Any regrets about having anal sex with a man?

[gatwat]

I think that for some married men having anal sex for the first time with a man probably causes some guilt. If this is you, have you overcome your guilt or do you have regrets about engaging in it to begin with? I am about to have anal sex for the first time and think I am ready both physically and psychologically, but would like to hear others' experiences.

[cw1860]

Lucky! I'm still waiting for my first time!! & I'm more than ready! Just can't find a top! Everyone here are mostly bottoms few tops or those that are truly versatile. Good luck! Hope he fucks your brains out!! :-)

[cornholejoe]

you wont regret it you will like it i do

[Fzmr9t]

I think that for some married men having anal sex for the first time with a man probably causes some guilt. If this is you, have you overcome your guilt or do you have regrets about engaging in it to begin with? I am about to have anal sex for the first time and think I am ready both physically and psychologically, but would like to hear others' experiences.
My only regret is that it didn't happen sooner and with more frequency

[trackerone]

tried and liked

[Biintraining]

Hope you let all us vervain
s know how it goes and how you feel about it?

[hung4you]

Absolutely no regrets. I love the intense feeling of anal sex. My orgasms are so intense and and the thought that my ass can make a man want to fuck me is also very satisfying. After all my encounters I know why the wife loves anal as well.

[monaohio]

none here the more cocks in my hole the better I feel

[Prosound16]

None here just wish i could get more often then i do. I love to swap ends im a true vers. Love to top as much as a bottom

[friskyous]

I regret I didn't try it much earlier in life. I was nearly 60 before I finally did but have thought about it off and on since I was a teenager.

[12voltyV2.0]

No real regrets about it--just do it safe. I had done it some when I was in my 20s, then didn't do anything at all with a guy till almost my 40s. I had offers to do things with some, but at the time, turned those offers down.

If I have any "regrets" about it-----I regret that I should have given myself the freedom to get with at least a few of those guys who offered--I am sure that I missed some great sex as a result of those turn downs.......but at the time I, part of the reason I did reject those offers--I was involved with a lady at the time and was enjoying that so much, I didn't see the need or have the desire to get with those guys.

[69luvr]

My only regret is that it didn't happen sooner and with more frequency

DITTO DITTO DITTO

[Bigredfish]

No regrets loved it first time at young age with another horny teen friend at time.had a few more times in my 20's nothing in my 30's then hit miss since I am 59 now.

[rajones]

I have been married twice, and have been with men during both. I have never felt guilty about being bisexual. The first marrage was unhappy from the start, so it was easy to cheat. My current marrage, my wife knows I am bisexual and accepts it. We have a pretty open relationship, she knows I cheat on her with men, she just does not want to know with who and how often. As of right now I have no regreats or guilt about receiving anal, if I had my way it would be everyday.

[elmwood7]

No regrets here. Been bisexual since my early teens.

[HaroldSaxon]

No regrets at all.

[justforfunct]

No regrets. After I know a guy fro a while I like doing whatever makes him feel good. In my mouth or ass it's up to him.

[guywholikesboth]

only regret is that my first experience at 13 he was way to big he could only get the head in made him take it out it hurt to much That gave me a fear for anal sex tried it in my late 60 with and 18yr ols with a five incher it was much better since then I have been fucked by him 3 time 2 mexicans at the y 4 time a 21yr old at the y and by four guys at a wed meeting cant wait for next wed I know why my wife liked it in the ass

[csreef]

I've screwed guys, no big deal...sometimes I had to put my mind "in another place" when I was doing it, but otherwise no regrets...

[cuttin2dachase]

Anal sex with men just does not appeal to me very much. I've fucked a handful of men. It just didn't feel nearly as good or turn me on nearly as much as fucking a woman's vagina or having my rock hard cock sucked by a woman or man. I'll admit to having much curiosity of what it'd be like to have a hard cock fucking my virgin ass. It's the only sexual act I've never experienced with a man. I have been taken a thick 8" cock dildo all the way up my ass to its balls several times and it felt good. I'll probably try it (safely with condom & lube) sometime if I meet a guy who turns me on enough to make me want him to fuck me. But whether I like it or not, I know I won't regret trying it.

[sysper]

so the consenscus seems to be if there are any regrets, it wasn't tried earlier in life. 1 or 2 guys said it hurt 1st time but they got over it. so not trying it sooner & some pain that's it, no psychological regrets. not that i was expecting to hear that on this thread lol! but i wonder about guys who struggled with knowing another guy has put his penis inside him.

[darkeyes]

so the consenscus seems to be if there are any regrets, it wasn't tried earlier in life. 1 or 2 guys said it hurt 1st time but they got over it. so not trying it sooner & some pain that's it, no psychological regrets. not that i was expecting to hear that on this thread lol! but i wonder about guys who struggled with knowing another guy has put his penis inside him.
No regrets, Sysp.. cos no guy ever did it 2 me... and precious few even tried.. changed days from wen I wos but a slip of a gel... not even a wee rim... s'pose the massively increased availability of porn and the big part anal sex has in that plays its part.. interestingly in the last few years it has become increasingly part of all girl sex and until a few years ago I had nowt 2 do wiv it... quite a few of me str8 and bi m8s seem to have fun wiv anal sex wiv guys nowadays.... not wen I was a gel and none of them would have even dreamed of it back then except to say 2 ther men "U r kidding! Bugger off"...... no sir...... but we all change do we not as we go through life and try new things. But willie up Fran's bum? Errrr.. no ta.,....:eek2: :love87:

[newly_bi_guy]

Lucky! I'm still waiting for my first time!! & I'm more than ready! Just can't find a top! Everyone here are mostly bottoms few tops or those that are truly versatile. Good luck! Hope he fucks your brains out!! :-)


OMG I'm down for whatever man i can be a top or a bottom but preferable both, i am a very balanced bi guy... i like it all just don't shit on me cuz if you do i gonna go straight exorcist and start projectile vomiting all over the place and man i just don't want to clean all that shit up. so thats the ONLY line i got NO SHIT, anything else I'm open to.....i don't like labels but i do consider myself a trysexual as in I'm willing to try anything once, twice if i like it but yea man i can be a top or bottom its all good, but ideally id be your top, if you'd be mine..... as in, ill do you if you do me..... thats what i like EVERYTHING, every and anyway it cums :tongue:

[sysper]

it's not that i wouldn't do it to a women. i'd like to think im openminded so i wouldn't put it off limits. if she really wanted it & liked it i would. but i dont see the point if there's such a better hole down there for that. tastes good too! :tongue:
No regrets, Sysp.. cos no guy ever did it 2 me... and precious few even tried.. changed days from wen I wos but a slip of a gel... not even a wee rim... s'pose the massively increased availability of porn and the big part anal sex has in that plays its part.. interestingly in the last few years it has become increasingly part of all girl sex and until a few years ago I had nowt 2 do wiv it... quite a few of me str8 and bi m8s seem to have fun wiv anal sex wiv guys nowadays.... not wen I was a gel and none of them would have even dreamed of it back then except to say 2 ther men "U r kidding! Bugger off"...... no sir...... but we all change do we not as we go through life and try new things. But willie up Fran's bum? Errrr.. no ta.,....:eek2: :love87:

[darkeyes]

All of us have different preferences and inclinations, Sysp.. it is wot makes us who we r.. I know not all bi or gay peeps have anal sex, but wen younger it always confused me wy str8 peeps who r so down on homosexuality because of wot they imagine men do 2 each other anally are so eager and fond of doing the same thing anally to their wife, female luffer or sex partner. I know it is much more complex than that but it is a big factor for many. It finally twigged in end wen I realised that the performance of anal sex for some is the ultimate assertion of dominance over a partner and often even humiliation of them.

[Venturer4167]

My first was last week while on a solo vacation. I expected to be a bottom for my first but it worked out that I topped. I enjoyed it. I expected some guilt but I have none. Looking forward to reversing roles....and the sooner the better!

[sysper]

cool congratulations!!! sounds like u enjoyed it. was it planned at all? or did it just happen?
My first was last week while on a solo vacation. I expected to be a bottom for my first but it worked out that I topped. I enjoyed it. I expected some guilt but I have none. Looking forward to reversing roles....and the sooner the better!

[dick8823]

Actually the only thing I regret is not having anal sex more often. I can't get enough.

[sparkmaster69]

Oh absolutely, the best incounter is a true versatile one. I love have a hard cock deep in my ass or me having my cock buried in My Lover's ass.

[pole_smoker]

I think that for some married men having anal sex for the first time with a man probably causes some guilt. If this is you, have you overcome your guilt or do you have regrets about engaging in it to begin with? I am about to have anal sex for the first time and think I am ready both physically and psychologically, but would like to hear others' experiences.

Instead of lying to and cheating on your spouse tell them how you are bisexual.

[bi4asplay]

The only regret I have is not getting it often enough. Then my late wife set up the first time got fucked, and was there through it all.


I think that for some married men having anal sex for the first time with a man probably causes some guilt. If this is you, have you overcome your guilt or do you have regrets about engaging in it to begin with? I am about to have anal sex for the first time and think I am ready both physically and psychologically, but would like to hear others' experiences.

[jackbirdjay]

Are u kidding from the very first time at 16 years old back in 1974 I loved it. My 50 something married neighbor took my cherry and been getting fucked ever since

[MikeC]

One of the times I fucked my ex lover it was like we overcame some barrier, and he slid down all the way onto my cock, bumping his prostate. It was the most intense orgasm I've ever had....before or since. My whole body was shaking when I came. He came at the same time, squirting his hot load onto my chest. Now, I want to find out what it's like to be on the bottom. Regrets? Absolutely none.

[BostonGuy4BiCouples]

Always a Top and have enjoyed anal sex with women starting in my teens. In my late 20's experienced anal sex with a very feminine, smooth cross dresser. Oh my, was I hooked. Have loved pounding smooth, hairless ass ever since.

[gale_mn]

I think that for some married men having anal sex for the first time with a man probably causes some guilt. If this is you, have you overcome your guilt or do you have regrets about engaging in it to begin with? I am about to have anal sex for the first time and think I am ready both physically and psychologically, but would like to hear others' experiences.
Never regert Love being fuck

[Fzmr9t]

so the consenscus seems to be if there are any regrets, it wasn't tried earlier in life. 1 or 2 guys said it hurt 1st time but they got over it. so not trying it sooner & some pain that's it, no psychological regrets. not that i was expecting to hear that on this thread lol! but i wonder about guys who struggled with knowing another guy has put his penis inside him.

For me, it seemed like the natural progression after having a mans cock in my mouth and having him cum. I think that oral sex is the ultimate in intimacy and once you've crossed that plateau, everything else that you can do together is "gravy"

[DMercator]

I was fortunate in regards to my first time because he was wonderfully patient, very experienced and was just the perfect size. My only regret was not trying it sooner.

[jackofbothtrades]

I regret not having it sooner:bigrin:

[BiBombshell]

Had gay anal sex for the first time the other night. Amazing, 10/10 would do again.

[like to watch]

remember the first time and second time and trying for the 3rd soon.

[oldoralman]

I've only recieved anal once but it was really great. He couldn't fuck me hard enough it felt so good. No regrets at all. The only regret like so many have said is I didn't receive it a lot sooner.

[thickneasy]

no regrets about it, i enjoy it especially when i cum from taking it in the ass.

[Markmedown]

I'll agree with many here, I only regret not starting earlier. My advise will be to take it slow when you're about to get fucked (get your partner to insert a couple of fingers to get you ready for the real thing) and use lots of lube. Once your ass is ready it is a lot of fun. If you are lucky and his cock hits your prostate, watch out for one of the most intense orgasms you'll ever have. Enjoy!

[mikthom]

my only regret is I have not done it yet, I had a guy fingering me and really wanted it but never had a condom, I wish we had a condom.

[trackerone]

the guy i had been sucking for awhile , had wanted to fuck me , but i kept putting it off ,, thought he would hurt , he is big ,, well i did give in , and let him , he was real easy ,, going in just a little bit , then more , and put it full in me , wow, why did it feel so good ,, he had me begging for it to fuck me harder ,

[Bear816]

I have absolutely no regrets whatso ever! It felt amazing. He was of average size, maybe 6.5" and not real thick. I was scared to death but he was real cool about it and took things slow. After he put it in all the way I started thrusting back at him and he started slamming me even harder. I orgasmed harder than ever before. Since then I have gotten fucked several times and I still love it.

[willswallow77]

Same as most, only regret is not doing it sooner in life and more often. Absolutely love being fucked!

[earloftexas]

No regrets here. Been bisexual since my early teens.

Me too Elmwood, VERY EARLY teens. Never had a single regret. The first time was sooooo fucking erotic, I almost passed out when my buddy's cock went thru my spinchter muscle. I was in sex heaven. i have NEVER had a bad M2M experience ! !

[Mama Mia Tu]

Never had any kind of sex with a man, but now I am older and sex with my wife is not currently satisfying. She is not very interested in sex at all and there is also somewhat of an ED problem. I came close to an encounter with a classmate in college. He was too aggressive and I panicked, but I also come in my pants. I never considered myself bi, but I am turned on thinking abut giving head and having anal sex with a man.

[hung4you]

The only regret I could possibly think of is not starting sooner.

[Luvthewater]

Wow, I really need to try again. Tried recently and was painful. I really wanted it to feel good.

[69luvr]

My only regret is that it didn't happen sooner and with more frequency

DITTO

[sysper]

Wow, I really need to try again. Tried recently and was painful. I really wanted it to feel good.
hmm that's the 1st i heard of someone not liking it but wanting to try it again. so u like the idea of getting fucked it didn't feel good that time but u feel if it's done the right way it will be good? i kinda wanna know what to expect if i ever go for it thanks.

[allthingsoral1973]

I regret I didn't try it sooner. I'm a total bottom. Love it

[jimisbi]

Like many others my only regret is that I didn't start a lot sooner than I did. My other regret is that I don't get fucked enough.

[69luvr]

My only regret is that it didn't happen sooner and with more frequency
agreed. Once I had it I wanted it all the time.

[hung4you]

My 1st time I wasn’t sure how to feel, my collage roommate was my 1st and he was and still is an awesome friend and sex partner. We have been friends for over 35years and since collage we still hook up maybe once every couple of months. Since collage I have bottomed for many guys and have never regretted it ever. My regular knows that he is getting a very clean ass to breed when he calls. I maintain multiple daily enemas to ensure that I’m always ready. I suppose you could call me a man slut, perhaps. However my wife knows and loves to see me get bred. I have a huge sex drive and my buddy knows how to get me off multiple times. I love giving my ass to him anytime he wants. What is really hot is when the wife is also playing and he fucks both our asses.

[Velorex]

Loved it! My wife got so wet hearing all the juicy details, we fucked like rabbits!

[Neonaught]

Actually the only thing I regret is not having anal sex more often. I can't get enough.

ditto!!!

[softheart]

There are lots of roles you mind lets you play, but a lot depends on who you are.

For me, there is something about a masculine man taking charge of me with sexual urgency that I really respond to. But to create the environment I want, I have to be able to convince him that we need to go together to get tested since although we are having oral sex I won't go farther without being tested. For me that is a plus because we have go together so it's not like I'm a one night stand or he is afraid to be seen with me. Usually, we get tested by the third encounter, or I move on.

As I'm blowing him, I'm looking for any signs of a vasectomy. If he has had one, well, I'm not interested because that means he likes women, too and besides that I want sperm.

When we are done, I'll try to stall my randy stallion until the next date when I'll be ready - douched and lubed. By then he's usually panting and is in a dominant mood because he's thinking: "God dammit, I've waited long enough!" As soon has we are at his home, he will take it slow, but it's pretty clear he's not going to take "no" for an answer. I'll let him work me out of my clothes, because I love being a man's sexual conquest, especially since he has something to prove and is going to show me what a good fucking is like!

And when he's done, nothing is more exciting to me than knowing that I'm carrying his sperm.

[jamieknyc]

I've only been topped once, but I LOVED it

[NakedFun38]

Been topped 5 times. Love it and I'm really hard reading these

[plainguy]

Never tried either top or bottom, but hearing all the positive responses from almost everyone, I am very excited to try both.

[poolboy98632]

Instead of lying to and cheating on your spouse tell them how you are bisexual.
My wife found out that I was orally bi and she just thinks it's something that should never happen again while I enjoy sucking cock and even found a local suck buddy that I may want to bottom for one day just so I can try the real thing instead of my dildo or rather her dildo hahaha it doesn't seem to help always when the wife has the information and chooses not to play the way her husband apparently wants to play

[plainguy]

My only regret is I haven't tried anal with a man yet, I think I would like to try it.

[Luvthewater]

Not doing it sooner. Finally went through with it and couldn't get enough.

[jamesolson]

No regrets except I need a regular I can trust to be fucked more often. My only regret is not getting fucked enough.

[hung4you]

I cannot get enough, my buddy and I engage in anal at least twice a week. My kinky wife loves seeing me get pounded. Ever since my wife and I started anal i always wondered why she loved it so much. Just knowing i can make a man want to fuck me is so awesome, feeling him cum in me is surreal and gratifying. Having a wife that is accepting of it is also my greatest fantasy come true.

[Argent 11]

To bad we aren’t in the same area, I consider myself a versatile bimale and would very much and equally like to mount you and be mounted by you!

[lancer525]

To bad we aren’t in the same area, I consider myself a versatile bimale and would very much and equally like to mount you and be mounted by you!

That always seems to be the way. All of the "personals" or "lifestyle" sites I have ever belonged to all have one thing in common. Every single person I have ever been "compatible" with, has lived at least 190 miles away. That's almost four times farther than my absolute travel limit. <sigh>

I've only had one involvement with someone local who was on the same site as I was, and didn't find that out until we had already gotten together. Oh well..

[Sensualhunter]

I had one experience many years ago that was not satisfying. I want to be tender and sensual and that was a turn off for the MWM I was with. We were both pretty scared since it was our first, but it was a bummer not being able to have him slowfuk me with his 8" cock as I caressed his thigh. He freaked as I caressed his leg while he was inside me and it was over.

Cut to a few weeks ago. I met a guy online and we chatted for a while and emailed a few times. He also is married. We met at a park and then i had him come to my place. He took me in his arms, put his lips to mine and slid his tongue in. OMG! What a fucking turn on! We stripped and he put his lips on my nipple! I was in heaven. We kept kissing for a while until he led me to the bed where we laid and kissed and we sucked, licked and kissed each others nipples. I reached down and was I turned on touching a cock again for the first time in a long time! He held me down and sucked my nipples some more, yes, I love having them sucked ;) He went down and sucked my cock. We both had our hands all over one another. I went down and sucked my first cock in a very long time and loved it! We 69ed and caressed and kissed lots more and then he moved me onto my stomach and put on a condom and lubbed me up and slid his cock in slowly and gently, stopping to let me get used to him. I loved having a cock inside me again and he turned me over and took me missionary. we held each other and kissed as he slowfucked me. He took me in a few more positions and then asked what I wanted him to do as i came and i said suck my nipple. He did and as i was ready to cum he moved his mouth to my cock and ate my cum! I came so hard! I asked him how he wanted to cum and he said on my chest. I caressed his ass and legs as he jacked off and felt hot cum on my chest.

It was a really great but scary experience. I love my wife and would not want her to find out and then the big issue came up. Even though he used a condom I still have a huge fear of catching a disease. I did not get a paper or ask for one from him about getting tested. I have not been with anybody else since getting married and i get tested when I go in for a physical every year.

I want to have him over again, but that fear of even getting chlamydia let alone aids is stopping me. I would love to make it with him again though. He is so sensual!

How do you guys deal with that worry of catching something? That is my main fear.

[cw1860]

OMG I'm down for whatever man i can be a top or a bottom but preferable both, i am a very balanced bi guy... i like it all just don't shit on me cuz if you do i gonna go straight exorcist and start projectile vomiting all over the place and man i just don't want to clean all that shit up. so thats the ONLY line i got NO SHIT, anything else I'm open to.....i don't like labels but i do consider myself a trysexual as in I'm willing to try anything once, twice if i like it but yea man i can be a top or bottom its all good, but ideally id be your top, if you'd be mine..... as in, ill do you if you do me..... thats what i like EVERYTHING, every and anyway it cums :tongue:
Too bad you don't live closer! :-(

[Tight1-4u]

I think that for some married men having anal sex for the first time with a man probably causes some guilt. If this is you, have you overcome your guilt or do you have regrets about engaging in it to begin with? I am about to have anal sex for the first time and think I am ready both physically and psychologically, but would like to hear others' experiences.


I prefer married men.. they know what they want.. they are safer.. they are cleaner.. most of the time they are ready to go.. no bs!! Their wives are not having sex with them.. at least not the kind they want.. so that is where I come in.. I give them just what they want.. oral and anal.. they like being in charge and I love aggressive dom types.. I love getting fucked by these guys..

[Tight1-4u]

I think that for some married men having anal sex for the first time with a man probably causes some guilt. If this is you, have you overcome your guilt or do you have regrets about engaging in it to begin with? I am about to have anal sex for the first time and think I am ready both physically and psychologically, but would like to hear others' experiences.


I prefer married men.. they know what they want.. they are safer.. they are cleaner.. most of the time they are ready to go.. no bs!! Their wives are not having sex with them.. at least not the kind they want.. so that is where I come in.. I give them just what they want.. oral and anal.. they like being in charge and I love aggressive dom types.. I love getting fucked by these guys.. I have not had a guy that fucked me seem to have regrets.. they like to unload relax get off relieve stress.. I love it when one of my guys visits and shows up stressed.. I get on my knees and start sucking.. they start to relax.. then when fucking me they really pound away and when they blow their load they basically melt.. really relax.. they leave with a big smile and new attitude.. and I get fucked really well.. win win!!

[Bicyclist]

Sensualhunter,
Im in the same boat. I love my wife but don't get any, and the few times I've been with another guy makes me petrified of catching something. I ADORE being a bottom and have only had it safely, so I'm comfortable there. Absolutely NO regrets having a stiff penis inside me making me feel all gurly and fem! I actually crave it now. I did travel to Japan once and ended up in bed with our cute Japanese tour guide. We didn't have sex but I sucked his cock and 69'd. We were both squeaky clean so no repercussions. I yearn to do that again. I fear I am addicted to the sensation of having a hard cock in my mouth and tenderly sucking it...

[Christopher South]

As someone who DID catch chlamydia and DID pass it on to my wife, STI's are a big concern. I was less worried since I hadn't had sex with my wife for over a year and then we both got drunk and had sex, a week after the guy (who said he was exclusive with me) gave it to me.

You have to weigh the risks. Obviously the higher risk activities (receptive anal sex) means more protection needed. But if you're sure you're not going to have sex with your wife again, then you can be more open to behaviors that carry less risk.

[mtfromlv]

I've been having sex with a gentleman I met on line about a year ago now. Both of us are older and unmarried, so we have no one to answer too. I still cannot believe how much I love oral sex with him. Never in a million years would I have seen myself loving a cock in my mouth and the taste of nice warm cum the way I do. And the way I feel when he takes care of me, something's my ex wife just wouldn't Do. Anyway, this weekend he said he would have anal sex with me. My first time, and my idea. He said he'll bring toys, and plenty of lube. I have condoms as to be safe. He explained the process of taking it slow and using plenty of lube so I'm not worried of it hurting too bad. I just can't wait to feel him inside me. It's hard to explaine.. My heart raises, and my shorts get wet just thinking about it. So far I have NO Regrets of wanting it. And I doubt I'll have regrets afterwards either. I'll let you know ... wish me luck.

[Joboo]

I've been having sex with a gentleman I met on line about a year ago now. Both of us are older and unmarried, so we have no one to answer too. I still cannot believe how much I love oral sex with him. Never in a million years would I have seen myself loving a cock in my mouth and the taste of nice warm cum the way I do. And the way I feel when he takes care of me, something's my ex wife just wouldn't Do. Anyway, this weekend he said he would have anal sex with me. My first time, and my idea. He said he'll bring toys, and plenty of lube. I have condoms as to be safe. He explained the process of taking it slow and using plenty of lube so I'm not worried of it hurting too bad. I just can't wait to feel him inside me. It's hard to explaine.. My heart raises, and my shorts get wet just thinking about it. So far I have NO Regrets of wanting it. And I doubt I'll have regrets afterwards either. I'll let you know ... wish me luck.
Is he the first man you've been with ever? If not what caused you to go that direction? Good luck, never did the anal thing although someone did try. We weren't prepared.
we were suck buddies and he decided he wanted to fuck me. I wasn't thrilled about it it let him try.. He was really thick and once he had an inch or two in me I couldn't take the pain. Never tried again after that.

[mtfromlv]

Is he the first man you've been with ever? If not what caused you to go that direction? Good luck, never did the anal thing although someone did try. We weren't prepared.
we were suck buddies and he decided he wanted to fuck me. I wasn't thrilled about it it let him try.. He was really thick and once he had an inch or two in me I couldn't take the pain. Never tried again after that.

No, he’s not the only or first man I’ve been with, but he will be my first anal experience. We’ve had a good time together, mainly oral, but for some reason it just popped into my head that if I was ever going to try anal, this might be as good as time as any. He said OK, so I Figured it’s worth a try. I want to know first hand instead of just reading stories about it. If it doesn’t work, I’ll be the first to know...

[Tight1-4u]

What to expect!! Just find a guy that you like.. spend some time messing around.. kissing touching and if you want suck him.. then have condoms and plenty of good lube., lube lube lube.. use lots.. inside and out.. make him let you settle onto him.. once you get it in you just a little relax.. breath deep and relax.. slide all the way on him.. relax!! Then let him fuck you.. you will love it!!

[Bicyclist]

You know, mtfromlv, you could make it easier on yourself with a few sessions of self-fingering beforehand. Work up to multiple fingers until you relax and the foreign feeling subsides. You can go as slow as you need without the added pressure.
I had been doing this in my twenties, and when I tried it for the first time and my lover slid his cock inside me it was the most wonderful, erotic feeling I have ever experienced. Since you already enjoy your oral intimacy with your partner, don't be surprised if you become totally addicted to the insanely beautiful sensations of being a bottom!

[Poppi999]

No guilt at all. Nothing hotter than sharing my ass-cunt.

[mtfromlv]

You know, mtfromlv, you could make it easier on yourself with a few sessions of self-fingering beforehand. Work up to multiple fingers until you relax and the foreign feeling subsides. You can go as slow as you need without the added pressure.
I had been doing this in my twenties, and when I tried it for the first time and my lover slid his cock inside me it was the most wonderful, erotic feeling I have ever experienced. Since you already enjoy your oral intimacy with your partner, don't be surprised if you become totally addicted to the insanely beautiful sensations of being a bottom!

Thanks -Bicyclist for the suggestions, It seems Ill have some time to work on that. My friend and I talked all week about trying anal on me, lube, and toys to help stretch me some, but come Friday night we showered, and I got him off in the shower first, then laying in bed, I knew I'd have to get him hard again, so I worked him over orally, got carried away and got him off in my mouth. Love oral sex. But still want to try anal. So the third time, I literally blew it again. My bad... we at least we're 69ing that time, so I got off also. But still NO ANAL PLAY....... so I still have a virgin ass. What do I have to do to get layed ?

[sysper]

patience! :)
Thanks -Bicyclist for the suggestions, It seems Ill have some time to work on that. My friend and I talked all week about trying anal on me, lube, and toys to help stretch me some, but come Friday night we showered, and I got him off in the shower first, then laying in bed, I knew I'd have to get him hard again, so I worked him over orally, got carried away and got him off in my mouth. Love oral sex. But still want to try anal. So the third time, I literally blew it again. My bad... we at least we're 69ing that time, so I got off also. But still NO ANAL PLAY....... so I still have a virgin ass. What do I have to do to get layed ?

[rickys1st]

Just go with it. You will like it. I never had any regrets. Try having a gang bang, anally!

[Fzmr9t]

My only regret is that I don’t get enough

[BisexualPisces3192]

Hell No, Anal Sex Is Great.