My First Time, Was With A Guy free porn video

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As he lay on his bed I told him: ‘I think, I’m ready to give it a try’. I got up and walked near to his bed.

‘Good, do come over to my bed, and sit next to me. Okay, I will show you what I do and how I can open up to accept a finger easily. You can do it too with some practice. Remember if you ever get the chance to have anal sex with one of the ladies here at college, you have to start with her just as I am going to show you now. Otherwise you will cause her pain and that will be it, you will have lost your chance to do this with her.’

I was glad to hear him talking about doing this with a woman, as that seemed to make this all more normal in my mind. I was nervous sitting on his bed and apprehensive about what we were about to do together. I got butterflies in my stomach and kind of sweaty. I decided to go ahead and see what happens, figuring that I can always say I want to stop and not go any further.

In a blink of the eye he pulled down his shorts and briefs to his ankles. Then with a flick of his foot, they sailed across the room nearly landing on my bed. He parted open his legs as he drew up is feet nearly to his hips. He was spread so that his knees were now nearly touching the bed. I looked down between his legs as he lay on his back. The way he was positioned I had just the slightest view up his anal opening under his ball sack. His had the strongest urge to touch and examine his uncircumcised cock. I decided to ignore that impulse.

With one hand he pulled his balls up and slid his butt down and out, allowing me a clear view of his opening. He had little hair there and not really much on his scrotum either. I glanced again at his cock, which now had half of a drop of pre-come showing in the fine slit of his gland. His foreskin was beginning to withdraw as he harden and grew.

‘Open my bedside drawer and get out my bottle of Astroglide. Open up the top tip and hand it to me, please.’

I found the little plastic bottle, opened it and handed it to him. He lubricated his middle finger, dropped his hand down and after he had let out a long deep breath, he slid in the wet finger slowly into his dark opening as he breathed in. He paused, exhaled deeply, another pause… then as he inhaled, and he presses it home, more and more. He repeated this slow deliberate process, as his finger seemed to slip in effortlessly past his knuckles right up to the hilt. It was amazing in my mind that I was watching this and that he did not seem to be staining at all do it.

I asked, ‘Does it hurt?’

‘Nope, not in the least, in fact it feels good.’

I said that I got it, and started to get off of his bed.

‘Hey, where do you think you’re going? Do you want to learn how to do this or not? Put some lube on your finger, come nearer and press you fingertip gently on my anus.’

I felt very nervous now. I put a few drops of the slippery liquid on my index finger, kind of crawled up between his legs on my knees. I looked down to his opening as he withdrew his finger. I knew that time had come; yet I had never touched a man in a sexual way before. And I sure had not touched a guy with his pant off… I hadn’t touched anyone, but me, sexually.

Looked like that was going to change right now, so without thinking about it further, I pressed my finger over his bum-hole. I was kind of shocked as I touched it. Silence filled the room. All I could hear was our breathing, which seems to be rapid and excited. ‘Okay, I’m ready for you to press in. I’m going to take a deep breath in, let it out and then breathe in again. Then, as I breathe that last time, I want you to press in slowly and gently. You will feel me loosen and then open, when you feel that press in a little and you will feel the inter sphincter, stop there and wait for me to do the breathing cycle again. Got it?’

‘Yes’, I said weakly.

Just as he had said, I felt his outer sphincter loosen and open with my pressure against him. Then my finger entered him maybe an inch or so. And then with another breath, he further widened his second hole opening and my seemed to just glide in. It was as though he was pulling my finger in, as I gently pushed in until my second knuckle was inside.

‘Press it in all the way’, he whispered to me.

I did until the entire length of my finger in his anal canal. He moaned. He felt warm, tight and smooth inside. I felt shaky and had to concentrate to hold my arm and hand still or I would have betrayed my nervous excitement. I could not speak.

‘I want you to now press the tip of my finger forward and up towards my cock, then slide it back and up in the direction of my naval to see if you are able to feel the prostrate gland.

As I did so, he moaned again, only louder this time. I was sure I had felt it and from his reaction I must have hit it.

‘Yes, you have it, press back and forth on my button.’ He urged. Again as I did so, he moaned again and then again with each pass of my finger over his gland.

I stopped moving it for a second and he quickly implored me to keep massaging him. Slide you finger in and out of me while you rub over it… With one of his hands he gave his cock long hard strokes, and with the other he pulled up and out on his nuts stretching his ball sack tightly. I thought that doing so would hurt and I kind of winced.

He quickly came with huge globs of white cum shooting out of his prick. I sat there amazed with my finger still in him, feeling his anus tighten rhythmically with the spurts of his climax. His ejaculate oozed out of his cock and down over his fist. I started at his cock.

I started to move my finger, and he said: ‘Be careful not to press on my prostate as you pull out, it is very sensitive now’.

I carefully and slowly pulled out of him. As I did so, it felt as though he was hanging onto me. I was frozen in place not knowing what to do next. With several wads of Kleenex he cleaned up the mess he had made. His come was all over his thighs, stomach and chest. He sure came allot.

He said: ‘Wow that really felt great! You should try it. Are you ready to give it a go?’

I didn’t feel up for that and begged off, saying: ‘I think that I’ve had experienced enough for one day.’

I wanted to go to my bed and masturbate, as my cock had been rigid for a long time and my balls begged for release.

‘Come on, you must want to come. How about it? Would you like to slip your cock into me? I am all-loose, opened up and ready for that. You did a great job of getting me off. It’s my turn to return the favor.’

I did not know what to say… I wanted to do it and at the same time I was kind of scared and worried about doing all of this with a guy. He let the silence settle in for a while.

Then he said, ‘Come on take off your clothes, I want you to do it, I really do. Please let’s do it together, now.’ My resistance stared to fade and apparently he sensed that because he reached over and handed me the Astroglide. I took it and knew that with that I was agreeing to proceed.

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Hello dosto, mera nam Tanya hai. Main ek prostitute hu. Waise toh har tarah se meri chudai ho chuki hai, alag alag tarah ke aadmiyo se. Par ek aadmi kuch zyada hi maza de gaya tha mujhe, main wahi kissa aapko aj batati hu. Yeh kissa padh ke har ladki puri gili ho jayegi aur har ladke ke lund khada ho jayega. Us aadmi ne jo mujhe maza diya tha, aisa maza kabi nahi mila mujhe. Chaliye kahani shuru karte hai. Ek aadmi aya ek din aur hamari malkin se kaha usey ek ladki chahiye 2 din ke liye aur...

3 years ago
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Reese Witherspoon dommed

any of the actresses mentioned below. This story is written down for enjoyment purposes only. Reese witherspoon woke up with a headache. She didn't know where she was. All she could feel that she was blindfolded. Not only that, she was tied to the bed with duct tape, unable to move her hands and legs. She also noticed that she was nude. A duct tape covered her mouth so that she shouldn't shout. All she remembered was going to a producer's home for some script reading of a film they were...

2 years ago
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FaceTime surprise

I have a new job working away and I bought an iPad to keep in touch with the wife, it’s great seeing her when away I miss her so much so it’s great when I’m bored in my room. Jane and I for years have spoke about sharing? But she never comes through, it must be 4 years now we have had the same conversation about it and it’s always the same answer maybe! Jane is great in the sack she knows how to please, I keep telling her she needs to give it out cos it’s going to waste on me as I only last...

4 years ago
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Showtime for Teri

Showtime for Teri By Teri Franken Chapter 1 My name is Teri and I am 28 years old. I have been a closet sissy for as long as I can remember. My parents knew that I was not your typical child and they let me live how I wanted to and did not judge me, they just loved me unconditionally. I grew up loving everything that a little boy typically doesn't like, such as dresses and dolls. My parents were concerned that I would be a target for bullies, so I was home schooled, took my GED...

2 years ago
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Karlas Brainwashing Room 2 Weird lesbian punishment

Please, read the prequels if you like this Story: Karla’s first step to be a Fuck Sow www.sexstories.com/story/105721/ You can read previously - Karla’s Brainwashing Room 1 – Lesbian Stitches www.sexstories.com/story/104312/ ============================== Karla receives a strange visit of Marylou in the Brainwashing Room where Karla lives without sense of day and night. “Karla, since we are in agreement that you want me to be tougher with you, let me try to surprise you, so I go...

3 years ago
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Cableguy

The day started like any normal week day. The alarm clock went off early in the morning, I hit snooze and dozed off for ten minutes before it went off again. This time I killed the alarm did a good stretch before climbing out of bed. The morning tasks went like usual, then I got dressed in a polo work shirt and khakis. I cooked some bacon, eggs and hash browns before leaving the house to make my first stop. It was a new customer and company policy was new customers are top priority. A call the...

2 years ago
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flyguy

Not my story but one from myhotwife blogA couple weeks back I got an email from a commercial airline pilot who said he’d be flying into my town and wondered if I’d be interested in a rendezvous at the Embassy Suites near the airport. He said he had a six hour layover and couldn’t think of a better way to spend it than borrowing another man’s wife for the afternoon. At first I was a little surprised at his forward approach, so I called his bluff and told him to message me and we could talk about...

3 years ago
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Becoming TheDildoGuy

I wrote this as a way to process my sexual development, as well at to share my dirty secrets with like-minded people.This will be deemed sexually devious, inappropriate and offensive to some people. DON'T READ IT IF YOU'RE NOT A DEVIANT!I’m a 33 year old guy, I’m in a hetro relationship and I’m straight.I love sharing my sexual experiences on-line, particularly those from my teenage years. Sharing stories from my youth, and photos and videos of my more recent sexual pastimes is a very...

3 years ago
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7 ASIAN BLOWJOBS IN 7 DAYS DAY 6 NGUYET

SEVEN ASIAN BLOWJOBS IN SEVEN DAYSVOTE FOR THE BESTPLEASE SEE:- INTRO AND DAY ONE – MEI- DAY TWO – EMI- DAY THREE – YUZMIN- DAY FOUR – YONG-JAE- DAY FIVE - JOYCEDAY SIX – NGUYET?I was relieved to know I could get a little more sleep on the boat. We were travelling to one of the islands near the mainland, and it would take a couple of hours. My dreams were saturated with images of Joyce trying to coax my cock inside her, my near-death experience oral sex with Yong-Jae, the mystery of Yuzmin...

2 years ago
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How High a Price Contributed Conclusionsby jimguy

Early left Susan sobbing on the couch and taking his Explorer went shopping for beds to replace their marital king. Early tersely told him what he required, and then with little thought given to details he purchased the beds, leaving instructions for next day, Sunday delivery. Leaving the store, Early sat in his car and cried. The reality and uncertainty of where he and Susan were heading overwhelmed him. Regaining his composure, Early just drove with no destination in mind. On a beautiful...

1 year ago
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ThePornGuy

I’m not The Porn Guy. I’m not really sure how many times I have to say this, but people keep confusing me with that asshole. Sure, we’ve both got “Porn” in our names, and we both have websites devoted to the topic, but that’s pretty much where the similarities end. I think it should be obvious just by looking at what we have to offer, but the internet’s a funny place, and Google sure doesn’t know any fucking better. So maybe this will be a good time to dig in and let you all know who the...

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3 years ago
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Eagle in the Sunset 2019Chapter 29 Summertime for Us All

October 17th, 1995, 7:30 AM PT, Metro Plaza Hotel, Los Angeles, CA Miriam had been tossing and turning all night; she spent time just sitting in the chair in the corner of the room to try and let Baruch sleep. She was so upset she was oblivious to the fact that Baruch couldn’t sleep either, which was not in her nature. She was usually fully aware of what was going on with her husband. They thought together almost telepathically, and yesterday had been one of the first times in decades when...

3 years ago
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Timeless Beauty

TIMELESS BEAUTY BY PAUL G. JUTRAS Sam walked in the dorm house, looked at the lock and then in the dorm mistress's room. The plus size woman was dress in a black blouse and flats, black with white palm tree design jacket and skirt with dark brown nylons. She new there was only a half hour before she made her rounds and called lights out. Upstairs, roommates Chris and Alex waited on their beds. Like their friend Sam, both guys were petite and lovely looking. Being transsexuals who...

3 years ago
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First Time Sex With My Longtime Bestie

Hi everyone Akshay here, age 23 from Chennai. I’m a reader of ISS for the past 5 years, and it’s high time I shared my experience. This happened a couple of months back. It was with my longtime bestie. Her name is Vaishali. We know each other for around 6 years, starting from our college days. She lives half an hour away from my place. I’m pretty familiar with her parents. We got to know each other from our college days as we were from the same department. She had a sexy shape, which gave me a...

1 year ago
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Younger Than Springtime

The door was open. I had no reason to have it closed. We were all in this together. So I was sitting in the large chair as my nurse prepared to access my port to begin the first liter of Cisplatin. The cancer center had been busy today and I glanced out the doorway as several people passed by. Then I noticed a woman pausing as one of the nurses escorted her somewhere.It was Katherine. I recognized her at once even though it had been so many years ago. Then I heard her laugh as her companion...

College Sex
4 years ago
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Maa K Sath Apni Hawas Mitai

Mera nam arun hai. Meri age 17 sal hai. Meri maa 36 saal ki ek sudol sharir vali gadrai hui aurat hain. Unki sexy body k bare me bus itta hi batana kafi hai ki meri puri colony k kai admi unke sath rat bitana chahte hain aur unhe chodne k liye pagal hain. An jyada der na karte hue mai sidhe kahani pe ata hu. Bat un dino ki jb mai mai class 10 me padhta tha .Ek bar mere biology k book me ek chapter padhaya gya jisme ek aurat and admi k dwara kaise bacche ka janm hota h is bare me btaya gya tha....

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