What was your best Anal Experience?

[interwebs]

This one kinda makes me jealous. I want that!

damm me too

 

[4yourpleasureiam]

I was eating my partner and she was letting me lick and kiss her ass until I started shooting cum like crazy

 

[m2m]

Love reading everyone's experiences and hope to have similar experiences some time.
Mine is a simple one. My partner had just cum in me and went to the bathroom. I was on the bed stretching (unwittingly in a provocative position). He came out and entered me like he owned me. He gave me a hard pounding and another load. So far that is my favorite anal experience.

 

[interwebs]

Once i was shopping on my way out i saw some guy who went up to me and asked me something we got to talking he said do i want to go to his house i said sure i learned he was bi and has not had gay sex in years and now he was recently divorced i then told him i was bi after a while he said if i was a bottom i said yes after that i knew what he wanted we both got naked after some mutal oral i got my stomach lifted my ass to him then he fucked me i came soo hard one of the best tops i have had by far

 

[bibi1949]

coming

That matches my experience with dildos. A couple of times I made myself cum by just fucking them and without touching myself. But most times the experience falls short. So what's the magic ingredient?

I woudl say, hitting te right spot with a hands free prostate massager

 

[NorCalCumCannon]

These stories made me cum so hard, they're seriously hot

As far as my experiences go, being predominantly top when it comes to fucking, anytime a woman, man or TG begs me to keep fucking them harder and faster is a good experience for me.

Bottom experiences, getting fucked by a TG with a fat, 8 inch cock that felt so good I couldn't focus and was speechless was pretty great. And the one time a TG friend of mine fucked me so masterfully that I came hands free and almost every spurt of my huge load landed on my face.

 

[Jenna2641]

Bottom experiences, getting fucked by a TG with a fat, 8 inch cock that felt so good I couldn't focus and was speechless was pretty great. And the one time a TG friend of mine fucked me so masterfully that I came hands free and almost every spurt of my huge load landed on my face.

That is so hot to read about that. Thank you for sharing! A fantasy of mine for a long time!

 

[NorCalCumCannon]

That is so hot to read about that. Thank you for sharing! A fantasy of mine for a long time!

You're very welcome. Mind sharing your exact fantasy?

 

[Jenna2641]

You're very welcome. Mind sharing your exact fantasy?

Do I have to choose one? I have several. I'll see which one strikes my fancy and write it up of line to post later. I really need to stop being bad & get back to work!

 

[NorCalCumCannon]

Do I have to choose one? I have several. I'll see which one strikes my fancy and write it up of line to post later. I really need to stop being bad & get back to work!

But being bad is so much fun

 

[Jenna2641]

But being bad is so much fun

It certainly can be!

 

[NorCalCumCannon]

It certainly can be!

It always is for me

 

[Y_Diner]

I've had my first ass fucking since a few times when I was a teen experimenter. I've only recently gotten into dicks and male sex since starting to cross dress, which was just the week before Halloween.

My changes have been massive, and I'm loving my explorations. 4-5 live interactions, only 2 of which has been with the same guy more than once. The best has been with a bi guy I've seen four times, who is very verse, which suits me fine. In the beginning he sucked me off (right up there with some of the best female cock sucking I've ever had), and I was able to make him cum from a prostate massage (turns out all that female G spot locating is a transferable skill ) As my desire has grown, my cock sucking skills have rapidly improved (again, somewhat transferable from my love of cunnilingus). He's a little longer than average, and I was deep throating!!

Then came this last visit. I was ready to get fucked - wanting it, almost begging for it. He more than obliged. He gave me the most wonderful rimming, and I was so excited and wanting it, I willed my ass to open right up. Pretty quickly, he was all the way in (suited up).

It was thrilling! I haven't played with my ass on my own all that much, but I was able to open up with almost no pain at all, just enjoyable prostate pressure....especially when he pushed in deep and came. It was such a great moment, and I'm all personally proud of how I took it easily, and loved it so much. It really does change you, and I like it. I want more cock up my ass.

I suffer from low testosterone (and also an inconsistent hard on from surgery nerve cutting - but i have a great medical grade vacuum pump/cock ring thingie for penetration), and last and this week, my levels are down, waiting for injection and pellets put in on Friday to kick in...takes about a week. I'll be glad when I can cum easier (but I've had at least one killer solo orgasm from prostate stimulation, and my new Aneros Progasm will be delivered in a few days). I couldn't cum with him, but later playing with my ass and masturbating, I came explosively mostly from remembering it all with pride. A new sex organ! Hedonistic expansionism! Yea!

 

[bdave2]

Enjoy the Ride

I've had my first ass fucking since a few times when I was a teen experimenter.

'Loved your report. Do enjoy the journey. My wife and I moved from prostate play to fisting and I have to say that it has been a helluva ride. Whether you come or not isn't the goal. Just enjoy those fantastic feelings and honor the relationships. I still reminisce about the fantastic fucks I received in my youth. 'Unpleasantly raped in the army. It took me years before a massage from an attendant in a sauna gently opened up a whole new world for me and fucked me silly.

 

[hicutpanties]

my first

I had fantasized about having a man fuck me for years. I had a collection of dildos which always made me cum. But I still wanted the real thing. I met a guy who shared my love of panties we got together a few ti beames for fun, mostly oral. Finally he suggested more that he would fuck me. I was nervous and excited. After kissing and stroking each other my fears faded behind I wanted him inside me. He started me with a dildo this helped. When he penetrated me there was no pain only my need to have him deeper in me. I wanted this to last it felt so good to have a long time fantasy come true, so I didn't touch myself. His beautiful cock inside me made me cum so hard without touching myself. I had cum in my hair, on my lips. It was so natural for me! I'm hooked on having a cock inside me. I've only had 3 or 4 more experience s but could every day!!

 

[bleublood]

I was having a threesome with a couple I knew. Late in the evening as I was fucking the woman doggy style, I decided to fuck her in the ass. Her husband had done so earlier as I held her open. I put the head of my cock partially in her ass and she said no, no. Then she literally impaled herself on my cock. I am not huge but I am long. It was one of the most erotic experiences of my life.

 

[kypdyn82]

I know a lot of us here enjoy Anal Stimulation. So let's hear it what was your best Anal Experience?

My most thrilling was when my ex wife and I had played with several dildos and a peeled cucumber. I took all of the toys in my ass that night, the largest of which was an 8" cock with decent girth. The cucumber was shorter but probably 5" circumference. I came very hard that night, but that was 16 yrs ago! I have been craving another as splay session so badly since! I've done solo many times thereafter with larger and longer toys, but having the partner increases the experience exponentially. My biggest wish now is to have that happen again with my current wife and many more toys until I cum hands free from the anal stimulation.

 

[tweek20008]

Haven't had my best yet, Still looking

 

[Rachjenn2818]

Omg. Someone close. We still do it . Prefer it

 

[Mr. Briggs]

My most thrilling was when my ex wife and I had played with several dildos and a peeled cucumber. I took all of the toys in my ass that night, the largest of which was an 8" cock with decent girth. The cucumber was shorter but probably 5" circumference. I came very hard that night, but that was 16 yrs ago! I have been craving another as splay session so badly since! I've done solo many times thereafter with larger and longer toys, but having the partner increases the experience exponentially. My biggest wish now is to have that happen again with my current wife and many more toys until I cum hands free from the anal stimulation.

Love it

 

[ssremember129]

I know a lot of us here enjoy Anal Stimulation. So let's hear it what was your best Anal Experience?

I guess the one that I remember the best was my first one. I actually wrote a series of stories on these couplings back in the 80's before it was socially accepted. It was the only interracial one I had but the feeling of the first stays with me to this day. If you are interested you can go to the Story section under gay male and look for the Remembering When parts 1-3 ... good thread idea!

 

[Ava_44]

Omg. Someone close. We still do it . Prefer it

Cheeky....

 

[Purelez]

My first one, and everyone after that.

 

[SissySalina]

Best i can remember

The best was one morning in the kitchen, i was doing the dishes. She came in and pushed further over the counter and began pegging me, if felt really great after 10 minutes She left. i started back doing the dishes and just as i was finishing up someone grabbed my back and pushed me down aging, i assumed it was Her again. But what pushed in was different, much softer, it turned out to be Her friend that stayed the night. He humped for almost 20 minutes, and yes it felt better than the first one. I never really liked dishwashing until then.

 

[Ilovesluts]

Hottest thing I have ever read! But I imagine you both had pre meditated what you wanted to happen Most dudes don't jump into bed naked together unless they have hidden intentions.

I got snowed in at my step son's apt. There was only one bed. I sleep in the nude as did he. He is a really big guy so the bed was crowded. I snuggled up close to him and fell asleep. During the night he wakes me up "Hey hey wake up!" I was trying to fuck him in my sleep. "I'm sorry, horny dream" He surprised me by saying"We can use lube" So I sucked his cock and laid him on his back, he threw his legs back and apart like a pro. I slid into his wonderful tight ass and slowly fucked him. It was pure heaven. I fucked him til the sun came up. Gave him a nice hot shower and cooked him breakfast. Sent him off with a big smile on his face. We fuck still to this day. I'm 58 and he is 26. I love him and am always ready for him if he ever needs anything.