Straight Male / 20
A Dare .
Every Saturday morning i met up for a coffee with 3 girls . One i had known since i was a kid . We were friends . The others worked with her in an office . We had become friends. They started to bring another woman with them who worked in their office . She was in her 50s . When she was not with us they told me about her . They all liked her and felt sorry for her . She lived alone and rarely went out . She had never been married or had any relationships that they knew of . I asked about her . One time they told me they had a proposition for me . If i had sex with her . They would each give me £50 . It was not good enough proof for me to tell them i had done it . They needed me to take a picture on my phone to prove it . I was thinking about it . I decided that i needed her to become my friend . For weeks i talked to her . Even getting her to invite me to her house . Afer a few visits i got round to asking very personal questions . I asked if she ever had a boyfriend . She had one but he joined the navy . She never saw him after that . I got round to the subject of sex . It was more about me telling her things like the first time i touched a girl . How old was i when i first had sex . Did i ever have sex with any of the 3 girls . When i told her no . She seemed surprised . Was i having sex with anyone now . How old was the oldest person i had sex with . Did i like older women . I told her some of them were beautiful . Even plump ones . She came out with it . Would i like to have sex with her . I had been thinking how i would get her to have sex . Now she was asking me . All i could say was yes . Within minutes we were both naked on her bed and i was fucking her . I was surprised how much i was enjoying it . When i had cum i asked her if i could take a picture of her pussy on my phone . It would only be her pussy . No faces or anything else . I got a photo with cum leaking out of her . When i told the girls and showed them the picture. They paid up . That was my first older woman and i was 18 at the time . Since then i have joined a local contact group . Lying about my age . Saying i am in my 40s . When i am talking to one of the women . They send me pictures online . They want to see me . In the end i have to tell them my real age and send a picture . After i did this they would send me pictures of them in bra and pants . Sitting in a chair with their legs spread open . I arrange to meet the ones that i like . At their homes . We always have sex . My favourites are the plump ones .
- That's Juicy! 11
- Remove It! 4


