My First Encounter with a Friend with Benefits
At 19, I lived in a tiny city, hanging out with friends who were predominantly straight. I frequently had opportunities for heterosexual sex, yet I always felt something was missing.
In this city, there was an area where gay men would drive around and pick up mainly young guys. Being 19, I was old enough to have a whirl at the scene one Friday night. I just strolled through the area as though I had somewhere to go. Eventually, a huge Cadillac pulled up and asked if I wanted a ride. The man inside was tall, balding, and handsome - I agreed to join him.
He drove for a bit, and after some chit-chat, he began to rub my leg, indicating interest. My penis became as hard as a rock immediately. He maneuvered into a location well suited for this purpose and turned off the engine. He unzipped my trousers and pulled out my organ, and began to lick its head passionately. This was a new experience for me, having been only with women, and it felt incredible. I was nearly out of control, so I tried to keep my cool and enjoy him, licking and tonguing my shaft. Eventually, I couldn't hold back any longer and came, which he gulped down. He then cleaned me with his tongue.
He asked if I had liked it and I told him I did. He mentioned coming back the following Friday to the same place, and I nodded in agreement. As I walked home, my dick began to grow again, so I decided to test my luck at the circuit a second time.
I hadn't traveled far when a car stopped and asked if I desired a ride. I obliged and we got going. This time we arrived somewhere different, and the results were again the same, but this guy was masturbating during my blowjob - I couldn't believe this was happening. Upon moaning, he asked if I desired to participate in the process. I agreed and took over, he breathed heavily and soon came, which I swallowed as my first time experiencing it. I returned the favor, finishing him off.
He said we had never met before, and I told him it was my first time trying this with men. He inquired if I had enjoyed myself and I admitted to appreciating both encounters. As we left, he expressed hope of running into me again.
Though exciting, frequenting the circuit was risky due to the potential for police intervention, so I was cautious in my future visits. This continued for some time; however, one Friday, as expected, my Cadillac man came back.
We didn't get far before he started rubbing my dick. Once we arrived at his spot again, he unzipped me and set to work. Then, he asked if I would like to suck his enormous member - my eyes widened at the view of what I presume was at least ten inches. He wanted to hold off on cumming, but wanted to know whether I'd be comfortable with it being in my mouth. Without hesitation, I went down on him to clarify my preference. Before you knew it, he ejaculated in my mouth, a large load that I couldn't help but swallow. Afterward, I returned the favor, allowing him to finish me.
After our deed, he divulged that he'd like to take me to his house where we could pleasure each other further. This idea intrigued me greatly, so I informed him I'd meet him the following Friday.
On that day, I had provided him with my home address so I'd have clean clothes in case we opted for a sleepover. And so the Cadillac man rolled up and invited me in. He said it was going to be "an exciting night" and cautioned me to be prepared. I was ready, but unprepared for the happening.
He drove me to a small village around 20 miles away from where I live. When we approached the garage, I could see other people there. Intrigued, I asked my companion about it and he mentioned they were his out-of-town friends. Apparently, they wouldn't create any issues.
Upon entering the garage, I spotted two men in their mid-30s, both naked. Although caught off-guard, I tried to remain cool. My companion explained they were just exhibitionists. One of them mentioned he desired a taste of me, causing me to blush slightly, though they simply chuckled.
My friend then escorted me to a room at the house's end, a spacious area with a massive king-size bed and a TV displaying gay porn. I did not take my eyes off it; he enquired whether I enjoyed it. I responded positively. Moving behind me, he stroked his substantial erection. His pants fell to the floor, offering no resistance to his growing excitement.
My companion had experienced anal relations before but with someone as large as him, I felt nervous. He told me to stay calm if we went through with anal sex when I'm relaxed. He instructed me to get on my knees, insisting he wanted me to suck him and lick his testicles. I obliged but quickly found it challenging. Seeing my struggle, he encouraged me to loosen up.
He then pulled out and instructed me to lick his testicles. In between his legwork, he questioned if I'd ever eaten another's anus before. The thought shocked me, and he offered to let me experience this if I desired. He flipped me around, took my position, and began licking my anus. I was thoroughly enjoying it, intensifying the experience.
Afterward, we returned to each other's mouths, stroking and licking, captivated by the pleasure. His pre-cum intensified as he approached ejaculation. Right before he came, I took his entire length, embracing him as he unloaded. I continued serving him and felt his ascending confidence. Finding myself overwhelmed, I moved to my side, allowing my body to take a breather.
Following a brief pause, my friend returned with some vaseline, claiming it was to ease penetration. With my prior concerns, I tensed; however, he calmed me down, claiming our size differences would only heighten my enjoyment. Again, as he guided his member to the anal opening, I braced myself, expecting excruciating pain. Slowly, he entered. The experience hurt, yet eventually transformed into a pleasurable sensation.
Encouraging me to loosen up, he inserted more. I was pleasantly surprised by the sensations. Then, he positioned me on my side, slowly edging in a little more, loving every rhythmic plunge. When he reached about half, I was ready to take it all. Each additional stroke was met with anticipation, yearning for fulfillment.
As he went deeper, I could feel him drawing near climax, so he asked for consent before speeding up. I obliged, and he started mounding me faster. As I felt his orgasm approach, I looked up and was delighted to find his former friends now spectating. Soon, seeing the intense display before me, he began releasing his load. His climax concluded, and he remained inside for quite a moment. Feelings of pleasure washed over me as I allowed him to relax fully with my limbs perched on his shoulders.
Finally, he pulled out and I gazed at his bloated member, amazed at his accomplishment. Exhausted and thoroughly satisfied, I slumped on his chest.
The guy moved out of me, and I noticed one of his friends move in and start giving his dick another blowjob—another new experience for me. As I observed his friend sucking him off, his other buddy asked if he could join the fun. I said yes and he climbed onto me, starting to stimulate my dick at the same time. The two went back and forth for a while until his friend came in my mouth. I then finished in his and simply watched as my other friend eventually reached his climax as well.
Following our previous antics, we all cleaned up and spent some time just hanging out in our birthday suits, chatting about how astonished they were by my sudden enthusiasm for anal sex. I joked that I hoped there would be more occasions like this in the future. They all agreed they were game for more bedtime adventures.
Read also:
- Kristin, Tasha, and I: Chapter 2
- Spotted at Workplace
- Chapter 12: Transition from Husband to Houseboy
- Chapter 5: The Corruption of Innocence: Part 8
Source: www.nice-escort.de
