We were having sex and he brought it up. He must have thought about it beforehand since he had the lube all ready to go.
I've never given my wife anal. We tried once, but she couldn't get relaxed enough for it. We did all the lube, started with me fingering her ass, etc. then i tried to slide into her. I only got about 3 inches deep before she insisted I pull out. Yes, we talked about it before and since, she's just not that into it. However, I have given and received anal from a guy. We were best friends in high school, and spent time watching porn together. Our experience started with us giving each other head to see what it felt like. After several weeks of periodic BJs and handjobs, he asked if he could do me. Curious, I said yes if I could return the favor. We used lubricated condoms the first time. It hurt a little at first (he was a girthy 8 inches), but soon he was bottoming out and cumming inside me. I then returned the favor (we both did doggy style at first.) To this day he's the only guy I've been with. It's been 25 years, but there are times I still crave his cock inside of me.
It hurt quite a lot at first. He started slowly and talked to me to try to help me relax. I eventually did relax some and felt better and he started fucking me faster. There was probably equal pain and pleasure my first time. It wasn't a one time thing...I have anal sex pretty regularly
We had done a lot of rimming and fingering and never really spoke about it. One night during intercourse I lubed my thumb and slid it in her ass and she seemed to be enjoying it. I pulled out and started rubbing by dick on her anus and she asked if I wanted to try it . She did not have to ask twice...it was late and we had been partying so I was not as rigid as I usually am so it took some work to get in. It was an interesting feeling because I could feel her squeezing and deforming my dick as it went in an out. It was ideal for her first time because she did not have to take as much girth. I had a very intense orgasm and could feel my contractions having to push through. In the morning she woke before me and went into the bathroom, when she came back I was awake and she laid face down next to me. She grabbed my hand and slid it on her butt and said "I'm ready". Morning wood was a lot different then late night partying wood so it was a much different experience for both of us, still great for me but she definitely felt the burn more.
My first time was also my first time having sex , my gf was also a virgin . We talked about it , I took a condom from my older brothers wallet . We had to wait for the perfect moment , her parents had to leave for work and her siblings had to be out of the house . She called and said get over here now !! I jumped on my bicycle and rode over , she's taking her pants off as I'm trying to put the condom on , we only have a few minutes before her older sister returns so we had to hurry . I climb on top of her being both virgins we are clueless, I push and punch some more she looks very upset and says "I think your doing it wrong" a few seconds later I'm done I stand up to my horror I look down the condom had ripped , as I'm standing there terrified thinking that my gf is now pregnant, her older sister pulled into the driveway, I run out the back door and ride my bicycle home ..She calls a few minutes after I'm home , I'm scared to death, that is until she said " you put it in my butt , I'm a little sore " get another condom I want to do it again tomorrow....
Oh shit...Damn...A lot of the girls I dated or hooked up with in Jr. High & High School (1977-80) would only do anal for fear of getting pregnant. I never minded eating pussy, getting head, and then fucking a nice tight ass.
I've been with the same woman for 19 years. We probably have anal as often as regular. We never know what's going to happen until we get there. It's a pretty good thing.
The first time I just went for it (a failure) and I was an asshole for that, the second we talked about it and we have been having great anal for years and years
We were at my husband’s parent’s house. They were gone and my husband and his friend, Tony, were playing pool. My husband likes to joke around and he was trying these crazy shots and goofing off. Tony beat him the first game and then easily beat him the second game. Tony said that they should put some money down and my husband said no way. Tony said “We have to bet something” so my husband thought about it for a minute and then said “Ok, if I win then I’m going to fuck my wife’s ass tonight and if you win then you’ll protect her anal virginity.” Tony laughed and said he’d save my ass. I wasn’t scared and agreed to it because my husband had been losing all night. Then husband flipped a switch and got serious and completely ran the table. It was crazy. After he won the game he immediately told Tony that it was time for him to leave. Tony apologized to me as he was practically shoved out the door. Then my husband fucked me in the ass on his parent’s living room floor.
It was talked about because I definitely had concerns and reservations. Agreed to start small and subtle, we went to the adult lifestyle shop and came home with a small stainless plug and vibrator but was much thinner and shorter lol. They weren't intimidating to me I was more concerned about something else. Once I was felt perfectly comfortable with myself we went for it.
The first time for me was when I asked her if could fuck her up the arse. She said go gentle because you are so big,it was great first time experience
That's the exact same thing with my wife and I. She was willing, one time, and we spent quite a while rimming and fingering, but when I tried to enter her, my extremely average size penis made her scream in pain. So, that door is closed forever for us. But that's okay, because there is so much more to do!
My wife does not like it but will do it, it is a very slow process. There have been occasions where she got into it and really encouraged me to pound her but that is rare. It takes a very long time for her to relax but when she does her anus really relaxes. On a couple occasions the pressure on my dick got pretty light like her sphincter went to sleep and most of the sensation was the friction on my head sliding in and out. I like anal but it is such a process and knowing that on most occasions she is not having fun I am 100% ok with good old vaginal sex.
The first time for me, we were already having a nice tumble and he said he wanted to do me anal. I was caught up in the moment and thought I could go with that and gave him the go-ahead.
