First time anal

[tristantrotsky]

First time anal. Four days ago. I have been curious about it for some time. I have tried experimenting on my own and found it ok but not particularly pleasurable. I have been sucking cocks for a small number of years and absolutely love it. I crave it, the cock and the balls that need licking and the ejaculation in my mouth….and the taste.
Four days ago a guy was coming to me, I thought in order for me to suck him. Well. I did. Briefly. Then he said he needed to fuck me. I said yes only with a condom. Thing is, I was not prepared. An event like this, I would prepare, douche thoroughly and lube until loose and slippery. But there was not time. He put on the condom, lined up, and pushed slowly into me. There was a little resistance. Not really pain but there was a lot of friction. I felt his stiff cock slide into me. My first anal fucking. When he was fully inserted, he started to thrust. That felt ok. I arched my back for him to go deeper .This in the doggy position.
He thrust. I felt him moving inside me. After about five thrusts he ejaculated, and withdrew.
Overall, in the circumstances, it was fine. But after a lifetime of not being fucked, I want try it again, be fucked for longer and experience it with lube. Will I really begin to enjoy it? The thought of getting fucked again is arousing me a lot.
After this first time, I want to be fucked and it’s more than curiosity now. More like lust, or need.

Your second time will be better. You should both take your time and allow it to happen naturally.

 

[write_or_wrong]

It was with my first lover; I don’t remember him ever actually asking for it; I suppose men like him never do. It was after three years of our bodies already sharing that most intimate language before it started; it began with ‘accidental’ brushes—the tips of his fingers would linger a little too close and too long when lifting me up. And his fingers would press ‘just there’, especially when I moved above him or when we tasted each other’s secrets simultaneously. One evening I deliberately guided his fingers closer and whispered "Here... if you want to." The way that his breathing changed told me everything. He took such care, soft strokes first, barely perceptible, then, as I began to arch into his touch, he rewarded me with an intrusion of a single explorative finger. He would compliment me on my personal/sexual growth, "Look at you," he would say, "opening up so sweetly." And oh my, I did—spread wide and shivering, yet utterly safe in his hands.

It was weeks later, after savoring perhaps two glasses of wine, something I wasn’t used to at the time, and during our more familiar dance of desire, and after he’d unravelled the deepest rhythms of my surrender three times. I brazenly turned onto my stomach and invited him to "take me there." The silence thickened as his fingers, slick from my arousal, worked me open with agonizing patience, crooking just so until my whimpers turned breathless. When he finally pressed forward, the burn melted into unbearable fullness—his palm pinning me gently but firmly as he murmured encouragement to me, calling me his ‘little dancer,” a name which always made me feel so dainty and delicate. Each thrust rubbed that secret place until I sobbed into the sheets, his fingers circling my pearl with practiced ease. This time my release didn’t gently break, it fractured into blinding light, launching me to the stars. Afterwards, he gathered my trembling body against his chest, lips tracing my ear as he whispered sweet carressing words to me. I never felt more ‘his’ than in that moment, nor felt such pride at my own daring surrender.

Such a beautiful narrative.

 

[bscurious922]

First time I fucked a girl in the ass, I was about 30, she was 23 or 24. We have been FWB for a short time and she asked what I wanted most. I told her I wanted her to dress up as a school girl and I wanted her ass.
We planned meeting a few days later when all her roommates were out of the house, I walked in she had on the short plaid skirt that barely covered her ass, tight white blouse and a pair of glasses.

She sat me down and started doing a little dance for me....acting as if she was going to do a striptease. She undid one or two buttons then I told her come closer, I grabbed her shirt and ripped it open.

She straddled me and we started kissing and griping, she started to undress me, once I was naked she grabbed some lube and put it on my cock and her ass, then she turned away from me and lowered her asshole on my cock. The view was amazing as I watched her hole stretch open, taking me in slowly. It took several minutes but once I was in and she was comfortable she rode my cock until I emptied inside her.

 

[YummyCumDump18]

My first time was actually amazing. I was lucky it was with someone who knew to tell me what to do and how to prepare. It makes me cum so hard especially if I’m being choked at the same time.

 

[maveric74]

I'm 52. Was visiting the UK a few years ago. Had been chatting to someone on kik messenger after actually connecting here off Lit DM's. I have always wanted to try anal from around my mid 30's onwards when I started to get more curious about the kinkier side of sex and realised and accepted that I was dominant and liked submissive women. Had conversations with this woman that I was going to have my cock in all her holes and she basically told me I could do whatever I wanted to her.
I met her at a hotel on a Sat evening in the hotel lobby to make sure we were both who we said we were. Got a glass of wine from the bar but we both instinctively and instantly knew that we wanted to fuck and not waste time so we walked up to her room. As soon as the door closed, I grabbed her and kissed her and my hands reached out to her arse. She had a fat butt plug buried in her arse. Her pussy was soaked. I knew right there and then I was going to fuck her arse. Had never fucked any other woman in the arse before her because of long term relationship girlfriends not wanting to or interested because of my size and girth but felt completely normal. The point of holding against the arse and pressing the head until it slowly entered her arse was overwhelmingly amazing. Plenty of lube and slow strokes until my cock was buried balls deep in her arse and her and I were both gasping at how good it felt. Tight, warm and fucking amazing. Fucked her mindless.
Second time around was also with someone I connected with from here on Lit and she was based in Melbourne, same city as me which was easier. She was separated and fucking everything and anyone after being married for 20 years. Hot as fuck and loved a cock in her arse more than in her pussy as it made her orgasm better. She loved it rough and hard and always offered me a choice of fucking her pussy or arse. Greedy me always chose her arse. Tight as fuck. Made me cum in minutes. Fucked for about 6 months. Intense, animalistic fucking of her arse every single time. That was about 18 months ago. Been in a drought since but cannot go back to just pussy fucking. Turned into an anal addict now ;-p

First time taking it in the ass and/or first time fucking an ass. Tell us about it. Man or woman.

 

[bisissyhusband1]

First person = my wife when she strapon pegged me!
I’d used a dildo on myself a lot before she pegged me.

 

[Sign54]

First person = my wife when she strapon pegged me!
I’d used a dildo on myself a lot before she pegged me.

Did she enjoy the pegging?

 

[bisissyhusband1]

Did she enjoy the pegging?

She absolutely loves it! She pegs me several times a week.