First meeting

After what was described in the previous episode, I set out to have my first encounters. I needed to be penetrated by a human for the first time, since I was a bit introverted and had trouble relating to strangers. In my close circle at work, there wasn't anyone who was gay. So, I went to San Google to look for places where encounters happen or to find people with whom I could have encounters. Now, I had a bit more time for encounters because I had left my job as a cook.

One afternoon online, I found a chat website that was focused on a larger city than the one I was in. However, there were many chat rooms, and there was one with the name of the city I was in. Just to clarify, the city where I lived had about 50-60 thousand inhabitants, so it wasn't a very big city. I entered the room and saw many messages indicating the area they were in, what they wanted, and more or less what they were looking for. Some messages were in Spanish and some in English, so I decided to put a message in the chat.

I posted a message in English and Spanish describing myself and stating what I was looking for. "Masculine 26-year-old gay guy looking for encounters with tops in this area." After a few minutes of "self-promotion," I received some private messages. Several people were messaging me, but I was afraid to arrange something, so I had to calm my fears and decided to reply to several messages.

Some just asked what I was like or requested another way to contact me, so I engaged in conversations until I focused on one of them. This person was writing to me in Spanish and shared his phone number to contact him. So I did contact him, and through messages, we arranged more details. We exchanged photos, the conversation was very friendly, nothing morbid, and we agreed to meet. I scheduled to meet him in an area with some gardens near where I lived.

I prepared for the occasion, I cleaned myself as best as I could, about 40 minutes of preparation with an enema, as described in the previous chapter, the cleaning for large dildos or large penises to be clean for whatever was needed. When the agreed time arrived, 7 in the evening, I headed to the place.

Upon arrival, we located each other as we had agreed on the place and how to dress. We were both quite casual. I met Miguel, a 30-year-old Spanish guy who worked in the city, and we proceeded to get to know each other more.

I arrived, we greeted each other;

- Hello Miguel, how are you, so you are the one from the messages.

- Yes, nice to see you, I'm glad you decided to come, I was waiting for you – the kind Miguel replied.

- Come, let's get some drinks – I invited him to a store nearby. I thought of buying some beers and taking him to another place, as I usually relax and feel more comfortable with beers.

- Of course, let's go, my treat – Miguel replied.

- No, don't worry, my treat – and after a while, I bought a soda for myself and Miguel a Coca-Cola. My plan with the beers didn't work out because Miguel didn't like the ones available and was thinking of getting some whiskey, but I didn't want that. So I had to continue the conversation without alcohol, and I managed quite well. We talked about different topics, work, daily life, some of our past, and after a while, we started talking about sex.

- What do you like about sex? – he asked me.

- I love everything, I like to experience the world of sex – I lied, as I had not been with humans.

- Where have you practiced it?

- In different places, at home, at work, etc. – I continued lying.

- And what do you like about sex, Miguel? - I asked him.

- I like romantic sex. I like making love, starting with tenderness and then with passion. I love worshipping the body I will penetrate, I want to feel everything.

- Wow, Miguel, how emotional you are, I think we need to put that to the test.

- Sure, if you have a place, let's go and try.

- I don't have a place since I live with my roommate, but I know a place that could serve us if you feel like going there. – I lied again, as I didn't want to take him to my apartment, I didn't want to bring a stranger to my apartment, so I chose to take him to the same building where I lived, just a few floors below, and I knew it was empty and how to enter. It was a room where I had run errands for a lady, she had recently moved. The room was now empty.

So, I took him to the building, the entrance was open, and there weren't many people around, as usual, because there were no businesses open at that hour near the entrance. We went up and reached the room, entered, and got down to business.

- You know this place well, is it safe to be here? – Miguel asked me.

- Yes, it's safe. Sometimes I stay here overnight – which was true since on occasions when I was very drunk and couldn't make it to my room, I ended up sleeping there.

- Alright, come here, baby – he said, and we embraced at the room's entrance. He took off my shirt and kissed my neck. It felt so good, I had never been with a man before, and the sensation was overwhelming.

I started to unbutton his shirt, and he had firm muscles. I ran my hand over his chest, feeling the hardness. Although mine were also firm, they weren't as much. The situation started to overwhelm me, and I wanted to go faster, but he stopped me with an embrace, caressed my buttocks, pressed into my butt with his fingers through my shorts from behind.

- Do you like it?

- I love it – I said. It felt like my butt was starting to tingle, as if it wanted to be penetrated. I touched his package, and it was already getting hard. He started kissing my neck, moved to my lips, and the kisses were delightful. I enjoyed everything, feeling his beard and mustache on my mouth, and I started to stroke his penis over his pants. He took off my shirt, I completely removed his shirt, and we continued with the kisses. Then I removed his pants, and I saw his beautiful package in his boxer briefs. I took off my shorts, and I wasn't wearing any underwear. His hands squeezed my butt as I put my hand into his boxer briefs and touched his fully erect penis.

We continued with kisses and caresses, and I started kissing his chest, his stomach, until I reached his penis. I kissed it and knelt down to give him a blowjob. It felt so good, I sucked on the glans, took it in my mouth, I couldn't take it all the way, but managed a good part. I spent a long time giving him blowjobs and then he lifted me.

- Do you like it? – he asked, very excited.

- I love it, I want to feel you – while still jerking him off, he moved on to my butt, started fingering me. My butt was dry because I hadn't put on any lubricant, as my idea was for the saliva and anal mucus to act as the lubricant.

He took me to the armchair, and I assumed the doggy style position. He inserted a finger, and it didn't take long for him to enter, tried to put two fingers, but my ass was tight. He stimulated me with his first finger inside my butt, and my sphincter started to relax; he inserted the second finger and the sensation was amazing, continued like that for a while, and then he started to penetrate me with his penis.

I loved the feeling, he put his entire penis in me and I moaned with pleasure. He began moving in and out, and my butt was starting to lubricate with the anal mucus. I felt him getting ready to climax, so I moved to make sure he emptied himself completely. After taking out his penis, I saw it dripping with cum and proceeded to give him a blowjob.

Although he objected, I kept sucking, didn't stop, cleaning his penis with my mouth and swallowed part of the cum he had. I managed to maintain his erection and took him in my mouth again.

- You're such a whore, you turn me on – he said, which excited me even more.

- Keep penetrating me, my king, I love it - I said, as his hands moved to my flaccid penis. I noticed that I was leaking pre-seminal fluid, feeling highly aroused. He continued penetrating me, and we changed positions, with me opening my legs for him. He entered me and played with my penis, making me feel amazing.

I was in ecstasy, watching his face contort as he penetrated me with force. My prostate was being massaged, and my penis was oozing pre-seminal fluid.

- Do you like it? – he asked breathlessly.

- I love it, my king, give me more – I answered. "Are you getting tired? Should we change?"

- Yes – he replied, so I sat him on the armchair, knelt down, and started giving him a blowjob, then I lubricated his penis with my saliva and rode him, taking him in, kissing him passionately. I kissed his chest while he touched my flaccid penis as if masturbating me, and it felt amazing.

We continued this way until he said he was about to climax again. I stopped and proceeded to put his penis in my mouth to masturbate him and make him come in my mouth. He writhed, moaned when he was about to climax, and I didn't let him out of my mouth, keeping him in until he came. I felt his throbbing in my mouth, the thick semen coming out. After a while, I took his penis out of my mouth, swallowed his cum, and cleaned his penis until it was entirely free of semen.

I looked at him with amazement;

- Did you like it?

- I loved it, you're a whore – we stayed naked for a while, sweating, and slowly started to get dressed.

- I think I have to go now, I loved it, hope to see you again.

- Yes, of course, whenever you like – I said as I adjusted my clothes.

We said goodbye with a kiss on the cheek, and I saw him leave. I went up to my room, and with his semen still in my butt from the first ejaculation, I started thinking about what I would do next.

Arriving in my room, I undressed completely, happy to have had my first encounter and ready to continue with my dildos, waiting to penetrate me and using Miguel's semen as lubricant. I touched my butt, which was wet and ready for more, as Miguel's penis had excited me a lot, but it didn't come close to the size of my dildos. His penis was about 15-16 cm, and my dildos were from 20 cm and larger.

So, I started preparing the dildos I would use:

1. Realistic dildo, 20 cm long, diameter 3 cm.

2. Realistic dildo, 26 cm long, diameter 4 cm.

3. Realistic dildo, 26 cm long, 6 cm diameter.

4. Canine monster dildo with two knots, thicker knot with 7 cm diameter, long 23 cm.

5. Realistic dildo, 30 cm long, diameter 8 cm.

6. Double-headed dildo, 44 cm long, diameter 4 cm.

7. Flexible fisting dildo, 34 cm long, widest diameter 7.5 cm.

8. Horse dildo, 33 cm long, thickest area diameter 7 cm.

With everything ready, I took them to bed and started with the first one, sliding it in gently, with Miguel's semen acting as lubricant. It felt incredibly satisfying, reaching deep inside and playing with the dildo in my butt, moving back and forth, garnering pleasure and beginning to stimulate my penis. After a while, I moved on to the second dildo, which reached up to the sigmoid colon, providing a deep massage. Similarly, I engaged in the thrusting motion, pleasuring my butt and starting to stroke my penis. Then, I continued with the third dildo, thicker and providing a rich sensation of fullness.

I proceeded to the fourth dildo, resembling a canine penis with a noticeably thick base. I inserted it until before the thick knot, initiating the thrusting motion, trying to take the thickest knot in, which took some effort but was more comfortable with added lubrication. Once in, it felt satisfyingly full, playing with the thick knot, offering immense satisfaction.

Taking on the fifth dildo, which was slender but long, I usually used it for deep enemas to remove residual water in my colon, but this time, I wanted to enjoy it fully. It felt uniquely pleasurable to penetrate deeply. Not accompanying it with another dildo, I slid it in, savoring the sensation and using it to verify a deep clean – all good.

The sixth dildo, essentially a fist-shaped item, aroused me greatly being flexible. No one had fisted me before, but I dearly enjoyed sliding this fisting-shaped dildo in, gently lubricated, taking it in until the wrist area and much more, moving back and forth, satisfyingly.

With the sixth dildo inside, I prepared for the seventh one, resembling a horse penis. The base was the thickest part compared to the previous dildos, while my capacity to hold the fisting dildo inside made it easier to transition. I readied myself to sit on the horse dildo, removing the fisting dildo to the relieving sensation, then inserting the large horse dildo for a deep, enriching experience. I began taking it in until the base, feeling immense fullness, my eyes almost bulging out, the enchanting sensation of such penetration was simply ecstatic. The thick part at the rectal ring delivered a delicious feeling, with a slight bump forming on my stomach as I engulfed it entirely, akin to the fisting dildo. Riding the horse dildo, I started to masturbate more fervently, feeling it deeply and experienced a delightful climax, my butt tightly embracing the dildo while I ejaculated slowly. Pulling it out at the end, the remaining semen dripped out, and I proceeded to clean up, consuming it before finally laying in bed.

After a brief recovery, I grabbed a silicone anal plug, measuring about 5 cm at its thickest part, inserted it, cleaned the dildos, then had a drink from the fridge before staying in bed. Considering the night was progressing, I decided to sleep, removing the plug as I wasn't used to having it in for extended periods. And so, that concluded the eventful day.

I had more encounters with Miguel and followed up with my dildo routine after each encounter. There were other encounters with different individuals that I will share about later.