First Gay Anal Sex in guestroom

It was Nov.13, 2010 when I met the boy-friend I had picked off a gay-website. He had written a note calling for a gay male 'who wanted some fun' with him. It was good to have someone willing to relate sexually. Since homosexuality here is a very risky and secretive business it is not easy to find a person willing to start a relationship.

I fitted his preference so I called him on the cell number he had indicated in his advert. He had a sweet voice and I could tell he was really polite and that he had a vast knowledge about the gay lifestyle. I had not interacted with a gay male before so I was eager to meet him.

I couldn't invite him over to my place because I live in a community where we couldn't be comfortable because of the terrible homophobia in this country. Hence we resolved that we meet somewhere in the city from where he went to the University. He is doing a B.A degree course in Tourism and he puts up in a hostel where homo-sex is regarded as a plague. We had one choice: going to a guesthouse.

We agreed on a date and it was a Saturday. Unfortunately my new boyfriend works at a bar and restaurant. He retires after midnight and at times this means 3.00 am, especially on the weekend.

It would be the first time to meet him and I was so eager to meet him that I couldn't find a later date when he would have a whole night out.

Well we eventually met briefly and discussed the strategy to meet in a room without arousing the suspicion of the proprietors of the guesthouse or the other patrons. We decided to book different rooms. He booked his room first and then I did the same. The rooms were close together.

At 5.00 pm he went to his night job. I turned in early but couldn't sleep until he turned up a few minutes after 3.00 am.

I had left the door open and because he knew my room number he just opened the door and came in. It was a great relief to see him coming in and switching on the light.

He went towards a chair and undressed. I removed the under-pant I was wearing and eagerly waited for him. He came over and lied on top of me and kissed me passionately on the mouth for about 2 minutes.

“At long last,” he crooned sweetly in my ears. I was already aroused but his sexy voice doubled my desire.

He moved down my chest, sucked on my nipples, gripping them slightly with his incisors. I was extremely aroused and my 8" whopper nearly burst with desire.

He went on kissing my stomach and crotch. He grabbed my dick and sucked my shaft and balls. He was skillful in whatever he did. I was almost cumming when I begged him to enter my ass to which he obliged.

He reached out and unwrapped a condom and wore it over his stiff shaft which I couldn’t see in the dim light because he had switched off the light against my wish. He claimed it was too late but I guessed he was quite feeling shy to have sex with a complete stranger. I longed to touch his dick but because he spent a lot of time dealing with my shaft his was quite out of my reach. Well, at that material time what I cared for was to have his throbbing dick down my ass.

He had some lube which he smeared around his now sheathed shaft. At that moment I would have opted for bare-back sex but I knew he would insist on safe sex. I begged him to lube my hole because I knew it would add to the thrill of this encounter when he massaged me down there. He asked me whether I couldn’t do it myself but went on to apply the lube around and inside my ass which I had bared for him. I felt a bit embarrassed thinking that I was demeaning him.

He gently turned me around and parted my cheeks. I reached out towards his crotch and got hold of his dick and guided him towards my ass. Soon he was pushing his dick up my ass. I had not had anal sex for long and his dick was the longest I had ever encountered. He pushed the head of his dick through my sphincter muscle and the pain was unbearable since he was using a lot of force. I cried out in pain since the head of his dick was not getting past the sphincter muscles. I begged him to apply more lube something he did right away. He made a second attempt; this time more gently until the head burst through.

When he was fully inside my rectum he started working his dick in and out. I couldn't feel any pain any longer. I was really enjoying his thrusts which were increasing in tempo and strength. Nevertheless, I was completely absorbed in giving him all the pleasure he needed at that moment and my orgasm which had been gathering strength as he sucked me a few minutes before had receded.

I lost the sense of time as he whacked my ass endlessly. It was a blissful eternity. My ass was all dripping with the jelly he had applied for lubrication. I wanted him to continue until we both dropped with exhaustion or came together.

At long last he asked me to turn around and lie on my back. He raised my legs and asked me to put the pillow under my butts. I knew he was tired of the doggy style and wanted to make a frontal assault which was quite good for a change of style.

No sooner had I pulled the pillow towards my cheeks than he came for my ass again. I grabbed his dick and placed the cut head right on top of my ass. He immediately pushed it deep into my rectum. This time the sphincter muscles had loosened up and my ass was just like the woman’s vagina. I could feel Ed’s dick sliding in and out of my rectum and this gave me a lot of pleasure. He whacked my ass for another eternity but he couldn't cum and this was good for me. I wanted him to fuck me until I came but I was probably too anxious to achieve an orgasm. I think he had gone against my request to ‘tank up’ before we met since I wanted him to have all the desire during our opening ‘match.’

He withdrew from my ass without warning and asked me to turn over and lie on my stomach again. He made the final assault. His thrusts were really powerful and deep. He was running out of breath with the great effort he was making. Our naked bodies were sweating profusely. I could tell that he was about to cum by the noise he was making and he soon gasped for air as he came in the condom. I wished he had had no condom and could come right inside my rec. By then I was also gasping for air overwhelmed by the relentless attack Ed was making on my ass.

After his orgasm he pulled out of my ass and disposed of the condom. He went directly to the shower room. When he came back he was refreshed but seemingly exhausted. I went to the bathroom to refresh before I could come and make a good attack on Ed’s ass.

I came from the shower and sat on the bed looking longingly towards him. I could barely see him because we had not turned on the light. I asked him for the umpteenth time whether he could take my dick and he simply said, "of course." He turned around and lay on his stomach. I stood up, picked a condom and wore it as he smeared his ass with some lube. He spread his legs slightly and arched his torso to bare his ass so that I could have a good access to his it. He grabbed my dick and directed it towards his ass. I penetrated his ass gently avoiding tohurt him. He gasped as the head squeezed through the ring sphincter muscles. I asked him whether he was fine and he answered in the affirmative.

I pushed deeper into his ass and soon he was moving his lower abdomen up and down to assist my weak thrusts and shouting “Oh, yeah, oh year …” and I was panting loudly not having any care in the world that the neighbors were hearing all the ruckus we were making. I was really wondering how such a small man could take all the 8” of my quite thick dick. I thought he was a really pro. I believed what he had told me over the phone that he could take any size of dick.

I was anxious that I would not make it since I was really exhausted from all the assault Ed had made on my ass. I pumped him for about 2 minutes and then came while shouting his name aloud.

We let go of each other extremely exhausted, showered and returned to the bed to sleep. We wrapped our tired limbs around each other and soon we were both fast asleep.

I am a bottom and three tops had had my ass before and this was my first time to cum in a guy's ass. It was such a great first night that we had with Ed and the beginning of a wonderful sexual relationship.