How I Lost My Virginity On Summer Vacation free porn video

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I had high hopes once I had my license, Toni's blowjobs would turn into losing our virginity. I would learn a little later a real blowjob was more than just placing her mouth and tongue near the head while getting a hand-job. Toni would learn I had no clue what I was doing when I was fingering her tight little pussy and getting my tongue somewhere in the vicinity of her clit.
Right before school ended, my Mom had announced her Sister, my Aunt Tammy is going to come and stay with us until she could relocate from Georgia. I found out later she was in the process of getting a divorce after catching him playing around. She drove his car to work while he took her car to be serviced and she found his condoms in the dash. (Guys can file that one in the dumb file). He also thought stalking was the way to win back her affections and that prompted a restraining order on him and her relocation to our house. Aunt Tammy (I will drop the Aunt from here) is a schoolteacher who at the time was 29.

I had only been in my upstairs bedroom for a few months because my Sister had moved into an apartment with her girlfriend. There was only a study, bath, my bedroom and storage upstairs so I had a complete, relatively private area to read my Penthouse undisturbed. OK the choices at that time were limited; Playboy or Penthouse, no cable at the time. Now my only concern when I learned about her visit was the parents would move Tammy into my new room. They didn't because She was only going to be here a couple of months, but after seeing her again and especially with my mid-teen raging hormones, she could have moved in my room forever.
The last time I saw her up to now had been almost two years before at a family reunion. I remembered then she was short, cute, and wore a hot looking black dress. I remembered that dress because it, and Tammy was responsible for several masturbatory experiences. I also remembered because my Granny (her Mom) bitched about the dress all the way when we took her home.
The dress was very short, about mid-thigh, but all the commotion was caused because it really had no back, just halter type straps at the neck, and was open to the base of her spine except for some see thru material. The front was cut in a V-shape all the way to just above her navel.
I knew something about the way she looked was different from the last time I saw her when I realized her boobs were much bigger. She has since told me it had been a self esteem issue for her ever since she was a teenager because she was so petite and had A/B cup tits She said that along with the same kind of issues right after she separated and she had finally said "The hell with it" and had traded them in for 34 D’s. I asked her if it might also be a little payback for the EX since he was a "Boob Guy" and she just gave me an impish grin and told me I was mature for my age. Tammy had moved in and had been there a few days. I went about my pre-license summer job doing yard work with my best friend. I had left early in order to get a couple of cutting jobs nearby out of the way because it had been so hot. I got a lot hotter when I pushed the mower around to the back yard. I had decided to go ahead and get our yard out of the way also. Tammy was in a folding chaise chair next to the back door so she could hear if the phone rang. Nope no cell phones then either. Damn I am starting to feel old….Anyway…
She was wearing a bright yellow bikini that tied around the back of her neck, and the bottoms were cut really high so they rode up high on her hips. They were tied together where they met at the top of her hips. The rest of her included a height of about 5 feet tall, 105 to 110 #, She already had a naturally dark skin tone because she is half Cherokee but tanning made her even darker.
She had dark Brown hair almost to her shoulders, and really sexy bright green or aqua colored eyes. I told her I had to cut our grass but when I started to get closer I would get her to move the lounge chair for a second so I could mow around it. I then got this brilliant idea and said if she wanted to move it now I will go ahead and get it out of the way so I would not have to bother her. She said she would just take the time to go inside and make some iced tea and asked if I wanted some. I of course said yes and then began cutting the back yard. I had been wearing just a T-shirt and cutoff jeans but I had taken off my T-shirt to add to my own tan and cause it was so damn hot and humid. I finished cutting the grass and walked over to the garden hose to cool off and to rinse off the grass clippings. She came out of the house with the tea as I held the hose over my head and stood underneath the spray. She brought the iced tea over and said that looks like fun, will you hold it for me. I said sure and she walked over to the hose. She didn't want to have to dry her hair so she just bunched it up and held it high with both arms pulling her hair back. This caused her to stick her chest out and those Big (almost brand new) Tits to be displayed even more.
I guess it was the cold water but when she stepped out of the spray her nipples were standing straight out and it looked like they were a big as my thumbs poking against that material. That bright yellow top made them stand out even more.
We went back over to her lounge and she sat down in it and I sat down on the back steps beside her. My cock had gotten rock hard while I was spraying her and then I noticed the bikini material had become a little transparent and you could see the areolas around her nipples and you could see the perfect outline of her pussy lips thru the wet bottoms. When I had sat down on the steps my cut-off jeans had ridden up some so I was really embarrassed when she said well you apparently like what you have seen and nodded between my legs. The head of my cock was visible sticking out of my cut off jeans. I had chosen not to wear underwear because it was so hot and a combination of setting on the steps, along with really short jeans caused that to happen.
She could tell I was embarrassed and I was about to go inside when she asked me to put some oil on her. I laughed and said I probably should not be doing that considering what had happened and she just told me not to worry because that was a natural reaction and if it needs to poke out of my shorts that would be fine. She said it was flattering and exciting to know she caused that.
There had just recently been one of those teacher-student scandals in the news and the conversation got around to that as I was rubbing coconut scented tanning oil from her shoulders down to her lower back. Then she just reached back and pulled her bottoms up and made it kind of like a thong and told me it was OK to put oil on her butt and also her legs. She had a tiny ass but it was heart shaped and matched her sexy legs perfectly. That prompted me to say that I thought those guys who were fooling around with their teachers were stupid for running their mouths about it. She asked me why and I said well a guy starts trying to find a girl from the first time he ever gets a hard-on, so why when he is getting even more than he can handle does he have to tell everyone what he is doing and mess up a good thing.
She then laughed and told me she had fantasized about a couple of guys that had been in her classes before and one in particular. She told me he sat in the last row of her government class and as she was walking around the room she would occasionally see him rubbing his crotch and that one day she just sat down on top of her desk facing his row and gave him an up the skirt shot. I was getting more relaxed as we talked and was massaging the backside of her legs when she asked if I had a girlfriend. I described Toni to her and she asked if we fool around. I really didn't have much (any) experience to speak of that it was mostly hand jobs and me playing with her. I told her I recently had received my first BJ. Tammy asked me to describe how she did the BJ. I started to describe what Toni had done when she turned over on her back and asked if I would like to show her what I had done to Toni. We went inside where she spread out the towel and we sat down on the couch. She reached up and untied the straps and her top fell off showing those beautiful new tits. I asked her if the felt different and she said see for your self. I cupped first one then the other and gently squeezed them and pushed them together. When I did that my thumb brushed over her nipple and she took a short breath and that nipple went rock hard. They were pretty long but what I liked they were about the size of my middle finger in diameter. Toni was taller and slim and was a B cup, so I was spending a lot of time with Tammy’s. I then put my mouth own on one and sucked in that big, hard nipple. I had virtually NO experience so I just started doing what I did with Toni. I bit down gently on it and she just whispered harder, harder until she moaned and I let the pressure off her nipples and flicked my tongue back and forth over it. I started over on the other nipple and she reached over and ran her hand under the leg of my jeans shorts and wrapped her hand around my cock. I almost came right there. Every time she would pump my cock a few times I would have to make her stop. Then she said she wanted me to cum. She unsnapped my jean shorts and pulled them off. She got on her knees in between my legs and took my cock in her right hand and cupped my balls in her left. She then moved her tongue up underneath my cock and around the crown until I told her I was about to cum. As soon as I said that she sucked it deep into her mouth and started moving her lips up and down on my cock while she was massaging my balls. Toni had never taken my cock that deep in her mouth before and the feeling was incredible. I started to shake and came really hard. I watched her looking up at me while she swallowed every drop, but she didn’t stop like Toni did when I came. She started slowly moving her hand up and down my cock and started to lick and suck the head while she squeezed my cock really tight right at the base. She then leaned forward and rubbed her hard nipple over the head of my cock before sliding it in between those tits. I was hooked on titty fucking like crack to an addict from that point on. It did not take very long with her doing that until my cock was rock hard again.
She slid her bottoms off and her tan lines looked really hot. Her pussy was trimmed really close and she had a landing strip above her clit. That was chic back then. She leaned back and asked me to show her how I did my girlfriend. I started licking her pussy and she started telling me how to lick and suck her pussy lips and exactly how to hit her clit until she was moving her hips faster and her pussy was soaking wet. Se moved her fingers down and spread her pussy lips open wider when she started to cum. She was breathing in really fast short breaths and her hips were moving up and down on my tongue in fast, short, strokes. I did not even know what multi-orgasmic was until then and came several times with me eating her pussy.
She told me she waned me to put my cock inside and swung her legs over and sat down in my lap. She started moving her hips back and forth and rotating them slowly all over my cock as she fed me those tits. She reached down and guided my cock into the tightest, warmest, and wettest place it had ever been. You NEVER forget the feeling the first time. She started sliding that wet pussy up and down on my cock really slow at first but them with those short, jerky movements she did when I was easting her pussy. She did that and then would stop right before I was about to cum until she told me to cum in her pussy. As soon as I felt that first jerk in my cock and that hot cum shot inside her, she started cumming as I was shooting a huge load of cum inside her pussy. She said she had never had a guy cum so much in her pussy before. She then reminded me about what I had said earlier about having a good thing and keeping my mouth shut. Thinking back I really believe saying that prompted her to decide she was going to teach me a few things out of the classroom.
She stayed with us the entire summer, almost 3 months, and I learned a lot about sex. All different positions, finding doggie was my favorite position. She taught me how to eat her pussy and even did anal a couple of times. I can’t forget how awesome it felt when she put some K-Y in her hand and stroked my cock until it was very slick. She turned around with that sexy ass up in the air and dabbed some on her finger and then made me watch as she slid her finger in her sexy little ass. She grabbed my cock, guided it in, and was telling me just how she liked it when the head of my cock first popped inside that tight ass. The feeling was nothing like I had felt in her mouth or pussy before. One of my favorites was when she would take one of her toys and right before I was about to cum in her ass, she would put the vibrator right against the base of my cock on full blast. She said she loved the way it made my cock vibrate inside her. I didn’t mind it much either.
We played several times after that summer until she got remarried. I am sure Toni was amazed at how well I ate her pussy and fucked her. Yep Toni and I started right after I got my license at the only place we could play and not be bothered, an adult drive-in (Damn did I say I was getting old?) in a neighboring town. “Aunt” Tammy still looks as sexy as ever in my book. She along with her Mom and Sisters has an apparent family gene, so she looks 10-15 years younger than her age. She still gives me that impish grin and little wink so I usually have to walk away because she knows it will make my cock hard.

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Two weeks removed from summer vacation at the local University, Jill was still feeling the effects from all the studying from her finals. Now after coming home all she wanted to do was enjoy the time off and blow off some steam, but before she could she needed to find a way to get some money.Not long after arriving home Jill headed out toward the beach, and while walking along the boardwalk she saw a help wanted sign at the local boardwalk surf shop. Jill applied and by the following day she...

2 years ago
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What I Did During My Summer Vacation

I was born Robin, Leslie Robard, youngest son of Kyle Lee Robard, and Wendy Gail Robard, brother of Samuel David, Robard. We live on base at Fort Brad , where marines are instructed in their many skills. We are very patriotic, with the U.S. Flag and the flags of every military branch proudly waving in the breeze. Sam and I enjoy tending to the flags with Mom. We know the proper way to handle a flag, and only the Christian Flag holds a higher honor than the American Flag to us. We are a...

3 years ago
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Summer Vacation

Summer Vacation By [email protected] name is Clyde and my wife spanks me. She even lets some of her friends spank me. This incident happened to me this summer. My wife hadn’t seen her sister for a year, so we decided to visit her. Her sister’s name was Kate, and she lives in a near by state. When we packed up to leave, my wife put in the trunk a small bag besides our main suitcases. At the time, I didn’t know what was in the bag, but I found out later.But to get back to the story, Kate...

Spanking
4 years ago
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Deja Vu AscendancyChapter 242 The First Saturday of Summer Vacation

Saturday, June 18, 2005 Two and a half hours of sleep is a ridiculously short period. If I go to bed at 10pm, then it's only half past midnight when I wake up. The night's barely started and I've already finished all my sleeping. I decided to go for a run. Ever since my last merge my body had felt more energized. Not dramatically so, but it was noticeable and I was very curious about it. Now that my casts were off, and my leg seemed unlikely to break in half again (I'd take my cellphone...

1 year ago
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Summer Vacation

100% fiction! Summer holidays were here again. Mum and dad decided they were going to tour around France for a month, so my aunty and cousin are here to stay with me. My name is John , I am eighteen years old, fairly shy and still a virgin. Though I have got close I haven’t actually done it, just a squeeze of a hard nipple and a feel of a wet pussy. It was a beautiful morning so I decided to spend some time around the pool. Stretching out on the sunlounger I was enjoying the sunshine when a...

Incest
2 years ago
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How I lost my virginity to an older boy

Introduction: I lost my virginity at a young age, to an older boy. This is my first story, please no mean comments. Im sorry if my writing/grammar sucks. Im sorry if its not a good story, Im not writing to entertain. Im writing to tell how I lost my virginity. When I was younger I used to have low self-esteem. I was a little over weight, not alot, maybe 10-15lbs more than I should be. I used to think no one would ever want to date me, thats why I loved attention whenever I got it. I eventually...

2 years ago
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How I Lost My Virginity

Hi friends, I’m Ted. I am living in Kerala. I came to know about ISS a few weeks back and since have become a huge fan of ISS. This is my first story so please forgive for any mistakes. Do send Feedbacks on All types of feedbacks are welcomed. You might feel it a long story but you surely will enjoy. So, let’s get started HOW I LOST MY VIRGINITY – PART I First let me tell you about myself. I’m a 23 year old engineer, good looking and a slim person. I’m 5’9″and my cock size is 7 inches...

4 years ago
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Bobbi Jos Summer Vacation

When I was a kid I used to spend the summers at my Aunt and Uncle's place in Indiana. My Dad traveled a lot in his business and Mom worked part time for a Real Estate company. So they thought that my spending time with my Aunt and Uncle and my cousins would be better than leaving me home alone all summer. It was fun when I was younger, around seven or eight, as us kids would all hang out and play all day, building tree forts or go swimming or whatever kids do outdoors. But the year I...

4 years ago
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How i lost my virginity My True Story

Ive been a member on here for a while now, just lurking and browsing various profiles and basically enjoying my time here. I've decided its time for me to make my first post and what better way to start than the story of how i lost my virginity. Names will be changed to protect people's identities.Well it all happened a few weeks after i had turned 18 years old. Till that time the closest i had come to seeing the naked female body was at the beach or the pools seeing women in their bikini's and...

2 years ago
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Summering in Femininity Part 1 A Bummer Summer

A Bummer Summer? It was the dream of every seventeen year old, during the summer before his senior year of high school to spend it miles away from all his friends and all his stuff. In case you couldn't tell, that was sarcasm, because for Taylor Hughes, that was the last thing that he wanted. Unfortunately, he had no control over the matter. His parents were going out of the country on business for the entire summer, and trying as he might, Taylor was unable to convince them to let him...

3 years ago
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How i willingly lost virginity to a strange

Hello people out there. I am Richika from Hyderabad. I am 20 years old and have an appealing figure of 34-28-34. My boobs are the most interesting part of my body. I am studying B. Com. From a private college here and I hardly go to the college. I have a group of friends with whom I can be generally be found in any of the cinemas, food joints or on the necklace road. We are three friends. We three enjoy a lot and all of us have a high sex drive. We even have lesbian sex sometimes and watch porn...

Incest
4 years ago
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Joans Slutty Summer Vacation

Joan was aroused from her nap by the flight attendant’s announcement that they were beginning their descent into Coastal Regional Airport. Joan yawned and sat up in her seat noticing that her short sundress skirt had ridden high up her legs during her nap revealing her tanned thighs to the heavy gentleman setting next to her in the aisle seat. He had also had a teasing view of her firm breasts which was permitted by the unbuttoned top buttons revealing most of her tanned braless tits. She...

4 years ago
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Joans Slutty Summer Vacation

Introduction: A week at the beach offers new opportunities and adventurous sex SATURDAY Joan was aroused from her nap by the flight attendants announcement that they were beginning their descent into Coastal Regional Airport. Joan yawned and sat up in her seat noticing that her short sundress skirt had ridden high up her legs during her nap revealing her tanned thighs to the heavy gentleman setting next to her in the aisle seat. He had also had a teasing view of her firm breasts which was...

3 years ago
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Summer vacation

So, this is the day. Your friends and you planned this trip for almost haf a year, and now that summer vacation ishere, you are ready to start. Your clique consists of eight guys, your best friends, some of which you've known since kindergarten. You borrowed two cars from some of your parents, packed them up with booze, some guitars and your boardshorts and soon you'll be on the road, heading right to the sea where your finca with your own pool awaits you. But first, you have to decide who gets...

Teen
3 years ago
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Monika Aunty Summer Vacation

Hi, friends, it’s Deepak from trichy, just I am going to share my real sex story with my aunty monika which took place last year. Just now I finished my school studies. So I was very poor in english but sure my real sex story will make you hard. Last year I finished my 12th std and I went to chennai to spend summer vacation. My bad or good luck my grandpa and grandma went to dubai to meet another uncle. So only uncle and aunty were home. My full-time pass is my cute little cousin boy manoj just...

Incest
1 year ago
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Summer Vacation

It was my final day...literally only ten minutes left before I would leave for the summer and spend it in Ireland with my distant cousins. My mind was drifting off, imagining the fun we would have, and what we would do as the teacher spewed off some inspirational speech about college and life after high school. But for me it was four years of torture, and teenage angst, I never was the most popular kid in school let alone the most attractive. I sat at a modest 5'10, 189 lbs, and not...

2 years ago
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The Continuing Adventures of Lisa James A Summer Vacation

The Continuing Adventures of Lisa James : A Summer Vacation Chapter Thirteen : On the town Lisa opened her eyes and yawned . Herarms and shoulders ached and she really needed to go to the toilet. Being securedby her wrists to the little bed's headboard for the night had been pretty uncomfortablebut she'd fallen asleep almost straight away. Hardly surprising consideringhow exhausting the days' events had been. Feeling so horny the previous eveningand not being allowed to come, even when...

1 year ago
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Jennys summer vacation

Jenny Kirk turned sixteen and told her mom she would like to visit her uncle George. It was summer vacation and she wanted a change. Her mom seldom mentioned her brother. He was sort of the 'black sheep' of the family. "I don't think it is a good idea at all Jenny" said Rita."Why not mom, I haven't seen him since I was a little girl""When he made all that money in the stock market he changed" said her mom."Changed how?""He drinks too much and I don't like that young wife of his" argued her...

Incest
11 months ago
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Lost virginity with my friends brother Virgin Sex Stories

Its just a week since I crossed the threshold of eighteen. Legally adult finally! I was jumping with joy imagining the plethora of freedom that will come my way suddenly. But sadly, my forever strict parents remained the same. If anything, they have now become even more aggressively strict. Let me first give you a background here. My name is June- a Indian born and brought up in America by NRI parents who are thoroughly Indian at heart. Now you might be thinking how come this story is about how...

Virgin
2 years ago
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I lost my virginity

1. Players„Irina(20), beautiful post. op. amputee sissy boi.„Barbara(40), her amputee mother.„Thomas Sterling(30), admirer of amputee and sissy boisFirst chapterI awakened early morning, after good healthy sleep and erotic dreams. I am in sense at once, because today is the day of my most important meeting of my life. My first real lover will meet me this afternoon. I have to prepare myself for this occasion.My wounds healed perfectly last days. I shut my eyes and start to explore my whole body...

3 years ago
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MY VIRGINITY LOST IN THE STORM

MY VIRGINITY LOST IN THE STORMBy : VoyeurKingNOTE : This story is entirely true and was experienced first hand by yours truly. This is the tale of how I lost my virginity, and might give you some insight on the feeling of magic, excitement, and sexual hunger and desire of my youth. The names of the characters have been changed to protect their identities, and the dialogue isn’t verbatim (it was almost 9 years ago) - I have not made any additional editing to spice it up – This is how I lost my...

1 year ago
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How I Lost My Virginity To A Busty Village Aunty

Hi ISS readers, I’m Sukumar from Hyderabad. I’m not new here as reader but I’m new to share my true story. I’m an Engineering student, 23 years old but look much older with my face. I have a fair body. Just as a casual student will have. This is the story of losing my virginity, happened during my twelfth class vacation. I have a habit of going to my friend’s village whenever I feel bored. Though I started going recently but I love to go there. I go there not because it’s a good village but I...

4 years ago
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How I And My Girlfriend Aparna Lost Our Virginity

Hi friends, I’m Manu Shankar. I m 24 years old and I had completed my B.Tech from a well known college in Chennai. I’m born and bought up in Kerala (Trivandrum) . This is my first story in iss. So if u find any grammar mistakes, plz 4give me & need your valuable suggestions. Here I’m going tell my first experience and how I lose my virginity to my schoolmate girl Aparna (not real). At higher secondary, we were in the same class. In the first month, I didn’t even talk to her. Then after computer...

4 years ago
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The Summer of Losing My Virginity Part II

Read my first story, "The Summer of Losing My Virginity" before reading this story.After losing my virginity to my dad's long time girlfriend/step mom when I turned 18 years old, my newly devirginized cock was constantly hungry for Susan's mature hairy pussy. My dad never knew that Susan and I were having sex, let alone having sex a few times a day, while my dad and Susan would have sex about 2-3 times a week.One early morning, I heard the muted sounds of my dad and Susan having sex in their...

1 year ago
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Turn Into Gay 8211 Virginity Lost

Hello guys, I am Gaurav Pant , 24 years old from Delhi having 172 cm ( 5 ft 8 inch) height with 57 kg weight with slim shaved figure. I am the regular visitor of ISS and have been reading gay stories regularly here.I am really excited to share my first gay experience which turned me into Gay since 6 month. I had been interested first ever towards gay life when I had watched my roommates having sex during my hostel life before 1 year.It was a super exciting experience of watching my roommates...

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