First Ever Anal Sex Experience - Enjoyably continue or put an immediate end?

Discussion in 'Oral Sex' started by Ishnad Vettari, Aug 20, 2019.

  1. Ishnad Vettari

    Ishnad Vettari Members

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    Hi there! Hope you're all doing well. I'm a mid-20s sexually driven (I don't know what would be a better word) unsuccessful writer who just had his first ever anal sex experience with a 26 year old mutual male friend. For a significant part of my life, I had sexually lived off on all kinds of porn, finding new masturbation techniques every time and participated in sexual intercourse almost very little. I am not sure how long or short I should keep this but I feel the need to be comprehensive as I am in serious state of cognitive dissonance and don't whether what I did was right or wrong and that is why I need the fine intellectual and sexual guidance of some wonderful folks who may themselves or known people who underwent this experience.

    So this is how it goes. Last month, I met with my brother's best friend both of whom belong to the same hometown over dinner. I became fast friends with him and his two students. Our friendship grew wonderfully in an absolutely non-sexual way. We would often meet at their house, have food, watch films and have sleepovers. However at the break of dawn every time I was at their home, I would have insane sexual urges so while everyone was asleep. I would go to the top balcony to masturbate in the cool open air and it felt amazing plus the excitement was even more heightened because I always wanted someone to notice particularly any women or young man which would compel him/her to be sexually aroused as well.

    Fast forward to this week, I must say that my first-ever anal sex was absolutely the most mind-blowing and sexually awakening experience I've ever had but a few things have gotten me worried since it may have been somewhat unprotected. In a way or so, I never anticipated for it to happen but it seems that I've always been building it up ever since I starting masturbating my penis all the while an anal plug was up my butt.

    My brother, our mutual friend (along with his two students) and I went to a trip in the mountains. After a fairly long hike and dinner, all of us came to our share motel room to rest. My brother teaches foreign students online whereas the two students wanted to see a movie so they shared the room with him. I, on the other hand unexpectedly joined the mutual friend since we were incredible tired. We laid together on the same bed albeit farther away. We shared some interesting life stories and got close to each other. I showed him porn in totally cool funny way and not to arouse his sexual tensions. However, he seems to have gotten a hard erection fairly quickly and felt uncomfortable most of the night. I amused and joked around with him saying that I could build him a homemade vaginal toy to reduce his sexual frustration.

    One thing led to another, we got close under the quilt and started to childishly cuddle each other which seemed to have gotten somewhat serious and hot. We crisscrossed over each other's legs in a way our penis started to clash and it kept getting hornier by the minute as our bodies rubbed together. All the while he touched me all over the body ever so tenderly and tweaked my nipples so I kept getting aroused.

    Things were heated enough so he pulled my pants down and started to childishly fondle my butt. I have a fairly round chubby plump butt so he was quite excited. Next thing, I helped him take off his trouser and to my surprise, he probably had a monstrously heavy 8'' penis. He tenderly shoved it in my butt after nicely lubing it up with his 'spit' and after a moment or so of unfamiliar weirdness, I started to enjoy the feeling unlike anything I've ever experienced before. I was in an absolute state of ecstasy. After a while or so of 10 to 15 thrusts, he smoothly came in-between my butt cheeks but outside the anal cavity.

    He got tired and momentarily dozed off. However, I was sexually pumped so I proceeded to shove my hand inside my ass and gather the cum over my finger. I licked the fingers and tasted the cum. It was amazing which got me even more hornier so I got butt naked in the corner of room sitting in a W-shaped legged pose using my left hand's finger to gather his remaining cum and my right hand to joyfully masturbate over the sexual essence of his cum. I ejaculated so energetically and enjoyably unlike ever before. While he was half asleep, I became sexually energized and kept thinking about the experience. I went back to him after a smoke and he kindly welcomed for another round. The second time the sex was ten folds the fun. I repeated most of the same things I mentioned and so did he. It seems to have become an unforgettable experience. However, I have a good and bad feeling that this may end up becoming a weekly thing.

    However the only thing that worries if the semen is ejaculated on/over the outliers of my butt (For e.g between the butt cheeks, over the corners/mere top of the anal cavity and not inside). Is it in any way dangerous for my sexual health? Meaning are there chances of AIDS/HIV even though he doesn't cum inside my anus? And so on so forth? Can we continue the anal sex on and off or should I stop it completely before things get out of control? Thanks for your time, kindness and consideration to hear me out. Please forgive my poor use of English and if I have explained the details too explicitly.

    Dearest regards,
    Ishnad.
     
  2. bigredinmass

    bigredinmass Lifetime Supporter Lifetime Supporter

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    Here's a thought. Ask him if he has done this before. Ask him if he has ever been tested?
    If he is an exclusive 'top' he most likely is not HIV, unless he is uncut, then a slighter chance.
    To become infected with HIV the virus needs to get into your blood stream. Your anus could get small tears and bleed so yes infected semen on the anus can infect you possibly.
    You could also go on PREP medicine which would protect you better from HIV infection.
     
  3. Si69

    Si69 Senior Member Lifetime Supporter

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    Totally agree....best if possible to get on to PrEP, either taking it daily or on an event-based system and getting tested every three months for STDs. Best if your partner does the sane unless you are both monogamous with each other in future

    Simon :)
     

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