Sisterhood of Sin 18 The Entrapped Man
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Sister Grows Up! free porn video
As I watched the ground get closer and closer with each passing second, I braced myself for the landing and then got my luggage out of the storage. My flight from California had just landed and I soon left the airport and was on my way home. As a 22 year old coming home from university for a rare off semester I did not have the big welcome that one might expect. In fact the only reason that I even came home for my off semester was because my Mom Stacy had to go and take care of her sick father leaving my 15 year old sister Cassondra alone for a few weeks.
I called a taxi and arrived home shortly after. The door was unlocked so I walked in. There was a note on the fridge from my Mom saying that she would only be gone for a few weeks and pleading with me to not do too much damage to the house and to take good care of my sister. I never was the responsible type so I could understand why she would leave me a note like this.
“Hey Jake!” I heard from behind me. I turned around and my jaws dropped. It was my sister, at least I think, relatively same facial features same California blonde hair, same cute green eyes, same voice as I remember it, but definitely not the same body. She grew a few inches (she was probably around 5’7”), she now had full breasts, a slim stomach, a plump ass and long golden tan legs. She was dressed pretty conservatively in a hooded sweater and kapris but I still found myself getting semi hard. I hadn’t seen my sister since she was 13 and I guess I missed out on a lot. She definitely didn’t look like the bratty 8th grader I remembered; she looked more like a sexy sorority girl from my university!
“Hey Cassondra!” I managed to get out. “long time no see huh? You’ve definitely grown up a lot from the last time I’ve seen you.”
“Haha yea.” She laughed “you look about the same though, so I guess you’ll be here for the summer, that’s good because we have a lot of catching up to do.”
“Do we ever.” I said
We talked and watched a couple of movies before she decided to get ready for bed. She went upstairs to take a shower leaving me with very little do or to look at. I couldn’t believe how hot my sister was, I also couldn’t believe the kinds of thoughts that were coming into my head. I wanted to do all kinds of things to her. However this wasn’t the first time I have had i****tual urges. When I was younger I was infatuated by my mom. I would sniff her thongs and bra’s, try and take pictures of her ass when she bent over, masturbate to her constantly and I even made a peephole from my room into the bathroom to.
That’s when a thought hit me.
I ran upstairs and to my old room, moved the bookshelf and to my joy my peephole was still there. Cassondra entered the bathroom and I got ready. I positioned the hole perfectly when I made it. There was a large mirror in our bathroom so no matter which way the girl was turned; I could see her front or backside.
Cassondra placed her towel and fresh clothes on the counter and then the show began. She took her sweater off revealing a tight t-shirt outlining her body perfectly. Next she took off her kapris revealing a small black thong that was almost completely enveloped by her juicy ass cheeks. I almost lost it right there. Her ass was perfect! The way her long slim legs transitioned perfectly into her curvy ass was sensational! Next she took off her shirt revealing a silk bra that clearly had its hands full containing her lovely breasts. She decided to give it a break by taking it off and letting her big round breasts loose. She may have been fifteen but she had the breasts of a porn star! (only hers were natural though) They were golden tan just like the rest of her body; they were probably a C-cup. They were nice and round and as perky as you would expect a teenager’s breasts to be. She had cute little nipples that looked like they were just begging to be played with. And for being so curvy she was remarkably skinny. Her stomach toned to perfection with not a hint of fat. She truly had the golden body of a goddess. Next she slipped off her thong giving me a glimpse of her 15 year old pussy. It had no hair on it, either because she couldn’t grow any yet or because she shaved. Next she made her way to the door, opened it about half way and threw clothes across the hallway into the hamper. Then she scampered across the bathroom and into the shower. Our shower has a fuzzy glass door so I could see her but not as clearly as I wanted to.
I got up and went to the hamper and fished out her bra and went back to the peephole. I sniffed it; it smelt a bit like the perfume she was wearing and a bit like sweat. It sent me wild. As she got out of the shower and started drying off her wet body with her towel I wrapped her silk bra around my cock and started stroking it. She started to put on her short dancer shorts. She slid them up her legs and hopped a bit trying to get them over her ass cheeks; making her boobs bounce. Then she put on a small t-shirt that failed to make it down to her waist. As she put it on I finally exploded spraying cum all over her bra and the wall. I cleaned myself off (mainly with Cassondra’s bra) and then put my pants back on. I moved the bookshelf back and walked out of my room. I walked past Cassondra and casually said
“Ready for bed?”
“Yup!” she said before she continued “by the way, we kind of sold your bed. We only have one now, me and Mom just sleep in it together usually.”
Premature thoughts of sharing this bed with my hot lil s*s came rushing into my head before she said
“So do you want to sleep on the couch or should I?”
This comment snapped me back into reality and I answered
“Erm I will, what kind of brother would I be if I made my sister sleep on the couch.”
She laughed and gave me a goodnight hug; inadvertently pressing her soft breasts against my chest. Then she turned around and walked down the hallway to the bedroom. I enjoyed the sight of her sweet ass swaying from side to side before I went down stairs and made myself comfy on the couch. I popped in some porn in the DVD player and watched it until I drifted asleep and had some pleasant dreams of banging Cassondra.
I woke up the next morning and went up to Cassondra’s room. I gave her a little nudge but she was still in a deep sleep. I remembered that she had always been a very deep sleeper. This used to annoy me as my Mom would give me the impossible task of waking her up for school. But now this trait played in my favor.
I took the blanket off of her slowly. She was sleeping on her chest. I stroked up her legs until I reached her juicy ass. I peeled her small dance shorts up and pushed the fabric into her crack exposing her cheeks further. I started squeezing them. After having some fun with her magnificent ass I moved up to her back. I lifted her shirt up and started rubbing it sensually. Cassondra moaned and turned around in her sleep. This startled me but after making sure she was still sound asleep I went back to work. Slowly I lifted her shirt higher until I lifted it over her chest exposing her round golden tan breasts. I grabbed a tit with both hands and started rubbing. I circled her little nipple until they stood up.
“Mmmm.” I heard Cassondra moan before she started to stir.
I pulled her shirt down just below her boobs before she woke up. In a panic I did the only thing that could explain why her stomach was exposed. I put my lips on her tummy and blew a raspberry. I tensely waited for her reaction. To my relief she laughed and said
“Awe you still remember how to wake your little s*s up.”
“You bet I do. So what do you want to do today?”
“Oh I’m glad you asked.” She started “I need some new clothes for the summer; I hear it’s going to get really hot.”
“Alright I’m down, let’s go shopping.” I said
“Ok! Just let me get ready.”
She picked out an outfit and came out of the bathroom about half an hour after. It was definitely worth the wait. This was the first time I had seen her actually trying to look good. Her makeup was done perfectly, she wore a miniskirt and a tight low cut shirt. She looked absolutely stunning. We drove to the mall. As we were walking in search of a suitable store I noticed every guy we walked by ogling Cassondra. Then I noticed the look of envy in their eyes as they thought I was her boyfriend. I reinforced this image by holding her hand; she didn’t really care as she thought it was a brother sister thing.
We bought some clothes as the day went on. I made sure to pick out the shortest skirts, tightest TNA pants and lowest cut shirts and to my delight she tried on each outfit for me. Cassondra mentioned that she needed some new bras and panties so we entered a Victoria Secret store.
I looked at some of the skimpy underwear and lingerie in the store and imagined my little sister wearing them and got instantly got hard. I pitched up my boner in my waistband and went to Cassondra with a couple of my selections. I handed her a transparent black bra which was a full size to small for her c cup breasts and to add to that it was a half cup. I also handed her a small string thong; it was a black one that would look pretty much nonexistent on Cassondra’s juicy ass.
“A little revealing don’t you think?” she questioned
I laughed “well if anyone could pull this look off its you. Try it on and if you don’t like how you look you don’t have to get it.”
“Ok, come into the fitting section with me.”
We walked to the fitting section and she entered one of the stalls. After a minute or two she came out and my jaws dropped. Her breasts were practically spilling out of the bra. The top edges of her nipples were visible, and because it was so small and only a half cup it acted as a pushup bra making her boobs look even bigger! It was all see through except for her nipple area. I loved her thong too but the only thing was that I couldn’t see it! Her sexy ass cheeks swallowed the skimpy fabric; her pussy though was fully covered. Somehow Cassondra didn’t look cheap in this skimpy outfit. She looked simply irresistible. I had to use all my will power not to mount her right now.
She looked at herself in the mirror
“Well it doesn’t look as bad as I thought, it makes my boobs look bigger!” she laughed
“What did I tell you Cass, I knew you could pull this look off.”
“Yeah, but it is a little too skimpy to wear out, but I could wear it around the house.”
“You sure could.” I answered
We walked to the counter, bought the underwear and left the mall. We got home and hung out until it was time to go to sleep. She went upstairs, changed and came out. To my surprise she was wearing the lingerie we bought today! She saw my look and said
“I decided to wear it to bed to you know break it in.”
“Oh.” She looked so amazing I had to try and push my luck “you know Cass I really hate sleeping on the couch, you think I could hop in bed with you tonight?”
“Sure Jake. I mean we are brother and sister.”
She went upstairs and I followed her staring at that hot ass the whole way. She hopped into bed and so did I.
“Good night Jake.”
“Good night Cassondra.”
She slept on her side with her ass facing me. I waited until I heard her soft snoring until I tried anything.
Once she was sound asleep I reached down and started playing with her ass cheeks. I fished out the piece of fabric out of her ass crack and I untied the thong and cast it aside. I then took the blanket off and turned the lamp on. I wanted to see what I was doing. I turned Cassondra on her stomach and started massaging her ass; stopping every once in a while to make sure she was still snoring. I then split apart her juicy ass cheeks and started licking the crack until I got to her asshole. I took a big sniff of it and then started licking it. I reached around with my hand and started touching her pussy which was beginning to get wet. After a while I turned her around and started fingering her pussy. It was ridiculously tight. She must still be a virgin. Then I decided to unleash her sexy breasts. I slipped her bra down to her stomach; letting loose her nice round boobs. She was still sound asleep. I took her right and left tits with my right and left hands. I squeezed them and played with her nipples until they got hard. Being on top of my naked s*s sent me over the edge. I had to fuck her! I took off my shirt and pants and whipped out my 8 inch penis which was fully hard by now. I unsnapped her bra from her stomach and whipped it off the bed. Now we were both completely naked. I looked at her and admired her beauty; she looked like a sleeping angel.
I sank my head down and started kissing her on the lips. To my surprise she started kissing me back! Her sexy green eyes opened and we started French kissing. I started softly kissing her neck and she whispered
“Fuck me Jake.”
I brought the head of my dick to her pussy lips and slowly entered. I went deeper until I found out she was indeed a virgin as I broke her seal. She winced in pain and I paused. She nodded giving me approval to keep going. One of things I was good at was sex, and I intended to use all of my tools to make sure my sister’s first time was an enjoyable one. I went deeper and then started going faster and faster. I then started kissing her neck again as I fucked her and I played with her boobs with my hands. As I softly pinched her nipples Cassondra moaned
“Ohhh Jake this feels so good.”
“Just relax and sit back Cass I’m going to make this as enjoyable as possible for you.” I reassured
As I went faster and faster I moved one hand to her ass and searched for her asshole. I started circling it with my index finger. This made Cassondra purr. Then I moved my mouth down to her right breast and started sucking her sweet tit.
“OHHHHHHHHH JAAKE” she moaned
I knew she was close to climax so I decided to hurry things up and went as fast as I could. Her pussy felt so tight and warm. I can’t believe that I was a university frat guy and the best pussy I’ve ever had was my 15 year old sister! I looked at her eyes as she was moaning; I’ve never seen her innocent green eyes filled with such ecstasy. I was ready to explode and by the looks of it so was she. I finally cummed in her and she started to moan louder than ever and all kinds of juices oozed out of her. Her body went limp and I rolled off of her and laid down beside her.
All of a sudden the phone rang. My sister got up to go get it, I looked at her as she walked in the nude; thoroughly proud of myself for tapping that. I heard her in the next room talking.
“Hey Mom.”
“Yeah I’m fine.”
“Yeah Jake is doing a reeaall good job taking care of me.”
“Oh that’s really good!”
“Ok I’ll tell him.”
“I Love you too, see you soon.”
She came back into the room and got on top of me.
“It was Mom, she thanks you for taking care of me and she says that grandpa’s getting a lot better and she will be back next week.”
I answered
“Oh that’s good I guess, but that means we only have a week of fucking left.”
“I don’t know about that.” She answered “We could probably get Mom to join in.”
“What!?”
“Well yeah, you don’t think Mom and I only slept in this bed did you?”
She smiled before she kissed me, put her pussy on my cock and started fucking me again.
I called a taxi and arrived home shortly after. The door was unlocked so I walked in. There was a note on the fridge from my Mom saying that she would only be gone for a few weeks and pleading with me to not do too much damage to the house and to take good care of my sister. I never was the responsible type so I could understand why she would leave me a note like this.
“Hey Jake!” I heard from behind me. I turned around and my jaws dropped. It was my sister, at least I think, relatively same facial features same California blonde hair, same cute green eyes, same voice as I remember it, but definitely not the same body. She grew a few inches (she was probably around 5’7”), she now had full breasts, a slim stomach, a plump ass and long golden tan legs. She was dressed pretty conservatively in a hooded sweater and kapris but I still found myself getting semi hard. I hadn’t seen my sister since she was 13 and I guess I missed out on a lot. She definitely didn’t look like the bratty 8th grader I remembered; she looked more like a sexy sorority girl from my university!
“Hey Cassondra!” I managed to get out. “long time no see huh? You’ve definitely grown up a lot from the last time I’ve seen you.”
“Haha yea.” She laughed “you look about the same though, so I guess you’ll be here for the summer, that’s good because we have a lot of catching up to do.”
“Do we ever.” I said
We talked and watched a couple of movies before she decided to get ready for bed. She went upstairs to take a shower leaving me with very little do or to look at. I couldn’t believe how hot my sister was, I also couldn’t believe the kinds of thoughts that were coming into my head. I wanted to do all kinds of things to her. However this wasn’t the first time I have had i****tual urges. When I was younger I was infatuated by my mom. I would sniff her thongs and bra’s, try and take pictures of her ass when she bent over, masturbate to her constantly and I even made a peephole from my room into the bathroom to.
That’s when a thought hit me.
I ran upstairs and to my old room, moved the bookshelf and to my joy my peephole was still there. Cassondra entered the bathroom and I got ready. I positioned the hole perfectly when I made it. There was a large mirror in our bathroom so no matter which way the girl was turned; I could see her front or backside.
Cassondra placed her towel and fresh clothes on the counter and then the show began. She took her sweater off revealing a tight t-shirt outlining her body perfectly. Next she took off her kapris revealing a small black thong that was almost completely enveloped by her juicy ass cheeks. I almost lost it right there. Her ass was perfect! The way her long slim legs transitioned perfectly into her curvy ass was sensational! Next she took off her shirt revealing a silk bra that clearly had its hands full containing her lovely breasts. She decided to give it a break by taking it off and letting her big round breasts loose. She may have been fifteen but she had the breasts of a porn star! (only hers were natural though) They were golden tan just like the rest of her body; they were probably a C-cup. They were nice and round and as perky as you would expect a teenager’s breasts to be. She had cute little nipples that looked like they were just begging to be played with. And for being so curvy she was remarkably skinny. Her stomach toned to perfection with not a hint of fat. She truly had the golden body of a goddess. Next she slipped off her thong giving me a glimpse of her 15 year old pussy. It had no hair on it, either because she couldn’t grow any yet or because she shaved. Next she made her way to the door, opened it about half way and threw clothes across the hallway into the hamper. Then she scampered across the bathroom and into the shower. Our shower has a fuzzy glass door so I could see her but not as clearly as I wanted to.
I got up and went to the hamper and fished out her bra and went back to the peephole. I sniffed it; it smelt a bit like the perfume she was wearing and a bit like sweat. It sent me wild. As she got out of the shower and started drying off her wet body with her towel I wrapped her silk bra around my cock and started stroking it. She started to put on her short dancer shorts. She slid them up her legs and hopped a bit trying to get them over her ass cheeks; making her boobs bounce. Then she put on a small t-shirt that failed to make it down to her waist. As she put it on I finally exploded spraying cum all over her bra and the wall. I cleaned myself off (mainly with Cassondra’s bra) and then put my pants back on. I moved the bookshelf back and walked out of my room. I walked past Cassondra and casually said
“Ready for bed?”
“Yup!” she said before she continued “by the way, we kind of sold your bed. We only have one now, me and Mom just sleep in it together usually.”
Premature thoughts of sharing this bed with my hot lil s*s came rushing into my head before she said
“So do you want to sleep on the couch or should I?”
This comment snapped me back into reality and I answered
“Erm I will, what kind of brother would I be if I made my sister sleep on the couch.”
She laughed and gave me a goodnight hug; inadvertently pressing her soft breasts against my chest. Then she turned around and walked down the hallway to the bedroom. I enjoyed the sight of her sweet ass swaying from side to side before I went down stairs and made myself comfy on the couch. I popped in some porn in the DVD player and watched it until I drifted asleep and had some pleasant dreams of banging Cassondra.
I woke up the next morning and went up to Cassondra’s room. I gave her a little nudge but she was still in a deep sleep. I remembered that she had always been a very deep sleeper. This used to annoy me as my Mom would give me the impossible task of waking her up for school. But now this trait played in my favor.
I took the blanket off of her slowly. She was sleeping on her chest. I stroked up her legs until I reached her juicy ass. I peeled her small dance shorts up and pushed the fabric into her crack exposing her cheeks further. I started squeezing them. After having some fun with her magnificent ass I moved up to her back. I lifted her shirt up and started rubbing it sensually. Cassondra moaned and turned around in her sleep. This startled me but after making sure she was still sound asleep I went back to work. Slowly I lifted her shirt higher until I lifted it over her chest exposing her round golden tan breasts. I grabbed a tit with both hands and started rubbing. I circled her little nipple until they stood up.
“Mmmm.” I heard Cassondra moan before she started to stir.
I pulled her shirt down just below her boobs before she woke up. In a panic I did the only thing that could explain why her stomach was exposed. I put my lips on her tummy and blew a raspberry. I tensely waited for her reaction. To my relief she laughed and said
“Awe you still remember how to wake your little s*s up.”
“You bet I do. So what do you want to do today?”
“Oh I’m glad you asked.” She started “I need some new clothes for the summer; I hear it’s going to get really hot.”
“Alright I’m down, let’s go shopping.” I said
“Ok! Just let me get ready.”
She picked out an outfit and came out of the bathroom about half an hour after. It was definitely worth the wait. This was the first time I had seen her actually trying to look good. Her makeup was done perfectly, she wore a miniskirt and a tight low cut shirt. She looked absolutely stunning. We drove to the mall. As we were walking in search of a suitable store I noticed every guy we walked by ogling Cassondra. Then I noticed the look of envy in their eyes as they thought I was her boyfriend. I reinforced this image by holding her hand; she didn’t really care as she thought it was a brother sister thing.
We bought some clothes as the day went on. I made sure to pick out the shortest skirts, tightest TNA pants and lowest cut shirts and to my delight she tried on each outfit for me. Cassondra mentioned that she needed some new bras and panties so we entered a Victoria Secret store.
I looked at some of the skimpy underwear and lingerie in the store and imagined my little sister wearing them and got instantly got hard. I pitched up my boner in my waistband and went to Cassondra with a couple of my selections. I handed her a transparent black bra which was a full size to small for her c cup breasts and to add to that it was a half cup. I also handed her a small string thong; it was a black one that would look pretty much nonexistent on Cassondra’s juicy ass.
“A little revealing don’t you think?” she questioned
I laughed “well if anyone could pull this look off its you. Try it on and if you don’t like how you look you don’t have to get it.”
“Ok, come into the fitting section with me.”
We walked to the fitting section and she entered one of the stalls. After a minute or two she came out and my jaws dropped. Her breasts were practically spilling out of the bra. The top edges of her nipples were visible, and because it was so small and only a half cup it acted as a pushup bra making her boobs look even bigger! It was all see through except for her nipple area. I loved her thong too but the only thing was that I couldn’t see it! Her sexy ass cheeks swallowed the skimpy fabric; her pussy though was fully covered. Somehow Cassondra didn’t look cheap in this skimpy outfit. She looked simply irresistible. I had to use all my will power not to mount her right now.
She looked at herself in the mirror
“Well it doesn’t look as bad as I thought, it makes my boobs look bigger!” she laughed
“What did I tell you Cass, I knew you could pull this look off.”
“Yeah, but it is a little too skimpy to wear out, but I could wear it around the house.”
“You sure could.” I answered
We walked to the counter, bought the underwear and left the mall. We got home and hung out until it was time to go to sleep. She went upstairs, changed and came out. To my surprise she was wearing the lingerie we bought today! She saw my look and said
“I decided to wear it to bed to you know break it in.”
“Oh.” She looked so amazing I had to try and push my luck “you know Cass I really hate sleeping on the couch, you think I could hop in bed with you tonight?”
“Sure Jake. I mean we are brother and sister.”
She went upstairs and I followed her staring at that hot ass the whole way. She hopped into bed and so did I.
“Good night Jake.”
“Good night Cassondra.”
She slept on her side with her ass facing me. I waited until I heard her soft snoring until I tried anything.
Once she was sound asleep I reached down and started playing with her ass cheeks. I fished out the piece of fabric out of her ass crack and I untied the thong and cast it aside. I then took the blanket off and turned the lamp on. I wanted to see what I was doing. I turned Cassondra on her stomach and started massaging her ass; stopping every once in a while to make sure she was still snoring. I then split apart her juicy ass cheeks and started licking the crack until I got to her asshole. I took a big sniff of it and then started licking it. I reached around with my hand and started touching her pussy which was beginning to get wet. After a while I turned her around and started fingering her pussy. It was ridiculously tight. She must still be a virgin. Then I decided to unleash her sexy breasts. I slipped her bra down to her stomach; letting loose her nice round boobs. She was still sound asleep. I took her right and left tits with my right and left hands. I squeezed them and played with her nipples until they got hard. Being on top of my naked s*s sent me over the edge. I had to fuck her! I took off my shirt and pants and whipped out my 8 inch penis which was fully hard by now. I unsnapped her bra from her stomach and whipped it off the bed. Now we were both completely naked. I looked at her and admired her beauty; she looked like a sleeping angel.
I sank my head down and started kissing her on the lips. To my surprise she started kissing me back! Her sexy green eyes opened and we started French kissing. I started softly kissing her neck and she whispered
“Fuck me Jake.”
I brought the head of my dick to her pussy lips and slowly entered. I went deeper until I found out she was indeed a virgin as I broke her seal. She winced in pain and I paused. She nodded giving me approval to keep going. One of things I was good at was sex, and I intended to use all of my tools to make sure my sister’s first time was an enjoyable one. I went deeper and then started going faster and faster. I then started kissing her neck again as I fucked her and I played with her boobs with my hands. As I softly pinched her nipples Cassondra moaned
“Ohhh Jake this feels so good.”
“Just relax and sit back Cass I’m going to make this as enjoyable as possible for you.” I reassured
As I went faster and faster I moved one hand to her ass and searched for her asshole. I started circling it with my index finger. This made Cassondra purr. Then I moved my mouth down to her right breast and started sucking her sweet tit.
“OHHHHHHHHH JAAKE” she moaned
I knew she was close to climax so I decided to hurry things up and went as fast as I could. Her pussy felt so tight and warm. I can’t believe that I was a university frat guy and the best pussy I’ve ever had was my 15 year old sister! I looked at her eyes as she was moaning; I’ve never seen her innocent green eyes filled with such ecstasy. I was ready to explode and by the looks of it so was she. I finally cummed in her and she started to moan louder than ever and all kinds of juices oozed out of her. Her body went limp and I rolled off of her and laid down beside her.
All of a sudden the phone rang. My sister got up to go get it, I looked at her as she walked in the nude; thoroughly proud of myself for tapping that. I heard her in the next room talking.
“Hey Mom.”
“Yeah I’m fine.”
“Yeah Jake is doing a reeaall good job taking care of me.”
“Oh that’s really good!”
“Ok I’ll tell him.”
“I Love you too, see you soon.”
She came back into the room and got on top of me.
“It was Mom, she thanks you for taking care of me and she says that grandpa’s getting a lot better and she will be back next week.”
I answered
“Oh that’s good I guess, but that means we only have a week of fucking left.”
“I don’t know about that.” She answered “We could probably get Mom to join in.”
“What!?”
“Well yeah, you don’t think Mom and I only slept in this bed did you?”
She smiled before she kissed me, put her pussy on my cock and started fucking me again.
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