I am 45 and have been married to a very beautiful attractive woman for 23 years, and have had an awesome sex life. However for the last several years i have been fantasizing about having sex with a BBW. Three years ago I had that opportunity when I met a BBW in a chat room, we met and had awesome sex, and I was hooked. I met four more BBWs the next couple years. Recently I met a gal that was in her mid twenties, she was fairly short but definitely on the heavy side her name was Tiffany. She wasn't real beautiful but I was definitely attracted to her. Tiffany worked for a company that did business with the company I worked for so often times she would run errands between her office and our business, and I would try to do the same for ours so I could go see her. We live in a small community and I knew her before she started working for her place of employment. I knew her mom, uncles and grandparents because they grew up just down the road from my parents. I lost track of her her mom after she married and moved away. Tiffany's grandparents still lived in the same community however and she moved in with them after she graduated from high school. So any chance I got to visit with her I took advantage of. Tiffany knew I knew her f****y but she didn't know much about me. She is very shy not out going and keeps to her self a lot. She is very close to her grandparents so she spends a lot of time with them.
A couple of months ago her cousin got married and my wife and I were invited. My wife was not able to go do to obligations at work. I normally would have stayed home but knew that Tiffany would be there so I thought it would be a perfect chance to get to know her a little better. As the evening d**g on I noticed she was sitting by herself so I went and sat by her. I offered to get her a drink and she said she wasn't much of a drinker. I said was going to get something and she said I could go ahead and get her one to. We visited for a while me doing most of the talking and I am not a big talker. I asked where her boyfriend was and she said she didn't have one. I pressed a little harder with the boyfriend thing and she said she had never really had anyone that she called her boyfriend. She said she never really got into the dating scene, partly because she was shy and she said I know I am fat. I told her that wouldn't stop me. Right away I knew I shouldn't have said that. She looked at me but didn't say anything. She asked me where my wife was and I told her she wasn't able to make it because of work. We had a few more drinks and she was getting a little bit loser, and she come out and said what did you mean earlier when you said that wouldn't stop you when I said I was fat. I know I turned red instantly and stammered around a little bit, it was the opening I wanted but didn't want to ruin it. I said well I think you are attractive and I like your body as it is. She smiled and took another drink. She went on to say it is to bad you are married. I in turn asked why and she embarrassingly said never mind. I said you never know you may find someone tonight, and she said probably not. She went on to say I would be to embarrassed any how. I asked why and she said well I am 26 and still a virgin. My mouth dropped and I didn't know what to say here was my perfect opportunity. I replied back well maybe I need to help you with that. She was really embarrassed I could tell. I told her maybe I better go. I got up and thought I may never have this opportunity again. I told her I was serious and if she wanted to talk about it to give me a call and I gave her my card. She didn't say anything as I walked off.
A few days had went by and I hadn't seen her. Finally after about a week she had an errand at my place of work I seen her come in and she dropped off an envelope I poked my head out and said thank you. She hesitated a little then turned and said were you serious about what we were talking about the other night. I very happily said I certainly was. She said I will call you after I get off work. I had such a raging hard on I could hardly work the rest of the day. On my way home in the car my phone finally rang and it was her. She said I would really like you to help me lose my virginity. I said I would be happy to if she was comfortable with it. She said she nervous but willing. She asked what night we wanted to do it. I said no it isn't going to be a quick poke and get it over with. I said if she wanted me to help her it would be me teaching her the art of sex and not a quickie. I said you will want to enjoy it and remember it for ever. I don't want it to be something you jump into and regret. She said that made her feel much better about it. I told her let's meet tomorrow after work for the first session. She said we could meet at her grand parents because they had went on vacation, and she would have the house to herself for a couple weeks.
I could hardly wait for the next work day to end. I jumped in the shower at work and freshened up and met her at her Grandparents house. She invited me in. I told her we were going to take it very slow and would not have actual penetration for the first couple sessions. She nervously said that would be great. I told her if she wasn't comfortable at any point we would stop when she wanted to to but we not go any faster then what I wanted. She agreed. We talked about sex that first day and what she should expect. I asked her how far she had gone with a man and she said never any further then kissing. I asked if she had ever masturbated and she turned very red and said yes a few times. I asked if she had ever penetrated her pussy with anything and she said yes with a small dildo. After a little more conversation I said well I better go. She asked is that it for today and I said yes. I told her we would meet tomorrow for the second session if she was up to it. She yes yes hesitantly. I asked why she hesitated? She said well because of my body. I told her not to worry about it. I loved it, and I told her she wouldn't have to remove her clothes the next couple sessions. I turned and walked out and said see you tomorrow. She smiled and said okay. The next day came and she invited me in we sat on the couch. I asked if she had ever seen a man totally naked or seen a penis. She said no other then pictures. I said today you will I will get naked and you can feel and touch my body all you want but we won't go any further then that. She just smiled without saying anything but I could see she was trembling. I slowly removed my clothes to where I was just in my boxers. I said go ahead and remove them. She very anxiously pulled them down and I could feel her hands tremble. I said you can touch me all you want at your own pace. She ran her hands up and down my chest and finally she moved them towards my very erect cock and played with it, felt my balls and just caressed my cock. After about 20 minutes I told her that was the end of the session and she surprisingly said already and I said yes. I got up got dressed and said it is up to you to call and set up the next session. The next day she called me at work almost right away and said she wanted to meet for the next session tonight. I said i couldn't because my wife would wonder why I was coming home late everyday, but would meet her the same place over lunch. She agreed so at 12:00 I headed right over and she pulled in the driveway behind me we almost ran in and she asked what we were going to do this session. I told her I was going to get naked and she was going to watch me masturbate. She grinned and couldn't wait until I got my clothes off. I told her she could only watch and couldn't touch. I was instantly erect and slowly started to stroke my cock. I showed her where the sensitive parts were and where I liked being touched. It took bout 5 minutes and I layed back grunting and my body stiffened and spasmed as my load shot onto my chest. She just stared and didn't know what to say. I told her to go head and touch the cum and feel it. she wiped some up with her fingers and played with awhile. I told her to taste it and she put it up to her tongue and she licked a little up she didn't make a face or anything she just said not bad I thought it would taste worse. I cleaned up and got dressed she asked the same time tomorrow and I said sure. The next day we went in and she said what is this session about? I told her today she would jack me off. She smiled and went right to it taking my clothes off and immediately stroking my cock. It didn't take long and I was shooting my load. She laughed as it squirted me right in the chin. She played with some of it and licked a little bit up. We cleaned up and i got dressed. She asked what is tomorrows session? I asked her if she was ready to get naked she hesitantly said yes. I told her if she wasn't ready we could stop. She said no I want to. The next day we sat on the couch she was really trembling and she asked well are you taking your clothes off? I said no today we focus on you. She really was shaking as I started pulling off her shirt. she already had her shoes off I next pulled her jeans off so she was sitting there with just a bra and panties. I asked if she wanted to got further and she didn't say anything but unhooked her bra and threw it aside and said does that answer your question. I next pulled off her panties and she lay back on the couch totally naked except for the socks I removed next. She lay there trembling as I ran my hands all over her body caressing her boobs, her ass, and her big stomach. I suddenly stopped and said well that is it for this session, and she said no don't stop. The next day was Saturday and I said I could come over in the morning because my wife and k**s were going to her folks. She said she couldn't wait.
That Saturday I came over about 10 and she answered the door totally naked. She said I could hardly wait. She had masturbated several times after meeting the day before. I got naked and she led me to the bedroom. She was running her hands all over me.we kissed and caressed and fondled each other for the next hour. She said she was ready for me to fuck her. I asked her but what about birth control and she asked if I had a rubber and I said no I would not fuck her the first time with a rubber. She said then what are we going to do. I told her she had to go on the pill before I would fuck her. Which meant waiting until she got the prescription and waiting the thirty days. She said she couldn't wait that long. I told her that would be the only way I would fuck her in the mean time we would have to resort to oral sex. So her lesson that morning was on sucking cock, and I also showed her the joys of eating her pussy. I never had a woman come so many times from me eating her. She sucked me until I came in her mouth she couldn't swallow it all but she tried and she didn't even gag on the taste. I cleaned up got dressed and told her if she wanted to fuck to call me after her first cycle on the pill. She reluctantly agreed and I hated waiting that long but knew it would be worth it in the end.
I would meet her at work fairly often and we would chat and flirt but didn't meet until six weeks had went by. We met on an evening my wife was out with the k**s I came over and she answered to door in just a t shirt. She told me how horny she was. I reached under her shirt and she was dripping. We went to her bed she stripped me naked and I pulled her shirt off she smelled so good and looked so hot. Her firms boobs looking at me and her fat belly drooping down a little over her pussy. She layed back and I pushed her belly back and started lapping her wet juices. She almost instantly came. She begged me to put it in her. I crawled on top of her and pressed my cock against her pussy it was so wet it went in a little but stopped just pass the head of my cock. I slowly worked it back and forth pushing a little further in each time as she cryed and moaned. Tears were running down her face and I asked if I should stop she said no keep going this is incredible. She was screaming by the time my cock was completely in she had cum twice by that time. It felt so incredible inside of her pussy. I had never had such a tight pussy. I came in her within a very short time. I collapsed on top of her and her body was trembling, she kept saying how awesome it was. We lay in bed for a few minutes playing with each other until I was hard again. It went in much easier this time with my cum as lube we fucked in every position for the next hour and I came in her again. She went on and on about how good it felt. I told her when ever she wants to fuck give me a call. She calls me two or three times a month and we fuck until we can't anymore.