When I was younger I dated a guy who had just got out of prison (I did use to have a real thing for ‘bad boys’). He had literally just been released when we met and he still had an ankle tag on, so that he was only allowed to leave his house during certain hours.
Despite what you might think, and his dodgy past, he was actually a really sweet guy. He had gotten mixed up in some gang related stuff in his teens, which is what had landed him in jail, but that didn’t make him a bad person and he was after a totally fresh start now that he was out.
Before meeting him, I had only slept with one other guy before, and that hadn’t really been a very good experience. In retrospect I think that guy had just been trying to get in my pants as he knew I was a virgin and liked the challenge, or had a thing about taking girls virginity. He had seduced me and acted one way to get me in bed, but as soon as he had what he wanted, he didn’t hang around long. Also, he hadn’t really given any thought to my pleasure during sex. He hadn’t cared whither or not I was enjoying it. As I was quite inexperienced, and also quite shy at that age, I didn’t really know to expect more from sex or men! I had had orgasms before, but only when I’d given them to myself in private.
With this new guy it was different. This first time we got intimidate he actually couldn’t get an erection. He got really embarrassed and explained to me that after not being with a girl for so long, due to being in prison, he was feeling really nervous about not being able to perform and that had become a self fulfilling prophesy, with him then not being able to get hard. I think being in prison was quite a traumatic experience for him, and the psychological effects of that were affecting his ability to get it up.
He was saying things like, I should dump him and replace him with someone that could actually pleasure me like I deserve. At first, I felt nervous talking openly about my own experiences, but seeing how insecure he was feeling about our slow moving sex life, encouraged me to open up to him. I told him that I had never actually had sex I’d enjoyed, and that being with someone who I felt actually cared about me and my pleasure was much more important than someone who could “perform”.
After that he relaxed around me and his performance nerves soon disappeared. I remember kissing him and actually feeling a connection that went beyond the physical for the first time. Feeling like I was really making a connection when another soul. Our lips brushing against each other, as our hands slowly began to explore one anothers bodies. He pulled back and looked deep in to my eyes, and I felt like I was truly being seen.
He began moving his mouth down my neck. Planting little kisses along my collar bone. And then lower, until his tongue found my now hard nipples. A shiver ran down my spine as I felt him take my breast in his mouth, and squeeze my nipple slightly between his teeth.
Then his hand was running over my lower body, fingers playing over my hip bones and along my lower tummy. I felt myself thrusting my hips forward. They seemed to be moving of their own accord and I felt my pussy growing wet, longing to be touched. Finally, just when I thought I couldn’t take it any more, I felt his hand slide between my legs, and his fingers began lightly stroking my clit. I let out an involuntary moan.
Moving down further, he began planting little kisses down my abdomen, and over the insides of my thighs. My legs naturally opened up wide for him, looking down I could see my pussy was glistening with its own wetness.
His head was right over my pussy now, I could feel his breath making the air move over my skin and I was panting slightly in anticipation. I had never had a guy go down on me and I was excited and nervous in equal measures. What if he thought I didn’t taste nice? But oh god, I wanted it, my pussy was longing to be pleasured.
Finally, he lowered his head, and I felt his tongue slide over my wet slit. It felt incredibly, waves of sensation ran through my whole body, unlike anything I’d experienced before. I was crying out now, my nerves vanished as I fully surrendered to the moment. My hips were rolling up and down, pressing myself in closer to him. While still working at my clit with his tongue, he pushed a finger deep inside my pussy. I moaned and my body began to shudder. My legs began to twitch and quiver. He started moving faster, lapping at my clit and thrusting his fingers inside me. The feeling was so intense, unlike anything I’d experienced before. Hot waves of pleasure, washing over my whole body, until I came for him. My whole body shaking as I orgasamed and my juices flowed into his mouth.
As I was catching my breath he moved back up to my face and began passionately kissing me. I could taste myself on his lips. And I could feel his cock pressing against me. No problem with nerves now, he was rock hard! Then I felt him slide his dick deep inside me, thrusting in to my tight pussy which was still pulsing and contracting from my orgasam. We held each others gaze, looking deep into one anothers eyes as he rocked back and forth inside me.
He was getting close now, and I grabbed on to his ass, pulling him even deeper as his face contorted with pleasure. One more thrust and he let out a little moan as his hot load shot into me. After that he sagged down, his head flopping down on to my chest.
We lay like that for a while, his dick still inside me as it began to soften again. I stroked his hair, and he slowly ran his fingers down the length of my body. After a while he looked up into my eyes, smiling. Was that ok for you? He asked. It was perfect, I replied, smiling back.
Source: reddit.com/r/gonewildstories/comments/mlcf13/the_first_time_i_discovered_what_it_was_like_to
Neal caffery, is that you?
Congrats! This is the way.
You’re very sweet. I had performance anxiety resulting from a huge amount of stress in my life and unfortunately my ex-wife was not able to be as gracious about it as you were. Thankfully my current partner is wonderful about it.
That was a lovely story. It was so nice to read that. I always aim to pleasure my partner. I’m a man and therefore easy to please but I like to put in the effort and make sure my partner enjoys the experience as much or more than me.