All Comments on 'Taking The Plunge'

I can't wait to read about the next night.

I can hardly wait for the next chapter too

Jeeez I was hard and wanting it too. God what would it feel like to be dominated by a woman/man.

You captured the moment. I rang an escort, I was 50 years old, so I asked for one about my age. The oldest girl they had was 42, Sarah, $350 for the hour,gave the cc number, will be there in about 30 minutes. Sure enough, knock at the door, tall,brown hair, black coat and she was black, I never thought. She entered, nervous formalities, I asked if she wanted a drink, no as she removed her coat and turned and bent over putting it down, wow, black lacy panties, stay up nylons. She turned, undress, I did,i was semi hard,, she moved over to me, well hello big boy, let me take care of that, she held and stroked me, then knelt and pulled me into her mouth. her hand tracing my balls,, I knew I was going to cum, but I pulled back. she said don't worry, there will be a second and swallowed my cock, grabbing my hand and putting it at the back of her head. I moved her back and forward until my cum shot out and she stayed still, until I was drained. she moved away, you had a lot of cum. Now I was drained I was having second thoughts but she stood and removed her panties, a long semi hard cock bounced out. My turn, get down, I knelt, open wide and her cock entered me, warm , I did my best, she said first time, I said yes, lay down, I did, she 69d me,sucking my cock, while probing my hole, warm lubed, Relax honey, I tried her fingers moved in me. mmm, lets give it a try. The best way might be on your knees crouched low, so I turned, wait till I put this on, a condom, shit I forgot. She probed me again with her fingers, then you want my cock honey, yes,well then tell me, I want your cock, for what, to fuck me. I felt the head, a sharp push as I was pulled back, pain oh yes honey, your tight, as she moved slowly in, oh I think I will like your tight hole as there were now longer strokes and she fucked me, I felt good and I started to push back, that's it, you like it, she fucked me for some time, a constant hardness in my arse. She pulled back, roll over, she moved me to the bed edge and lifted my legs,easily pushing back in, my cock stood up. as she fucked me, she put a condom on my cock, she pulled out of me and moved over me, removing her condom. Then, holding my cock, she moved back onto it,sinking down all the way, warm, her insides parting as she moved up and down, her hard cock bobbing up and down. I grabbed her hips, that's it big boy, give it to me, I thrust up into her, she was right, what cum I had left was milked out of me as she bounced up and down. She looked at me, then moved off me, her cock over my mouth, do you want it, I moved up and took it in my mouth. Hold still and she moved her cock in and out and I felt her first pulse and tasted my first cum but not my last. The best $350 I had spent.

I too took the plunge. Ad, ladyboy, full service $200. I rang the number, an Asian voice, agreed on a time and she gave me her address. I explained I was 58, she was 27, no problem. I entered her flat, very petite, I am 6ft 2, she maybe 5ft2. Not that pretty but a great figure and good looking bottom. Lay down while I massage you, I did,as she massaged me I could feel a hard lump press against me, then her fingers stroking my balls, I lifted then my cock. Turn over, I did, she massaged my chest, then moved up and sat on my chest, a hard cock, not that big, and not thick, she asked if I would suck her cock, I did, not my first but I sucked her. She moved away, massaged my legs, she stopped, stroking my very thick cock, I watched as she grabbed a condom, placing it over her cock, not mine, then moved down, lifting my legs, I felt a tongue rimming my arse, then a very wet finger push slowly inside, moving around. Turn over, I turned over and lay flat ,she lifted my hips, on your knees, I got on my knees, I felt her hard cock against me, then a sharp push, I groaned as she entered me, 3 more pushes, more gentle and I felt her against me. She grabbed my hips and began fucking me, the initial sharp pain went followed by a dull pain and a different feeling, a feeling of being full and my cock was hard. She kept fucking, I felt her over me, then not over me, but fucking faster almost pulling me back onto her, I felt her swell in me and then push deep into me and hold there.I felt her ease back, then she left me,grabbing some tissues and wiping me, then said wait and I felt a warm cloth wipe me. I turned over, she was taking the condom off, I could see cum in the tip. She cleaned herself, then lay next to me, stroking my cock, then taking it in her mouth, I was hard, my bottom had a dull ache and my cock shot into her mouth. She took it all and then cleaned me. She gave me a towel, shower there, I showered, then when I came out, she was dressed, I dressed. She held me, you can come anytime, I like you. I guess that was standard. The thing for me was full service, for her that meant, I got serviced and I didn't complain because it was my first time anal and I guess because of her size it wasn't as painful as I perhaps expected.

The first time with a transsexual is the best. Taking the big cock into your mouth looking up at firm breasts and further on to an appreciative expression on her face. The firmness of the shaft as it enters your eager mouth, and I just relax and breathed through your nose. Having her reach down and slowly remove your head from her now rock hard shaft, while she bends you over, lubes up your ass, and slowly enters your backdoor. Once in, I felt her pull out and enter again. First slowly and then picking up speed until she is slamming into your bottom, her balls slapping your already throbbing balls. I notice that I was thrusting my hips back to meet her as my body enjoyed the pounding and my mind starts thinking about the vision of me being fucked in the ass. I feel, her hands grip my hips harder. Her body tense up bringing a calm over me. There was nothing else in the world but me giving up my anal virginity. I gripped that hard cock with every thrust like I wanted it to stay deep in me so I could enjoy the feeling of having my ass stuffed. Finally, the felling of hot cum being spit deep into me made me cum to. At that moment I couldn't believe I waited so long to take the plunge. There is no better way to relax than taking a good ass pounding. I don't think it will take that much longer for me to submit to 3 to 5 hot hung trannies and experience being the cock slut that I long to be.