All Comments on 'My Entry into Anal'

God I love these stories that vividly describe the encounter. I am in my early 20s, have been a crossdresser since age 12. I have no real experience with men to speak of (yet) but fantasise about it all the time. Stories like this make it all seem so real for me. Thank you so much. I can't wait for the day that I too spend a night (or week, or even better..... A lifetime) with a hunky guy !! It must be amazing to be on your back and see the look in the guys eyes as he enters you. I would want him to kiss me too. I have always imagined that I will be dressed Girly for my first encounter, however these stories also have me imagining the guy and myself naked. I think it would be cute to wear at least a little lipstick and a pearl necklace even if I am otherwise naked, maybe high heels too. Lol. Nah, maybe naked, maybe a pretty little dress !!! Am so confused, so excited, so hard !!!! I need a man !!! Lol. NOW :-)

"Cherie"

A well written account that sounds like a real true experience.

I give it 5 stars and hope to see more from this author soon.

great story well written. To me there's nothing better than a long, thick, hard cock up you're ass pussy. The only problem I have with it is that I can't get enough. I've been fucked as many as 20 times in one gang bang session which was fantastic since while one guy was pounding my ass I'd be sucking another to get it hard and ready to be next one to service my pussy. I suppose I qualify for the name of "Cock Whore"' .

Enjoyed your introduction to anal very much

I enjoyed your story. I am one of those 70yr old men, and have the same thoughts of enjoyment, I wish there was a place close to me that offered the same joy.

I too am an older man that used to have lovers but they are no longer available to me. As one other person commented about crossdressing I too am a crossdresser and I love to dress up pretty and let the man I am with treat me as the lady I wish I could be. I live in northeast Indiana and would love to meet up with men but I too have problems because I am married also. If any of you readers are in my area contact me at da.cd@frontier.com anytime.

I really liked your story. It is my fantasy to be able to meet with a mature man, make slow love including cuddling, sucking and fucking. I would love to feel a guy's hard cock pulsing in my man hole and I want to feet his cum squirting into me.

Thanks for your story.

I am 70 and want to have a man lover. I LOVE to wear panties/bras and would love to be with some one who also wore them. I am in Milwaukee and have a gmail account as lovemytitties (because I also have small tits)

I liked your story. I wish that was me. I have tried to hook up with men, but it has been a bust for me. I like to play with my anus and have used a dildo on myself, but would really like to meet a man who can fuck me for real.

Man! That was so fucking great. I'm so horny now, it has been at least two or three years since, I've had cock in either one of my holes. I love a big thick cock in both my holes. I'm a married male in my early 60's love my wife but, I also have tried sucking cock around seven years ago and loved it. I also enjoyed having mine sucked as we'll but not until four years ago did, I start thinking of having one in my ass. I knew that, I enjoyed looking at guys getting fucked in the ass with big cocks but I never thought, I would love it too. He more gay porn, I looked the more I thought about it and I noticed that my cock would get so hard and pre cum start flowing out of it. I was scared to try it but one day, I was so horny looking at guys big cock fucking another guy's ass and the look on them enjoying it. I decided to make a go for it. I joined a swingers site and posted my profile looking for another married male interested in meeting me for some oral and possible anal sex but safe only. I met with a few guys on different occasions but none that, we clicked. They would post pics and give their stats but not what they really looked like. I finally did meet with this one guy that said "that he had an 8 thick cut cock". I was not sure if he was telling the truth but gave it a try. We set a date for him to come over when the wife was working. I got ready for him as soon as my wife went to work, I took an enema clean my self up took a shower and put on a porn movie. I started watching it while, I waited for him. I was very nervous an, I thought of backing out of it. When the door bell rang and I thought "oh! Shit" to late now. I just hoped that, he was like he said he was. He was very friendly clean cut and we talked for a few then, we went to my bedroom and we took of our clothes off. Once he dropped his pants and shorts off, I looked at his cock and thought "I don't think, I'm going to be able to take him. His to big". He asked"me to suck him". I got on my knees took hold of his cock and slowly put it in my mouth. I licked him from the head to his balls and stuffed them one at a time in my mouth then both at the same time. I went back to the head of his cock and started to work his cock in my mouth. I kept on going at it until, I had him all the way down my throat. I was now deep throating him sucking hi hard and deep wanting to please him. I stopped short of him cumming in my mouth, I wanted him to fuck me in a bad way. I needed to feel what it be like to have a hard cock in my ass. He was great, never felt the pain, I've heard about. He took his time getting me adjusted to his cock and then he rode me just like, I needed it. I yelled for him to fuck me hard. He did, it was fantastic, when, he shot his load deep in my ass. I didn't want it to end. I asked "to keep it in there until until it came out by it self". I met him at least once or twice a month for a year then he stopped coming and didn't hear from him again how much I miss him or should I say his cock. That was my story of my first time getting it in the ass. Thanks for your story, I'm so horny now

Very erotic . It got me really turned on and only heightened my desire to suck and fuck a nice hard cock !!!

I am a senior who has never been with another man, but have had serious thoughts of sucking a cock, and being fucked. How does a virgin male start the process.?

Simple as that. No story just a poor narration

Loved the story, I am to interested to find a man to teach me and make me his sex toy. I have only sucked three times and wished I could find a good friend to be one with.

i am new to this i would like to try both !! this story is a turn on . i wish i could try it

good story and i hope to find a man can fuck me gently

The third encounter describes it. I am an older guy, married and I met a guy, Dennis, who was married at our tennis club. We got on, both in our 50s, we talked about things and one thing led to another when talk about sex came up. He said that things had slowed a lot between him and his wife, my problem as well but he had met some guys in the club who had similar problems and now he gets as much sex as he can handle. You should try it sometime. I went home, I thought about it and decided to take the plunge. Next time after playing, I mentioned it to Dennis, who said well, want to come back to my place for a beer. I nervously said yes. Nice apartment, showers in there, I went in, showering, my cock semi hard thinking about what could happen. Next thing Dennis entered, his hand went to my cock, mm, nice and right there he knelt and looked up at me and took my cock in his mouth, something my wife refuses to do. Fuck it felt good, then he reached under and gently fingered my anus, aagh im going to cum and he kept sucking taking everything I had, my knees felt like they were going to give way. I leaned back against the wall, then he stood, I remember his words, wow, so much cum. He said come on, we left the shower, dried ourselves and went into his bedroom. We lay down, he put my hand on his cock, I slowly stroked it, hardening in my hand, he said I would like to fuck you, if you want to try that, I said I haven't done that before and he said well, if you want I can be your first. I was so relaxed, I nodded, I will give it a try, so he reached to a draw and said relax as he pored oil on my cock which went down between my buttocks. He stroked my cock with one hand and fingered my ass with first one finger, then 2. I was nervous but enjoyed the feeling. He then stood, lifted my legs, ok, say if you want me to stop. I felt the head of his cock against me, just push out a bit, I did and he entered me, initial pain, my anus clenched, then he said push out again and he was in me further, the pain eased and he slowly pushed all the way into me. He stopped, ok, I think so, you feel good as he eased back and began to fuck me. The feeling was of pleasure/pain, a good feeling and I let him know, oh fuck that feels good, my cock had gone semi hard again and was leaking as he quickened his pace, the noises, the feeling inside me , I felt his cock pulsing and the warmth of his cum inside me as I felt a mans cock and cum inside me for the very first time. I now have met 2 others, one is exclusively a bottom as he cannot get hard, I am both, my first time fucking a man was also good but I prefer to be fucked and Dennis and one other guy do a great job keeping me satisfied even taking them one after the other once. I wish I had started earlier.

Often tried to imagine what it must feel like to be the woman during sex. To lie on my back and open my legs to kind of experience the feel of a penis entering me and going deeper. Having his way with me to satisfy his urges. My first penitration was bareback in me and he filled me with his come. A younger man thirty years my junior. I sucked his cock while he was lubing up my hole with his finger. He didn't last long before his load came.

What a wonderful story "My Entry into Anal" was! Very hot and sexy. I have cum twice to it. Love to do something like this... dreaming. I live in the south... do you ever visit with admirers? I am progressing through all your stories. Thanks for such an erotic way to spend some spare time. Many Thanks

Wow you lucky guy. I desperately want to find a friend that will take my anal virginity. I’m 56 & also live in the South of England. I’ve sucked a few cocks & luv the taste of cum. I also enjoy being sucked off. I have even fucked a couple of guys but never had someone in my ass. I’d love to find a caring thoughtful & gentle patient guy who’d introduce me to this longed for pleasure.

I am 78 and want very much to be fucked by a thick cock

Sensual and well written accounts of your sexual awakening. Got room for one more?

I had a similar experience with my masseur. He always massaged naked and I loved sucking his cock and having him cum in my mouth. On my 5th visit I wanted him to fuck me but was nervous as his cock was 8 inches and thick, but he lubed and fingered we well before sliding his meat into me. It was very painful at first but once I relaxed he tuned into me and I loved it. Since then he arranged for another guy to join us and I was spit roasted enjoying one cum in me and the other filling my mouth with hot spunk.