Sissy and the Lodger
of
emmadeevine
genre
trans
My father worked a lot and when he was off work he preferred to unwind in his local resting hole rather than stay at home. As a result Ii had a lot of freetime at home. Nothing to be sad about it meant I had a lot of time to explore my burgoning crossdressing within the confines of ny own house. I could walk through every room wearing short skirts showing off my ever growing pantie collection. It made every day dress up day. When I had Peter or David over from next door, it meant even naughtier fun as I would have them regularily fuck me in the ass then I would suck their cocks clean. It was pure hedonism. But then there was the day I came home to find a stranger sitting at the kitchen table.
He was James; an old friend of my father. My mother had never cared for him, but she was gone by this stage. With an income missing from the household my father decided to bring someone in as a lodger to cover the rent. He was tall, skinny with short brown hair and sharp eyes behind his glasses. He dressed a bit younger than my father, generally in jeans and a shirt. Handsome in a quiet intense way. But all I saw was someone getting in the way of my evening play time. Back to playing with my hole in the shower and only getting to dress under my bed sheets. What a nightmare, I ran up to my room and cried into the pillow. I guess all that cum I was swallowing had actually made me more sensitive. Still I adjusted.
Just because there was a new man in the house didn't mean my father was round any more, so it was just me and this old friend who I barely knew to have to keep company with in the evenings. The first week was awkward city as it seemed unlikely we would find a common ground. He liked to drink at home so he would get progressively tipsy during the night. On one occassion he passed out, he was flat out cold so I decided to take advantage of the opportunity. I went to my room gathered my things from the box at the back of my closet and started to get dressed. a black push up bra with a matching black panties with lace trim. A tarten skirt which I pulled up to make it look more like sexy schoolgirl outfit which I combined with a partially buttoned white blouse and knee high stockings. Letting my hair down I stood in front of the mirror and enjoyed to little slut looking back at me.
There was an added kink knowing that there was someone else in the house and I was upstairs dressed as a girl. Tthe excitement got my little cock standing up on end and I started rubbing it through the lace of my panties. The feeling sent a chill of pleasure through me and the hornier I got the more wicked my ideas became. First I decided to step out of my room onto the landing continuing to rub my excited cock as I strode. Ii could stell hear him breathing heavily from the living room so I plucked up more courage and started to make my way downstairs. Before long I was standing at the door way of the living room and my thought was clear. I would walk into this room with an adult man sl**ping inside and me dressed like the sissy schoolgirl slut I was. My little clitty was leaking at the thought of it as I stepped in.
But what I saw wasn't what I expected. He wasn't asl**p. He was on the couch completely naked. The breathing that I was hearing had been coming from the television as he was watching people fucking on the telly. I should have run but instead Ii stood there in shock as I saw this man's naked body in all it glory. I hadn't noticed how fit he was with his flat stomach and strong pecs. He had a masculince amount of hair on his chest that just looked so attractive to me.He's cock was long and hard in his hands and as he opened his eyes and saw me, he shot four strams of hot creamy spunk all up his stomach and chest he then let out a gasp at the sight of me standing at the end of couch.
I suddenly rememeberd how I looked standing at the doorway in a skirt and blouse with my own hard cock powering its way through my tight black panties. But we both just stayed in place, frozen in this moment. I turned my head away to look at the telly and I could see a video camera was hooked up. One of the people fucking on the telly was James and the other person was a man!
"Is that you?", I asked finally breaking the silence.
"It is.", he responded. "I made that video with a friend back in England." As he was saying that he stood up to clean himself off a little bit.
As he stood over me, I began to get nervous about my secret been revealed and I tried to make up something.
"Listen, I just playing a joke on you with this outfit, Ii didn't mean to walk in on you like this."'He responded;
"Oh please, you think I don't know. I've met plenty of gurls like you back home."
"You have?", I replied.
"Yes, and besides that hard cock sticking up from under your skirt really gives you aways."'
"You like it?", I asked.
He paused, I don't think he'd considered the level of whore he was sharing a roof with. Before he answered his big swinging dick was telling me all I needed to know as it was starting to visibly stiffen again. He then answered.
"'Maybe you should take thoses panties off and give me a better look."'
I didn't have to be told twice. I droppped the black lace goodies to the ground and stepped out of them, one gym sock at a time. I hiked up my skirt so he could see my swollen cock in all its glory. He then moved me to the coffee table in the centre of the room and turned me around. I bent over for him exposing my ass that was increasingly familiar with this position. He gave me a hard spank and I let out a yelp as this was unexpected. He then pulled my cheeks apart stuck out his tongue and started licking my boy pussy. The sensation was incredible, thankfully have been around the block I had a tendancy to keep that area ready for business. He started lashing my asshole with his tongue, there was a slurping sound as he really worked me over. My cock was already close to exploding from the sensation as his tongue penetrated me. I let out a high pitched yelped and screamed,
"Oh God Yes!"
He told me to turn round and his cock was ready for me. It was the longest I had seen so far certainly beating my own 5" a solid 2. I grasped it in both hands and started to slobber the head with my spit. I stroked and sucked till I felt I was ready to try and take this b**st. I took a big gasp of air and engulfed his cock into my mouth. It wasn't much for it to be in the back of my throat as I attempted to take it deeper. He tasted delicious, I could taste his cum from the previous sesssion and he was showing his gratitute by shooting more pre cum down my throat directly to my stomach. I struggled to breathe and started to choke on it, as he pulled out all the spit that formed in my mouth follwed keeping my mouth tied to his cock even though it was away from me. I lunged back at it, and continued to suck on this new fabulous cock.
He moaned for joy, what luck to find a skilled cocksucker at such easy access.
He broke away again and told me to go upstairs into his room, lube myself up and get into his bed. Ever the obedient slut I did just that. I lay in his bed while he cleaned up his mess in the living room, and it wasn't long before I heard him walking up the stairs. He entered the room still naked and still hard for me, I lifted the sheets and he joined me under the covers. He embraced me and we kissed. He stuck his tongue in my mouth and I reacted in kind. I had been fucked by the boys in school but this felt like the next level, this was a man. He got himself between my legs seperated them and lifted them up to expose my asshole to him. He then place the head of his cock against my open hole and gently pushed it inside me. It pulled my ass hole further and further apart the deeper he went in but fuck did it feel good. He thrust into me for ten minutes as my little clitty drooled cum out over my stomach and I groaned with pleasure. He then picked up the pace as he started to fuck me harder and harder, that beautiful cock pumping harder getting me to a level of ecsacy that I didn't think I could take anymore. I started to scream with pleasure,
'Fuck me, please keep fucking me."
He moaned and his body tensed up as I felt huge spurts of cum fill my used asshole. I collapsed back on the bed as he slipped his cock out of me. He then to my surprise moved his head down my body and started licking up my cum and kissing my sl**ping clitty. This excited me as I was usually the one on clean up duty. He turned me over, lifted my ass in the air one more time stuck his tongue in my asshole that was now full of his spunk, the semsation was incredible as he sucked it out of me. He then embraced me once more and we kissed sharing the juices as reward for our fuck. We then separted to clean up, though I didn't want to.
That night after my father came home and went to bed I would put on some delicate nightwear then sneak back into James room and sl**p in his arms till dawn. We had found common ground.
He was James; an old friend of my father. My mother had never cared for him, but she was gone by this stage. With an income missing from the household my father decided to bring someone in as a lodger to cover the rent. He was tall, skinny with short brown hair and sharp eyes behind his glasses. He dressed a bit younger than my father, generally in jeans and a shirt. Handsome in a quiet intense way. But all I saw was someone getting in the way of my evening play time. Back to playing with my hole in the shower and only getting to dress under my bed sheets. What a nightmare, I ran up to my room and cried into the pillow. I guess all that cum I was swallowing had actually made me more sensitive. Still I adjusted.
Just because there was a new man in the house didn't mean my father was round any more, so it was just me and this old friend who I barely knew to have to keep company with in the evenings. The first week was awkward city as it seemed unlikely we would find a common ground. He liked to drink at home so he would get progressively tipsy during the night. On one occassion he passed out, he was flat out cold so I decided to take advantage of the opportunity. I went to my room gathered my things from the box at the back of my closet and started to get dressed. a black push up bra with a matching black panties with lace trim. A tarten skirt which I pulled up to make it look more like sexy schoolgirl outfit which I combined with a partially buttoned white blouse and knee high stockings. Letting my hair down I stood in front of the mirror and enjoyed to little slut looking back at me.
There was an added kink knowing that there was someone else in the house and I was upstairs dressed as a girl. Tthe excitement got my little cock standing up on end and I started rubbing it through the lace of my panties. The feeling sent a chill of pleasure through me and the hornier I got the more wicked my ideas became. First I decided to step out of my room onto the landing continuing to rub my excited cock as I strode. Ii could stell hear him breathing heavily from the living room so I plucked up more courage and started to make my way downstairs. Before long I was standing at the door way of the living room and my thought was clear. I would walk into this room with an adult man sl**ping inside and me dressed like the sissy schoolgirl slut I was. My little clitty was leaking at the thought of it as I stepped in.
But what I saw wasn't what I expected. He wasn't asl**p. He was on the couch completely naked. The breathing that I was hearing had been coming from the television as he was watching people fucking on the telly. I should have run but instead Ii stood there in shock as I saw this man's naked body in all it glory. I hadn't noticed how fit he was with his flat stomach and strong pecs. He had a masculince amount of hair on his chest that just looked so attractive to me.He's cock was long and hard in his hands and as he opened his eyes and saw me, he shot four strams of hot creamy spunk all up his stomach and chest he then let out a gasp at the sight of me standing at the end of couch.
I suddenly rememeberd how I looked standing at the doorway in a skirt and blouse with my own hard cock powering its way through my tight black panties. But we both just stayed in place, frozen in this moment. I turned my head away to look at the telly and I could see a video camera was hooked up. One of the people fucking on the telly was James and the other person was a man!
"Is that you?", I asked finally breaking the silence.
"It is.", he responded. "I made that video with a friend back in England." As he was saying that he stood up to clean himself off a little bit.
As he stood over me, I began to get nervous about my secret been revealed and I tried to make up something.
"Listen, I just playing a joke on you with this outfit, Ii didn't mean to walk in on you like this."'He responded;
"Oh please, you think I don't know. I've met plenty of gurls like you back home."
"You have?", I replied.
"Yes, and besides that hard cock sticking up from under your skirt really gives you aways."'
"You like it?", I asked.
He paused, I don't think he'd considered the level of whore he was sharing a roof with. Before he answered his big swinging dick was telling me all I needed to know as it was starting to visibly stiffen again. He then answered.
"'Maybe you should take thoses panties off and give me a better look."'
I didn't have to be told twice. I droppped the black lace goodies to the ground and stepped out of them, one gym sock at a time. I hiked up my skirt so he could see my swollen cock in all its glory. He then moved me to the coffee table in the centre of the room and turned me around. I bent over for him exposing my ass that was increasingly familiar with this position. He gave me a hard spank and I let out a yelp as this was unexpected. He then pulled my cheeks apart stuck out his tongue and started licking my boy pussy. The sensation was incredible, thankfully have been around the block I had a tendancy to keep that area ready for business. He started lashing my asshole with his tongue, there was a slurping sound as he really worked me over. My cock was already close to exploding from the sensation as his tongue penetrated me. I let out a high pitched yelped and screamed,
"Oh God Yes!"
He told me to turn round and his cock was ready for me. It was the longest I had seen so far certainly beating my own 5" a solid 2. I grasped it in both hands and started to slobber the head with my spit. I stroked and sucked till I felt I was ready to try and take this b**st. I took a big gasp of air and engulfed his cock into my mouth. It wasn't much for it to be in the back of my throat as I attempted to take it deeper. He tasted delicious, I could taste his cum from the previous sesssion and he was showing his gratitute by shooting more pre cum down my throat directly to my stomach. I struggled to breathe and started to choke on it, as he pulled out all the spit that formed in my mouth follwed keeping my mouth tied to his cock even though it was away from me. I lunged back at it, and continued to suck on this new fabulous cock.
He moaned for joy, what luck to find a skilled cocksucker at such easy access.
He broke away again and told me to go upstairs into his room, lube myself up and get into his bed. Ever the obedient slut I did just that. I lay in his bed while he cleaned up his mess in the living room, and it wasn't long before I heard him walking up the stairs. He entered the room still naked and still hard for me, I lifted the sheets and he joined me under the covers. He embraced me and we kissed. He stuck his tongue in my mouth and I reacted in kind. I had been fucked by the boys in school but this felt like the next level, this was a man. He got himself between my legs seperated them and lifted them up to expose my asshole to him. He then place the head of his cock against my open hole and gently pushed it inside me. It pulled my ass hole further and further apart the deeper he went in but fuck did it feel good. He thrust into me for ten minutes as my little clitty drooled cum out over my stomach and I groaned with pleasure. He then picked up the pace as he started to fuck me harder and harder, that beautiful cock pumping harder getting me to a level of ecsacy that I didn't think I could take anymore. I started to scream with pleasure,
'Fuck me, please keep fucking me."
He moaned and his body tensed up as I felt huge spurts of cum fill my used asshole. I collapsed back on the bed as he slipped his cock out of me. He then to my surprise moved his head down my body and started licking up my cum and kissing my sl**ping clitty. This excited me as I was usually the one on clean up duty. He turned me over, lifted my ass in the air one more time stuck his tongue in my asshole that was now full of his spunk, the semsation was incredible as he sucked it out of me. He then embraced me once more and we kissed sharing the juices as reward for our fuck. We then separted to clean up, though I didn't want to.
That night after my father came home and went to bed I would put on some delicate nightwear then sneak back into James room and sl**p in his arms till dawn. We had found common ground.
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