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My First Bi Experience- Part 4, Losing My Anal Virginity

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If you’ve been following mine and J’s individual stories of our time together, you’ll have read our encounters from first meeting to first kiss. I’m so pleased J has agreed to write his side of the story to convey his emotions as it has helped me tremendously in understanding where we are going. J has already written about our last meeting ahead of me this time, at my request. Having arrived at J’s house in completely different attire to my usual gym kit, I was whisked upstairs immediately and left in his bedroom whilst he made tea. Tea and conversation are becoming a ritual and one I enjoy. It took a little longer to get going this time, almost as if we weren’t sure who was making the first move. From our last meeting I’m expecting and nervously hoping to be fucked by J, to push another boundary. J begins gently stroking me through my clothes and it’s not too long before he unbuckles my belt and removes my trousers. Whilst lightly running his hands from my chest to my thighs, he leans down and kisses by cock through my underwear. I’m lying on the bed and J tells me to stay there and enjoy. It’s an unusual experience to lie back and allow someone to explore your body, but J’s an expert and I can tell from his heavy breathing that he’s loving this. He removes my underpants and soon I feel his mouth take in my hard cock. He uses a great mix of kissing, light wanking and rubbing to warm me up. I lie back and watch, enjoying the attention and excitement for once. He makes my spread my legs and I expect he’s going for my arse. But no, he then pulls me towards the end of the bed. At this point, I assume J is going to pick my legs up and put them over his shoulders and begin working on my arse. Wrong again! It’s not long before I want to please J. He’s still fully clothed and this simply won’t do. J removes his jogging pants and underwear. He’s not hard yet so I lean forward and get to work. I slide my tongue up and down his shaft and take his cock into my mouth to begin licking and sucking to get him hard. I know J has sensitive nipples so a good mix of kissing, light biting, finger pinching and sucking whilst wanking him gets a great response. From previous stories, I recall J mentioning how much he wanted to kiss me. With boundaries already pushed to one side or completely flattened, I begin kissing J hard to really warm him up. It’s a different kiss, still feeling strange because J has a beard and moustache. It’s not as sensuous as kissing a woman, but it doesn’t feel sickenly wrong either so that’s one barrier we’ll and truly crossed. I then move him to the bed and whilst he lies down, I give his cock a good sucking and wanking. I like to give and could easier keep going and wait for J’s explosion in my mouth. As J had already given my arse some attention, I thought it would work well to allow him access whilst I continued sucking his cock. So I straddled his chest for a full on 69. We could have continued this all afternoon but I wanted to go further and be fucked. J stood up and asked me to move to the edge of the bed. I was nervous but excited to know I was about to be fucked. Would I like it, what would it feel like? Oh god, what if it hurts like hell? Whilst J slipped on a condom and lubed me up, I still felt a bit dry. J pushed forward and I felt my arse open. It was a bit painful and didn’t want him to push any further. He withdrew and quickly went a bit limp. Removing the condom, I thought his cock needed a good sucking again to get him hard. I couldn’t help thinking whether it was the condom that was an issue and J really wanted to fuck me bareback. Maybe he wants to fuck me senseless and shoot his load in me, and my request for a condom has taken the dream away? We will have to discuss this. J lubed me yet again and I had no idea he had already fingered me and possibly prepared me better. I didn’t know he was fully in until I felt his pubes against me. Is there something wrong that I didn’t feel this? By the third or fourth time I felt his pubes, J stopped. I thought this wasn’t working for him rather than he’d already cum. I felt bad for J because there wasn’t that “oh my God, I’m cumming” moment. There was nothing and I felt like this was a lousy shag. J quickly allowed me to stand up then he handed me a wet wipe before going on his knees and beginning to suck my cock. I decided to face fuck him to see if I could generate some passion for both of us. It wasnt too long before I shot my load into J’s mouth and it was all over. Having got dressed J asked me how I felt and I was a little lost for words. I needed time to process this. Being honest, I’m disappointed in my performance. I expected to feel so much more and had got inside my head that my arse was going to be pounded until I came without touching my cock. Instead I got four pumps and it was all over. Had I spent too long sucking J’s cock? Was the thought of taking my anal virginity too much and the lead up too exciting that J’s cock was already on the verge? Why can’t I tell and learn to back off? . I can feel it with a woman, but not a man? Is this really right for me or my body talking and saying it’s not? At the moment I have more questions and confused feelings. Maybe all I know so far is that this wasn’t the experience I had in my head and maybe that’s unfair. I have no intention of stopping this as I feel there is more to learn and experience . J says in his account that he wants to fuck me face to face and maybe that’s a connection I need. Once I’ve been fucked a few times I may be ready to fuck J and then consider a threesome. At the moment I don’t know what my role in a threesome would be. Maybe the condom did not provide the feeling I expected and this placed a dampener on the whole experience. Perhaps I discussion about STDs is in order to create a better understanding. I know I felt dry when J tried to penetrate me the first time. I’m sure there are too many experiences to have at the moment and I want them. I am committed to J and he knows it. I’ve no interest in meeting anyone else at the moment unless they have something to bring to the party to interest me. I still don’t see myself as anything but bi-curious at the moment. As my experience grows I will decide whether this is something I wish to continue or to call it a day and honestly say it’s not for me, but I gave it my best shot. I would still love to find a Chinese or Asian fuck buddy. I miss a gorgeous juicy pussy to lick but that’s for another time. I’m enjoying getting J hard and want to witness his cock explode, cum shooting everywhere and a massive dose of sensitivity as I take his cock and make him convulse with such rapturous pleasure. Maybe that will happen in a few weeks. For now, I know I am not an anal virgin and need more anal sex to satisfy my curiosity. I’m looking forward to my next meeting with J.
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Written by Fitnfun2017

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