My first experience with strap-ons was a long time in the making. I had just turned 40 and, like a lot of guys, decided to get back in better shape by going to the gym - I went 3 times a week and always started off on the stationary bike. I would chat with the people on the bikes next to me and became fond of the woman who frequently "rode" at the same time I did. She was in her mid 30's, short dark hair and wonderful eyes and lips.(She always wore "baggies" so it was hard to see much else). We would talk about the things happening in our lives and flirt a bit just to make it interesting...nothing overt..just fun remarks and jokes. During our ride one day I asked if she would like to have a coffee after the workout. She took a while answering, smiled and said... "If your going where I think your going with this...I think I'm a little too strange for you". Of course this got my curiosity going and I said "Don't let the mild-mannered gym clothes fool you..I'm an adventurous guy". She looked at me for awhile and then said "Ok..I'll tell you something and if your still interested I'll shower and be in my car out in the parking lot in 15 minutes." She had finished her ride and was standing next to me while I finished mine. She leaned over and whispered in my ear "I want to spread your legs and fuck you in the ass", then she walked away to the womans changing room. I couldn't believe what I had just heard....I had always been curious about this and the thought of it aroused me a lot. Now it was decision time... should I or shouldn't I..was she some weird woman or just someone who enjoyed a particular sexual activity....she was probably thinking the same thing about me. I showered quickly, dressed and went out to the parking lot, there she was, sitting in car waiting. I walked over, opened the passenger door and said "Yes I'm interested". "Well get in" she replied..she only lived about ten blocks away and we went up to her apartment. She poured some wine and we talked some more..but both knowing exactly why we were here. After 2 glasses of wine she smiled at me and said "So..do you do this sort of thing often". "Never" I replied. Her eyes widened and she said with a bigger smile "Oh...a virgin..I'll be gentle". She excused herself and went to her bedroom and came out wearing a silky full length housecoat...she came right up to me, put her arms around me and kissed me very hard. I could feel her hands undoing my pants then slipping into them. She grabbed my already hard cock and stroked it expertly.."Would you like to feel mine?" she asked..I had my hands on her ass and moved one around to the front of her housecoat and opened it, I could feel her hard "cock" against my hand and it excited me very much. I stepped out of my pants and she finished undressing me, she kissed me on the chest and neck and I was getting unbelievably hot. She pushed down lightly on my shoulders and I followed her lead. I went down on my knees and took her cock in my mouth then kissed it up the shaft to her body..I could still put my tongue against her pussy and she shivered. She went behind me and guided me forward so I was on my elbows and knees, I heard her clothes fall on the floor and she knelt behind me. I could feel her cock on the my ass and she stroked my legs with her hands. She moved my legs apart and got between them...I felt her one hand slide up and touch my hole..it felt fantastic! Her fingers were well lubricated and she slowly slid a finger into me...I was very tight at first but then relaxed and she slid 2 fingers in me. She stroked me like this for some time and then I felt her move her cock up against me. She poured warm oil down the split in my ass and it covered me and her cock...She pushed and put the end of it inside me..It hurt at first but again I made myself relax she started fucking me gently. The feeling was fabulous.....and she was obviously very good.. slowly she inched more and more into me, fucked me and reached around and stroke my cock with her hand. She leaned forward until I could feel her breasts against my back. The combination of her hard nipples on my back, her smooth cock in my ass and her stroking my cock was too much... after a few minutes I came like I have never come before. The feeling of my ass tightening around her cock was incredible...I just about fainted. She let me have a few seconds to catch my breath and then said "My turn". She undid her strapon..turned me over onto my back and then moved her pussy onto my mouth. She straddled me like this...pushing her juicy pussy on my lips and tongue and I reached up and gently pinched her nipples...She moaned and pushed herself harder onto me. We continued like this and her pushing got harder and faster until she just rested her pussy on my mouth and cried out. This was the most intense sex experience I have ever had and I would love to repeat it. She never came to the gym again and doesn't live at her old address. She did leave me a card at the gym saying how much she ejoyed our "getting together" though. I have wondered whether I was secretly "gay" or "bi" because I enjoyed this so much but the thought of doing it with another guy has no interest for me....However..being "done" by a woman is incredible....if you get the chance ... do it!
Just sign me
Anonymous in Canada