My 1st Time With A Man While Dressed And 1st Anal free porn video

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The following story is true.
I have been dressing in my wife's sexy clothes at home off and on for a while because I love the feel of hose and panties. My wife and I are swingers, actually we do mostly cuckold swinging but I am free to be with women if I want. I have sucked some of her dates cocks beside her. I love being on my knees beside my wife sharing a cock. One time we met a guy and she had came down with a bad headache, we explained that she did not feel like doing anything but we agreed I would suck him off alone while she coached me. He was happy with that and I sucked him while she lay beside him telling me what to do and even pushing my head up and down. When she sensed he was ready to cum she tole him "you can cum in my husbands mouth" which was a surprise to me because she had always taken the loads. I had tasted cum in mouth several times when I kissed her so I knew what it tasted like. What I was not expecting was the feel of my mouth filling up so fast with more than I expected. I had to run to the sink and spit which she got a kick out of. Being the good wife she is, later she coached me on how to deal with it by putting the head back as far as I can take it without gagging and let it squirt right down without ever being in my mouth.

Now this story is really about my 1st time alone with a man while dressed. I had the weekend alone because she was out of town and I decided I was going to see how it was being the one getting fucked

I wear the same size as her so I had lots of sexy clothing to choose from along with a wig and some spike heels I wore at a Halloween party a few years ago when I was a hooker and she was a pimp.

I picked out a short leather skirt, silky blouse, crotch less pantyhose, and lace panties. Then I booked a hotel in a larger town near me and placed an ad on craigslist as a crossdresser looking for men. I got several responses and after weeding out the weird messages, one liners, people that would not send a pic, etc....
I narrowed it down to 4 guys that lover playing with bigger Gurls like I would be that night. 3 black and one white. After some chatting about times and what they wanted I picked 2 black men. the 1st was supposed to arrive at 930 the 2nd 1130. The 1st guy got stuck in traffic and texted me letting me know he would be a bit late.

When he texted that he was in the lot and on the way up, I unlocked the door as we agreed on and he came on in to find me laying in the bed with the room pretty dark. He wasted no time and was taking off his clothes as he came over to me. He then started telling me what to do like we agreed. he called me a nasty slut and tole me to get in my knees and remove his underwear. I was on my knees in record time and pulled down his shorts and his cock sprang out. It did not look too big maybe 6 inches but bigger around than average. He pulled my head to his crotch and I obeyed and took it in my mouth. I started sucking and playing with his balls. The more I sucked the bigger and harder it got.
I thought it would never stop growing, I have sucked a few white men before but this one was larger than all them. I have saw my wife with bigger ones before but this was my biggest by a longshot. I know it is cliche than black men have big cocks but he had 9 inches and slightly smaller around than a coke can.
After getting face fucked for a while, sucking his balls and getting face slapped with his cock he ask if I wanted to have some real fun, I gave him a couple more deep sucks and slapped myself with it, then told him I was his to use. He told me to get on the bed on my hands and knees, he got behind me and roughly pulled my panties down and slapped my ass a couple times. Then he had me spread my my legs more so that I was at the right height for him. I felt something cool in my crack which was some lube. I knew at that moment I was about to get fucked and it was too late to back out. My own cock was harder than it has even been just thinking about what was about to happen. After rubbing his cock head in my crack a couple times he told me to get ready that my ass now was his. (in my email he ask how I liked it, I had told him I had no idea because I had never been fucked before, and to treat me like some slut he had picked up just to fuck. He ask if I was sure I wanted that and told him yes. ) I was not expecting him to go balls deep in the 1st time but he did.. It hurt like hell for 3 seconds, I was extra tight because I did nt know what to expect. Then all of a sudden I felt my ass open up and the pain stopped and WOW. He was not gentle at all and I loved every second of it. The feel of him on top of me and knowing I was at his mercy was awesome. I could also feel his balls ( which were very large and full, I knew because I had them in my mouth earlier that night) hitting me with each thrust.. He fucked me for 10 minutes while I could do nothing but moan. Then he started ti moan and pushed in as deep as he could. I knew he was cumming I could actually feel his cock pumping I counted 5 pumps before he just relaxed lay lay on me for a moment. He then got off me, smacked my ass and started dressing. I was still in shock and could not move much. He told me he wanted me again soon and to bring my wife so he could fuck us both. I agreed I would try but I was not sure. But I have a feeling that he will have her soon because I want another go with him.


less than 30 minutes after he left the other knock at my door. I was still getting cleaned up from the 1st so I let him in and told him I would be out in a couple minutes. I was having trouble with my wig thathad gotten all screwed up earlier.

I walked out of the bathroom and could not see till my eyes adjusted to just the light from the TV. I saw him lying in bed stroking his cock. I did not say a word, I just walked over and got between his legs and started sucking him. This guy had a nice large cock but not as big as the 1st one, I sucked his cock, sucked his balls, and slapped myself in the face with it. ( I do not know why but I love a cock slapping my face) I would say I sucked him for half an hour, then he ask if I wanted my mouth full of cum or my ass full of cock. I stopped sucking and told him I wanted my ass fucked. He had me lay on my back and pput a pillow under my ass.
I had no panties on this time. He got between my legs and was going to take me missionary. After some adjusting the moment came and for the 2nd time in a few hours I had a black cock in my ass. He put my legs up and started pounding very hard and fast. (I had saw my wife in this exact position, with the same outfit on, and a clack cock working her up good just over a month ago) When he was ready to cum he pulled put and straddled my face and fucked my mouth a moment before stroking himself as he came all over my face. I felt like a glazed doughnut.
As I was trying to clean my face off he thanked me and got dressed. He have me his number and told me to text him next time I wanted some cock.

So in one night I went from being an crossdressing virgin, anal virgin. facial virgin and BBC in general Virgin to being fucked by 2 BBCs, being bred by one, and being facialized by another. Next I will have to swallow a BBC load. I have swallowed but only white guys. (if you do not count swallowing some black mens cum that I got drom kissing my wife after she had taken a load.)

I definitely want to do it again and am trying to find a way to arrange a repeat very soon. I guess its true onve you go black you never go back because I want to do it again with black men only.

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4 years ago
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1st time driving dressed

This happened to me about 10 years ago but only plucked up the courage now to sharewell I was driving from Gordano Services area on the M5 heading home a few weeks ago, it was about 8.45 and getting dark, I'd had a long day and was feeling tired and thought to keep me fresh and wide awake ! I would stop at next services and get my bag out of the boot and select a few items and then nip into the services toilets and change, well this got me excited and soon enough I saw a sign for Strensham...

2 years ago
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Manju Ki Gand Ki Chudai

Hello dosto kese ho aap?mera name raj he or yemeri tisri story he.pehli or dusry story me me mene apny manju bhabhi ko chut me khub choda tha or abhi ab me pehli bar uski gand marne ja raha tha.to apne chutme ungli or lund pe hath rakhakar ye story ka anand uthayiye.or me apko bata du ki meri manju bhabhi sunny leone ki tru copy he fark sirft yitna he ki bhabhi ka rang sawla hone ke karan wo or bhi sexy lagti he. Mere bade bhaiya 5 din ke liye ahemdabad gaye the.or jab me subah utha to roj ki...

2 years ago
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My Pretty Little Slaves Chapter 13 Training of Nadine Hawaiian girls and Sophia Spring Break Cruise Trip to the Cayman Islands and Furniture S

Character Introduced: Josie, 14, daughter of Fred and sister of Jolene, white, 5'1 Red Hair Green Eyes 34C breasts Janice, 14, daughter of Fred Josie's identical twin, white, 5'1 Red Hair Green Eyes 34C breasts Claire, 12, sister of Jolene twin of Clairice, white, 4'11 Brown Hair Blue Eyes 32D breasts Clairice, 12 sister of Jolene twin of Claire, white, 4'11 Brown Hair Blue Eyes 32D breasts Ray, 40, white 5'11, 5” cock Madison, 36, wife of Ray, white, 5'7 Red Hair Blue Eyes 38D...

3 years ago
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The First CommandChapter 18 Truman

What can I say about Truman? The first time I saw it, it was much like the first time I saw Jupiter Station: a jumble of ships, equipment, half-built habitats and stations. The biggest difference was that half the construction was down on the planet, trying to put together a place for humans to live. Truman was marginally habitable, meaning that it could be lived on with technical assistance. That doesn't mean that it was a terrestrial planet. It was the moon of a gas giant somewhat close...

4 years ago
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From Candace to CandyChapter 7

Well, now it's time for school. Candace and I go to a small high school, not private, but because we are so rich, it is not exactly public either. The students have been screened by my fathers' security teams; they are all exceptionally bright, well mannered, not prone to causing trouble, and to add ice cream to the pie, all are very good looking. There are 40 students, 20 boys and 20 girls. When the school was larger it had state champion quality teams in boys basketball, girls volleyball...

4 years ago
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1st Experience With My Love

Hi to all my readers this is Harry presenting his 1st story expressing how i took the virginity of my ex. Talking about me i am harry form Ahmedabad living in Jodhpur for my course in B.Sc. I’m a proud owner of 6″ long tool; average body, but attractive personality. My ex was quite towards fatty side but i liked her huge 38 size boobs and enjoyed them to my max. We met in our college and became close friends with passing time as we lived in hostels which were in college campus. We used to spend...

3 years ago
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Handyman Candys Cabana

This is a story about a sexual FANTASY written for consenting adults. If you're not both of those, don't read it. Characters in a FANTASY don't get sick or die unless I want them to. In real life, people who don't use condoms and other safe-sex techniques do get sick and die. You don't live in a FANTASY so be safe. The fictional characters in my stories are trained and experienced in acts of FANTASY - don't try to do what they do - someone could get hurt. If you think you know somebody...

3 years ago
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1st sexual experience Summer of 1958

I have been ask if I was m*****ed by an older man because I sucked my 1st cock when I was only 13? NO I was not m*****ed by an older man. My 1st experience was with a boy I went to school with, he was also 13. Ricky had a tent set up in his back yard. The summer of 1958 and I used to spend a lot of time in the tent with Ricky as he was my best friend. We were not very popular with other k**s in school,we both wore glasses and were small for our age. One sleep over nite we were talking about...

3 years ago
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1st Foursome mfmf

I'm a musician and had joined a new band. Very successful band that traveled and has a great rep, but not a national act anyone would know. Cover type of band. Most everyone in the band had either a sexy wife or hot girlfriend. I heard some of the members in the band would fool around maybe even swing. My girlfriend and i had a nice sex life, had been together for about 6 months, but fucked almost every day. She was 29 and I was 28 at the time. I have a smaller cock only about 5-6 inches, she...

3 years ago
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1st tym in milan

hi my name is jp im 24 yrs old that was the 1st time i experienced sex with other guy its about 50yrs old he is italian citizen the name is lucio.The start of was on june 2010 story is when im there in place of doumo square i sat in the side of one statue there bcoz im waited my cousin and then the time has pass my cousin was late one men sat beside me and then we chatted to each other he asked me where im from and i was said from asia we had long time to chat each other and then he asked me if...

3 years ago
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Samanthas Sex LessonChapter 4 Samantha Learns More

Samantha backed into her bedroom watching Aaron follow her. His eyes were glued to her boobs and hard cock pointed straight at her. When she reached her bed, the teen flopped into it calling out, "Get in here with me, and teach me more about what boys want to do to sexy girls like me!" "Ugh! I don't think that's a good idea, but let me show you something any guy who sees those gorgeous tits of yours is going to want to do." Aaron leaned over Samantha on her bed and took her swelling...

2 years ago
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Nandhini Chechi Breastfed And Got Fucked

Dear sexstory friends, this is Rajesh presently working in Bangalore in an MNC and I would like to share my past experiences with you people. I am a 38 years old horny man with a slightly big cock of 8 inches and satisfied many girls and Aunties from past 20 years. Any unsatisfied girls, Ladies and widows can feel free to chat with me on The incident happened when I was 18 years old and studying PUC in Bangalore, when a new Malayali neighbours occupied the vacant house next to our home. They...

2 years ago
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Andrea Andy and Me

(MMF, wife sharing) At the time I write this story Andrea, (My wife) is 36 years old, and quite a knockout. She's always been into bodybuilding and has been a runner since she was a k**. With all of the attention that she has given herself, it really shows. At her age she still has a hard body, and a deep rich "California Girl" tan. Her chestnut hair is beautiful. And her dark brown eyes seem to see right through me sometimes. My Andrea is a beautiful "self made" woman that any man would be...

4 years ago
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Me Usman And Surprises

Hai dear friends, this is Asha again with my new story. And thanks for a huge response above my last story. “My brother’s servant made me slave”. This is a secand part of the same story. Please reed and send me your feed back at A heavy sound of metal gate Brock my nap. I open my eyes and watch the time at wall clock. It’s 8.30 OFFFFFFFFF my god it is almost 45 minute before usman and ordered me to “Khana pakana”. I hurriedly go in bath room and wash my face and after pee. i wash my cunt and...

2 years ago
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Gorgeous Indian Chechi Nandhini fed me her excess

Nandhini Chechi fed me her excess breast milk and surrendered her pussy to my 8” cock.Dear friends, this is Rajesh presently working in Bangalore in an MNC and I would like to share my past experiences with you people. I am a 38 years old horny man with a slightly big cock of 8 inches and satisfied many girls and Aunties from past 20 years. Any unsatisfied girls, Ladies and widows can feel free to chat with me on [email protected] The incident happened when I was 18...

4 years ago
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Becoming Brandee Chapter 14

Disclaimer: This chapter, like all chapters of the Brandee series is intended for adults only. Additionally, no part of this story may be reproduced without the permission of the author. Becoming Brandee Chapter Fourteen: It was almost a year since I had been transformed from smart independent CD girl, Jenni, into sweet dumb and adorable bimbo, Brandee. It was also Halloween and the final evening performance of my promotional tour being staged back where it all started, the...

3 years ago
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Andee Plays a New Version of Around the World

Andee felt a little reluctant as she stared at the calendar hanging on her kitchen wall. Scribbled in among her children’s sports and music lessons were the pending dates of her fall travel schedule again. At one time, she loved the idea of jetting off for a few days every month to another distant location for business, easily slipping into her professional role as a career woman on the move; but this time around, she felt a little hesitant.Of course, a big part of her reluctance was a direct...

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4 years ago
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Andee Plays a New Version of Around the World

Andee felt a little reluctant as she stared at the calendar hanging on her kitchen wall. Scribbled in among her children’s sports and music lessons were the pending dates of her fall travel schedule again. At one time, she loved the idea of jetting off for a few days every month to another distant location for business, easily slipping into her professional role as a career woman on the move; but this time around, she felt a little hesitant.Of course, a big part of her reluctance was a direct...

Wife Lovers

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