Comments on: My First Time With a Man While Cross-dressed https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/ A complete website for crossdressers and admirers of crossdressing. Wed, 17 Dec 2025 18:48:52 +0000 hourly 1 https://wordpress.org/?v=6.3.8 By: Danny https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-18711 Wed, 17 Dec 2025 18:48:52 +0000 https://allaboutcd.com/?p=15463#comment-18711 I have been crossdressing most of my adult life, I have always fantasized about being with a man but never had the courage to do anything about it. Then one day a couple of years ago I started chatting with men online and this one guy lived close by, I asked if he wanted to come over and of course he did, When he pulled in my driveway I opened my front door fully dressed in lingerie and it felt so amazing. He came in and we started kissing, which was also amazing, We made our way to my bedroom and he started taking his clothes off and once I saw his beautiful cock I could not help myself, Something just took over me and i started sucking on it. All those years dressing and never truly being who I am. I absolutely love the feeling of being dressed and in the arms of a sexy guy. Life is to short, Be who you are and love every minute, Or inch lol. Of it.

]]> By: Ashley https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-14912 Wed, 10 Jul 2024 15:51:35 +0000 https://allaboutcd.com/?p=15463#comment-14912 Mmmm that story is so hot 🔥🔥🔥 would love to be in your place so my wife could see me give oral and swallow cum

]]> By: Charlie aka Charlotte https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-14825 Tue, 09 Jul 2024 04:14:41 +0000 https://allaboutcd.com/?p=15463#comment-14825 In reply to Jessika Martin.

I ended up dating many different men after my divorce. I also dated a lot of men while I was still with my ex-wife. I remember after getting married my wife complained how little we had sex. It was hard for me because I didn’t like it with her. In the first couple of years we were married I’d do it once every 4-6 weeks but after a while I got a job that I had to travel for and I didn’t have to do it with her any longer. I got to date a lot of guys when I traveled!

]]> By: rachel https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-11592 Sun, 14 Apr 2024 08:05:31 +0000 https://allaboutcd.com/?p=15463#comment-11592 In reply to Jim Jones.

i agree Jim, once you don a LB dress, sexy lingerie & cfm stilettos, it feels fabulous to be on the arm of a man knowing you are going to have some great fun when you get taken home,
p.s. I love the love juice too xx

]]> By: Jim Jones https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-10447 Tue, 27 Feb 2024 22:54:10 +0000 https://allaboutcd.com/?p=15463#comment-10447 Wow..some great stories ..I’ve been a bi sub sissy sex slave for years. Some of my best memories are while I was dressed silky. Hundreds of great sexual adventures. Thanks to all those wifes that denied there husband sex.I benefited from all those passionate older married gentlemen giving me all there love juice. Wow so grateful ladies..THANKS 👩‍🦰👩‍🦳👱‍♀️

]]> By: Pascal https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-9776 Sun, 04 Feb 2024 00:44:17 +0000 https://allaboutcd.com/?p=15463#comment-9776 Love this story. It turnd me on.
Hope someday i met a crossdresser or TS to have this experience.
I live in Belgium….

]]> By: BJ Edwards https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-9462 Fri, 19 Jan 2024 09:06:13 +0000 https://allaboutcd.com/?p=15463#comment-9462 Great stories,never got so lucky.

]]> By: Charlie aka Charlotte https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-8238 Sun, 26 Nov 2023 17:44:38 +0000 https://allaboutcd.com/?p=15463#comment-8238 In reply to Rebecca.

I bet you enjoyed every minute with him. I have to ask; the first time he entered you did he come immediately? I know how hair trigger the first time is. When my boyfriend penetrated me the first time I orgasmed immediately and shot my semen everywhere. I was done but he kept fucking me because he wasn’t done. I loved it when he forced me to blow him. I was crazy about him

]]> By: Sandra https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-8133 Tue, 21 Nov 2023 21:12:49 +0000 https://allaboutcd.com/?p=15463#comment-8133 Great story really turned me on

]]> By: Heather https://allaboutcd.com/my-first-time-with-a-man-while-cross-dressed/#comment-7885 Mon, 30 Oct 2023 06:34:37 +0000 https://allaboutcd.com/?p=15463#comment-7885 Would like to read more stories like this. Where can I find them?

]]>