Super Bowl Weekend
I haven't posted in a while been real busy with work which has cut down on my dressing. As all of girls know it takes a little bit of work to make this happen. I guess I just got caught in a rut. I did go out several times Christmas shopping and had a blast.
An old girlfriend of mine that I keep up with invited me to go to a Super Bowl party with her. Now you have to keep in mind that she is partially responsible for me crossdressing. Its a whole other post a will write one day. The short of it is that she supported and aided in the dressing. She really enjoyed it. We broke up over other things. We k** all the time to bad we can't get along in a relationship. Any way I digress.
When she called me to ask if I wanted to go I was real busy at work so I told her I would love to go because I had not seen her in about a month and told her I would get back with her on the details. So Friday rolls around and I called het to get the details. She said her work had rented out a place and was throwing a big party for employees and customers. I said that sounded like fun especially since it was free fun and drink. We chatted a while catching up when she asked me if I was coming as boy or girl Kelly. I laughed and told her I better come as boy Kelly because of it being her work party. She said no she wanted me to come as girl Kelly and everything would be alright. I finally gave in and said ok only if she would help me with what to wear and do my makeup. She worked as a cosmetologists for several years so she enjoys it and I could sit back and relax. This was going to be casual party so I don't have much to wear in that setting. We finally decided to wear some leggings and she would look for us some football jerseys to wear as a top with some riding boots.
I got up Saturday and decided I was going to spend the whole weekend dressed which I have not done in a while. So I got up showered and shaved and remembered why I needed to shave everything on a more regular basis. It takes a while and causes more nicks. Lesson learned again. So I got dressed went out to run errands which took up most of the afternoon. Amber called me to tell me she found some jerseys but wanted me to try it on. I told her I just gotten through running errands I could meet her at the store. I didn't tell her I was dressed. I show up and she just smiled real big. She was talking with the sales clerk and he seemed a little puzzled when he saw me. I'm glad I tried it on because I needed a larger size because I didn't want it tight fitting and wanted to be sure it hung done far enough to cover up everything. When we walked out of the store Amber starting laughing and I asked her what was so funny. She said she told the sales clerk that her boyfriend was coming to try it on. We both laughed at that point. We decided to meet for lunch the next day and then go to her place to get ready for the party. I headed home exhausted from being out most of the day in heels. When you only where them once or twice a month they will wear you out. You have got to respect women who do it every day.
The next day I slept in a little and got up and debated if I was going to dress or go in guy mode because I knew she would redo the makeup. Decided to go ahead and dress because I was on a roll. Women are lucky they can pull off throwing on a little makeup and going out. Not me. So I got dressed packed what clothes I needed for later and headed out. When I meet Amber she just laughed and said “Well I created a girl”. She knows I go out dressed because half the time I’m calling her about outfits and usually send her a selfie to check out the makeup.
After lunch we headed back to her place to kill some time and get ready. After a while of drinking some wine and listening to music it was time to get ready. As our routine was when we were dating she headed to her room and I went to the guest bathroom. She wanted me to take a shower so my makeup would be good and gone and shave again. The combination of the wine and a really hot shower were very relaxing. She came in and said she laid out a robe, one of those silky feeling things. She had always done that in past so we would not get makeup on the clothes. As in the past I got out dried off put on my panties and bra along with the robe. This is always a rush because I just feel so feminine. I then went to her room and she had already started her makeup. When she was done it was my turn to be pampered.
I sat down and took a sip of wine and told her to do her magic. I was just so relaxed. We talk a little but she always wanted me to be quiet so my face would be moving. I noticed that she had not yet put her bra on under her robe. It was nice to see her tits just swaying as she moved. That and the combination of her touching me I was starting to get aroused. Remember we had been in an on again and off again relationship for several years and after that we would occasionally hook up. The last time was about six months ago and we both swore it would be the last time. As time went on I kept telling myself that but kept getting hornier.
When she was done with my makeup she put my wig on me and fixed it a little. Then she wanted to see what bra and panties I was wearing. I just opened my robe while still sitting to show her the bra. She told me I must have forgotten but I had to stand and let her see me. I told her that probably was not a good idea and she asked why. I smiled at her and she giggled and ask me if my boi pussy was poking out. I told her I was sorry and knew we had talked after the last time. She laughed and said it was ok and she wanted to see any way. So I stood up and dropped the robe she had me turn around to get the whole view. I told her it was her time to let me see her. So she dropped her robe and had nothing on. I just got harder. She walked over and told me that I needed to make my boi pussy go down or it was really going to show in the leggings. I agreed and told her to I would go take care of it. She smiled and said she could help.
She over and sat on the bed and spread her legs and motioned me to come over. I knew where this was going. She loved for me to eat her pussy while dressed. I started licking her and she was so wet. She laid back on the bed and I had her cumming hard in a couple of minutes. She then sat back up and started sucking me. I then mounted her and fucked her hard and just before I came I pulled out and shot it over her stomach and tits. We were both so exhausted we just laid there a while and talked about how we have to stop doing this. I guess we are the ultimate FWB’s.
Once we recovered and touched up makeup we got dressed and off to the party.
An old girlfriend of mine that I keep up with invited me to go to a Super Bowl party with her. Now you have to keep in mind that she is partially responsible for me crossdressing. Its a whole other post a will write one day. The short of it is that she supported and aided in the dressing. She really enjoyed it. We broke up over other things. We k** all the time to bad we can't get along in a relationship. Any way I digress.
When she called me to ask if I wanted to go I was real busy at work so I told her I would love to go because I had not seen her in about a month and told her I would get back with her on the details. So Friday rolls around and I called het to get the details. She said her work had rented out a place and was throwing a big party for employees and customers. I said that sounded like fun especially since it was free fun and drink. We chatted a while catching up when she asked me if I was coming as boy or girl Kelly. I laughed and told her I better come as boy Kelly because of it being her work party. She said no she wanted me to come as girl Kelly and everything would be alright. I finally gave in and said ok only if she would help me with what to wear and do my makeup. She worked as a cosmetologists for several years so she enjoys it and I could sit back and relax. This was going to be casual party so I don't have much to wear in that setting. We finally decided to wear some leggings and she would look for us some football jerseys to wear as a top with some riding boots.
I got up Saturday and decided I was going to spend the whole weekend dressed which I have not done in a while. So I got up showered and shaved and remembered why I needed to shave everything on a more regular basis. It takes a while and causes more nicks. Lesson learned again. So I got dressed went out to run errands which took up most of the afternoon. Amber called me to tell me she found some jerseys but wanted me to try it on. I told her I just gotten through running errands I could meet her at the store. I didn't tell her I was dressed. I show up and she just smiled real big. She was talking with the sales clerk and he seemed a little puzzled when he saw me. I'm glad I tried it on because I needed a larger size because I didn't want it tight fitting and wanted to be sure it hung done far enough to cover up everything. When we walked out of the store Amber starting laughing and I asked her what was so funny. She said she told the sales clerk that her boyfriend was coming to try it on. We both laughed at that point. We decided to meet for lunch the next day and then go to her place to get ready for the party. I headed home exhausted from being out most of the day in heels. When you only where them once or twice a month they will wear you out. You have got to respect women who do it every day.
The next day I slept in a little and got up and debated if I was going to dress or go in guy mode because I knew she would redo the makeup. Decided to go ahead and dress because I was on a roll. Women are lucky they can pull off throwing on a little makeup and going out. Not me. So I got dressed packed what clothes I needed for later and headed out. When I meet Amber she just laughed and said “Well I created a girl”. She knows I go out dressed because half the time I’m calling her about outfits and usually send her a selfie to check out the makeup.
After lunch we headed back to her place to kill some time and get ready. After a while of drinking some wine and listening to music it was time to get ready. As our routine was when we were dating she headed to her room and I went to the guest bathroom. She wanted me to take a shower so my makeup would be good and gone and shave again. The combination of the wine and a really hot shower were very relaxing. She came in and said she laid out a robe, one of those silky feeling things. She had always done that in past so we would not get makeup on the clothes. As in the past I got out dried off put on my panties and bra along with the robe. This is always a rush because I just feel so feminine. I then went to her room and she had already started her makeup. When she was done it was my turn to be pampered.
I sat down and took a sip of wine and told her to do her magic. I was just so relaxed. We talk a little but she always wanted me to be quiet so my face would be moving. I noticed that she had not yet put her bra on under her robe. It was nice to see her tits just swaying as she moved. That and the combination of her touching me I was starting to get aroused. Remember we had been in an on again and off again relationship for several years and after that we would occasionally hook up. The last time was about six months ago and we both swore it would be the last time. As time went on I kept telling myself that but kept getting hornier.
When she was done with my makeup she put my wig on me and fixed it a little. Then she wanted to see what bra and panties I was wearing. I just opened my robe while still sitting to show her the bra. She told me I must have forgotten but I had to stand and let her see me. I told her that probably was not a good idea and she asked why. I smiled at her and she giggled and ask me if my boi pussy was poking out. I told her I was sorry and knew we had talked after the last time. She laughed and said it was ok and she wanted to see any way. So I stood up and dropped the robe she had me turn around to get the whole view. I told her it was her time to let me see her. So she dropped her robe and had nothing on. I just got harder. She walked over and told me that I needed to make my boi pussy go down or it was really going to show in the leggings. I agreed and told her to I would go take care of it. She smiled and said she could help.
She over and sat on the bed and spread her legs and motioned me to come over. I knew where this was going. She loved for me to eat her pussy while dressed. I started licking her and she was so wet. She laid back on the bed and I had her cumming hard in a couple of minutes. She then sat back up and started sucking me. I then mounted her and fucked her hard and just before I came I pulled out and shot it over her stomach and tits. We were both so exhausted we just laid there a while and talked about how we have to stop doing this. I guess we are the ultimate FWB’s.
Once we recovered and touched up makeup we got dressed and off to the party.
10 years ago