and said ‘so is this’, now go ahead and help me off with my panties. I grabbed the sides and pulled them down and tucked between her legs was a nice size cock that popped out right in front of my face, I pulled her closer and then in the heat of it all gave her cock a kiss, I don’t know why, but I just had the urge to. She was a bit surprised, and said that was so sweet of me, it was still if front of me and I put my hand on it and rubbed it gently on my cheeks and back to my lips to kiss it again. She then said, you can taste it – it won’t bite you.. I opened my mouth and slowly let it enter my mouth.
I started to think that I’m being the sissy, as I was really started to get turned-on sucking her cock, I was almost in a trance, trying to do what I know feels good when I’m getting a BJ. She said to me ‘sweetie that’s so good, you could have some more later – right now I need to get fucked’ She pulled away from me, and looked down at my hard cock and said ‘I see you liked sucking cock!’ She then put a condom over my hard cock and covered it with lube, she gave me the bottle and instructed me to lube her sissy hole. She had a very sexy ass and I was ready to fuck my first sissy.
She laid on the bed pulling her legs back exposing her sweet hole, it was so inviting seen her hole balls and cock. Before I entered her, I had to go back and give her cock a big lick – I then moved back and slowly entered her tight man pussy. This was my 1st ass fucking ever, as the lube started to let me glide in easier it started feeling good for both of us, she was mooning and instructing me to fuck her harder, this started to bring me to the point of cumming, as I told her I was about to cum, she said pull out and cum on me. So, I pulled out ripped of the condom and came on her cock and stomach. She then got up over me and jerked off shooting her load on my chest and face, then rubbed her softening on my face. We than broke out laughing and celebrating my new experience.
I cleaned up and made my way back to my room and wife, she was sound asleep – in the morning she asked how was my night out, I said it was good and had a few drinks with a guy staying at the hotel – she said ‘hope you had fun, maybe I’ll let you out again’
I headed off to the bar, which had a good crowd and chatted with a few people, I was on my 3rd beer, when I started chatting to a woman at the bar, she was OK looking – but she got my interest. We joked around and played on some innuendos and then we started getting a bit close, she was putting her hand on my leg, and I was getting horny.
I know that when my wife goes to sleep, she’s out till the morning – so, I could take up the opportunity to move on the situation. I kissed her softly and she responded excitability, I told her that we can’t go back to my room because of my wife, she said ‘no worries, I’m here on business and alone. So, if you come up to my room I promise to give you something special’ I said let’s go… My mind was thinking – wow, she’s going to give me something special – how hot is that, what could it be.
We got up to her room, she didn’t put the lights on – there was plenty of light coming in from the city lights outside. She offered me some pot, I haven’t smoked in a long time, but I said sure why not. We shared a bong and I was feeling really good, we started making out and she had a good hold on my cock, then she got up and just about ripped off my jeans and said ‘I’m going to have fun with that!’ She then proceeded to give me an unbelievable blow-job, then I started to get her out of her dress and blouse.
She then stopped me from getting her out of her gear, I was hot and high and didn’t want to slow things down, then she said ‘remember that I want to give you something special’ I said yes – she said before we go on any further ‘Im a sissy’ Even being high and horny I was taken back with that… She put her mouth back on my cock, then said ‘well, do you still want to???.
This was a lot to absorb, especially being a bit high – then I thought WTF, my cock was hard and she knew how to suck. So when I said sure, but you’ll need to guide me, your my 1st sissy – she was so excited and started stripping off her clothes, she left her bra on and got down to her panties.
I was wondering where she was hiding her cock in those panties… I was sitting on the bed , then she moved in front of me, and turned around slapping her ass and saying ‘this is yours’, and as she swung around put her hand on her crouch and said ‘so is this’, now go ahead and help me off with my panties. I grabbed the sides and pulled them down and tucked between her legs was a nice size cock that popped out right in front of my face, I pulled her closer and then in the heat of it all gave her cock a kiss, I don’t know why, but I just had the urge to. She was a bit surprised, and said that was so sweet of me, it was still if front of me and I put my hand on it and rubbed it gently on my cheeks and back to my lips to kiss it again. She then said, you can taste it – it won’t bite you.. I opened my mouth and slowly let it enter my mouth.
I started to think that I’m being the sissy, as I was really started to get turned-on sucking her cock, I was almost in a trance, trying to do what I know feels good when I’m getting a BJ. She said to me ‘sweetie that’s so good, you could have some more later – right now I need to get fucked’ She pulled away from me, and looked down at my hard cock and said ‘I see you liked sucking cock!’ She then put a condom over my hard cock and covered it with lube, she gave me the bottle and instructed me to lube her sissy hole. She had a very sexy ass and I was ready to fuck my first sissy.
She laid on the bed pulling her legs back exposing her sweet hole, it was so inviting seen her hole balls and cock. Before I entered her, I had to go back and give her cock a big lick – I then moved back and slowly entered her tight man pussy. This was my 1st ass fucking ever, as the lube started to let me glide in easier it started feeling good for both of us, she was mooning and instructing me to fuck her harder, this started to bring me to the point of cumming, as I told her I was about to cum, she said pull out and cum on me. So, I pulled out ripped of the condom and came on her cock and stomach. She then got up over me and jerked off shooting her load on my chest and face, then rubbed her softening on my face. We than broke out laughing and celebrating my new experience.
I cleaned up and made my way back to my room and wife, she was sound asleep – in the morning she asked how was my night out, I said it was good and had a few drinks with a guy staying at the hotel – she said ‘hope you had fun, maybe I’ll let you out again’
Nadene
- 18.11.2021
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