First Time Porn Stories
Page 456

First time to go This far

So its not unusual for my and my s****r to fool around and neither of us are virgins but this was the first time went this far. I can remember it clearly.


Her long legs and slender body, she wasn't tan by any means but something about how she was glowing, all I could think: Wow. Her eyes shone bright in the moonlight through the window, she was staring right at me. "But...." I muttered, she had my head spinning ready to give in, "Your my s****r, we can't- its wrong." She completely ignored my words and bit her lip tugging me closer to her. Our bodies pressed lightly together I co... Continue»
Posted by perverts 4 years ago  |  Categories: Fetish, First Time, Taboo  |  
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My first day at work

Yeah, I knew I was stud, but didn't know I was a pansexual Hedonist! I was six feet, weight 176 and hardly any body fat. I also had a thick 7" cock that seemed to stay hard. I also had a very firm bubble butt. So, on my first day at the bath house I lost my clothes in a locker. donned a bath robe and met Jerry's partner and older boy toy. Both gave me the grand tour as they explained my duties including sex with Jerry and boy toy.
The place was dimly lit, but expansive and nicely decorated. At first we walked down a hallway with small private rooms and then through some double doors to the po... Continue»
Posted by kwhagie 8 months ago  |  Categories: Anal, First Time, Gay Male  |  
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The Adventures of Cheryl - Mother's Milk

Cheryl hadn't seen Lacy in some time. Her and Jeff had gotten married nearly two years ago and she began playing the role of wife. It was only a few years agothat Lacy, Cheryl, and the rest of their high school girlfriends were out partying until dawn. Now Lacy was pregnant and expecting in just a month. Cheryl felt bad that none of the others cared to visit and that Lacy was pretty much house bound. So one day she decided to pay her a visit.

The two women sat on the couch chatting.

"So what's it like being pregnant?" Cheryl asked.

"Uggh." Lacy moaned. "My back hurts, I'm peeing all ... Continue»
Posted by Cheryl4516 5 years ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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Leila's Secret

I'm an ordinary guy, nothing special about me at all. Well, maybe my choice in women could set me apart from most.

It all started one rainy afternoon in Northern California as I was driving home after a party I'd attended alone the day before.

I'd stayed over at a friend's house and after a nice leisurely breakfast I headed home so that I would be back home before dark. I had to be at work the next day and wanted plenty of rest.

I was driving along Highway 1 when I first saw her. And boy, was she a vision. It had been raining all morning and the woman who stood there beside the road w... Continue»
Posted by nova169 4 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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Training my first pumper woman

Training my first pumper woman

I have always been a very horny guy; full of powerful sexual needs that were not being met. Every week, I needed to clean out my pipe a number of times a day and there was not always a women on the other end if you get my drift--which is sadly the case for many college students.
So, I got my first pump to train my manhood to grow to thicker and meaner heights. It was the old kind made by John Holmes--with a black knob on the top and made a loud pumping/hissing sound and was made of clear plastic with a little hole to release the pressure. I loved the ... Continue»
Posted by vacthik 4 years ago  |  Categories: BDSM, Fetish, First Time  |  
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Jenny and I-4

Janice was a bit tentative at first, but I let her set the pace since she was paying for it. I wish I could say that it was my great technique that moved us along fairly rapidly, but, in all honesty, I must admit that Janice proved to be very horny when she warmed up a bit.

Janice took her own blouse off simply because I was trying not to push her too hard, but it took less than 10 minutes for us both to be naked from the waist up and locked in a lovers' embrace. Neither one of us needed instruction in French kissing, so we took that route very early on in the date. We kissed for a few minu... Continue»
Posted by stif266 8 months ago  |  Categories: First Time, Mature, Taboo  |  
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Rose 1

I was 14 and had discovered wanking and dressing in panties and nylons.
I don’t know what made me slip on panties and stockings the first time but one day at home alone I felt the urge to try on the white lace panties and suspender belt with sheer black fully fashioned stockings I found on my parents’ bedroom floor. Curiosity I guess but as soon as I felt that lace on my cock and the sheer nylon on my legs I was hooked and hard. I stroked my rock hard cock a couple of times and came quicker and more fully than ever before. After that day I wore whenever I could. I found I like tights and ot... Continue»
Posted by maninnylons 4 months ago  |  Categories: First Time, Mature, Shemales  |  
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Webcam Allie


I guess I was so turned on that I didn't hear the front
door or my dad's foot steps coming up the stairs or
even notice him watching me, panties to my knees, bra
and top pulled up over my boobies while I touched my
body for that webcam.

I'd been flirting with this guy on line even though he
was 27, twelve years older than me. But he'd been
sending me hot pictures of himself for weeks: first of
his face, then with no shirt (hot!) and finally him
stroking his stiff dick while looking at pictures of me
I'd sent him -- at first, fully clothed, then in my
skimpiest underwea... Continue»
Posted by brianbigdogsmith 1 year ago  |  Categories: First Time, Taboo, Voyeur  |  
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Experience with a trucker

I was horny as hell one day (well most days), but this day was especially bad. I was surfing the net and ran into a web post for a trucker that was coming into town. It had always been a fantasy of mine to fool around with some hunky trucker, in his truck, but it had never seemed to work out.

I took a chance and started exchanging IM’s with this guy. He told me he’d be in town in about six hours. Great, that gave me all day to squirm around. We exchanged pics. We both liked what we saw, so I told him to shoot me an email when he made it in. I really didn’t expect to hear from him again. Fiv... Continue»
Posted by kbking64 5 years ago  |  Categories: First Time, Gay Male, Hardcore  |  
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My First Time At A Bath House

Since I got a lot of comments on my bath house experience, I thought I'd share my first bath house experience with everyone. I was 20 the first time I went to a bath house. I had read about it online, and was curious as to how it worked so set out one afternoon to check it out.

It was an older place, and has since been torn down, and like most places, had a window at the front door where you paid, and then you walked into a long hallway that brought you to a locker room. This place had no rooms as so many do today, just a locker area and bathrooms on the main floor and the sauna, sho... Continue»
Posted by panteeluvr 5 years ago  |  Categories: First Time, Gay Male, Group Sex  |  
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Cousin Karen wanked me

What I am about to tell you happened long time ago. I think I had just turned 16 years old, maybe only 15. I had a great new experience and adventure.

It was in the middle of the summer. I used to stay at our summer house which was in very secluded surroundings. One weekend an uncle and aunt came to visit. They were accompanied by my cousin Karen, a year younger than me. They had been travelling around by car for two weeks and were now on their way home, which was a six hour trip from our place.
Karen was a bit on the short side but looking older than her age. Mainly because she already h... Continue»
Posted by trevor54a 1 year ago  |  Categories: First Time, Masturbation  |  
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Fun with my mature bbw neighbour! (part 2)

As we continued kissing, ellen started reaching down between our bodies until she was able to wrap her hand around my hard thick shaft, as she held it she again started rubbing it up and down her slit. Every time my cock head brushed over her pussy i was able to feel it "flick" its way over her swollen clitoris as it stood there protruding invitingly between her lips. Turning ellen onto her side and positioning her so that i was straddling her bottom thigh and her other one was bent at 90 degrees supporting her, i started to ease my cock back inside of her. Inch by inch i entered her wet pussy... Continue»
Posted by marcusp1979 4 years ago  |  Categories: First Time, Mature  |  
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my first

when i was 14 i had my 1st woman.
I used to hitch to my gf who lived about 10 miles away and one nite i had my thumb out when a woman in her mid 40`s gave me a lift. We chatted and i told her i was returning from my gf`s and she asked if she could ask a personal question, i told her to go ahead and she said i looked fairly young, i told her i was 14 and she told me that she thought i was at least 16.
She then told me she was a teacher of k**s of my age and basically she wanted to know if i had had sex with my gf yet, she then added that i didn`t have to answer if i felt embaressed. I answere... Continue»
Posted by petmel 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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First Time With Mom

I stood there next to my best bud Mike both of us stroking our cocks feverously. Mike's older s****r, Sara, laid there in front of us, one leg on my shoulder and the other on Mike's shoulder, her pussy spread open wide. Mike and I had given Sara thirty dollars to see her pussy and boobs. Then Sara did one better for us and let us stroke our cocks as we looked at her. I could smell her and it was so intoxicating and then to be so close to a real pussy, I could see her hole and she looked so wet and inviting. Mike and I were both ready to nut and Sara was holding her lips openshowing her hole.... Continue»
Posted by zimabean 2 years ago  |  Categories: First Time, Mature  |  
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The new Lady in the Woods.

Well I told you about the lovely lady I had in the wood near to where I live and as I said she and her Hubby moved away, but before they moved I had one last fuck with her down in the woods. It was a cold day but we had arranged it as It was probably the very last chance we would have, It was to turn out to be the last but one, but that’s another story another time.
So there we where fucking realy hard on the inflaitable cushion that we took down with us to make things more comfertable, I was right up her cunt to my balls and was giving her a good hard fucking when I realised we where ... Continue»
Posted by teddyboy10w 6 years ago  |  Categories: First Time, Mature, Voyeur  |  
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First time with a man (or two)

Hi there, ive been a member of xhamster for a while so i thought it was about time i added my own story, so here goes. This is a true story about my first sexual encounter with a man, which turned out to be with two men in fact.

I had been curious about gay sex since i was in my teens but i never had the guts to do anything about it til i was in my mid twenties. i didnt lose my normal virginity until i was 20 and then at 25 i lose my arse cherry. I was single at the time and a friend of mine, whom i was very open with, had told me in conversation that another friend of her's was gay and t... Continue»
Posted by diggerdoug 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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First One, Then The Other

When this happened, it was the summer after my graduation from high school.

I'm an only c***d and live with my mom and dad. My dad is a Vice President at a local bank and my mom teaches elementary school. She has a s****r, my Aunt Tina, who also lives near us and also teaches in the same elementary school as my mom.

It was the school I first went to and it was weird having them both there, they're identical twins and really do look quite alike. But, now I would be going away to college though I was able to see my aunt a lot since that summer.

It was then, that her husband of ten years... Continue»
Posted by zopri 3 years ago  |  Categories: First Time, Taboo  |  
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first time public

My First Time In Crowded Place As Cross Dresser

about 2 months ago, i got up the courage to go to a crowded public place dressed for the first time
i put a post on craigslist saying where i was going and what i was wearing
then i drove to shopping center parking lot and dressed up in the car, make up, red lip stick, red finger and toe nail polish, blond wig, ear rings, necklace, rings, watch bracelets, thigh high stocking and gatrer belt, black 5" heels, black mid thigh dress
i drove to a closer parking spot and took a breath, put on sunglasses, grabbed my purse and stepped out into publ... Continue»
Posted by cdamanda 4 years ago  |  Categories: First Time, Shemales, Voyeur  |  
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When did Mom Start Wanting Me

Back shortly after I was born dad was in a bad accident that killed him while on the job at work, which left my mom, s****r, and me, to live without a husband and dad.

Some years later mom met a guy and they got married and even thou he never really tryed to just step in and take dad's place in my life, which was a good thing at the time, he did treat me like a friend and not like a k** and he did the same with my s****r too.

The one thing I didn't really like the most about the guy was, he never let me go with him deer hunting and fishing. He said he didn't have time to teach me how to ... Continue»
Posted by HankWilliams1956 1 year ago  |  Categories: First Time, Taboo, Voyeur  |  
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Roz at the wedding

I was at a wedding for a relative. At the reception I was seated at a table with some f****y of the bride that I knew.There were still about three seats left and we did not know the names on the cards.Right before the bride and groom was presented three people showed up sitting at our table.It was a couple and a woman.Everybody introduced themselves.Her name was Roz.She sat next to me as the bride and groom were presented.After everything settled down Roz turned to me asking me whose side I was on.When I told her the bride she wondered why we were seated at the same table because she was on th... Continue»
Posted by jaimie49 3 years ago  |  Categories: First Time, Hardcore, Mature  |  
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