Finishing my seven stories in seven days with this one. All the people who have accused me off spamming the subs I’m sorry and tonight is the last one
I was 20 he was 62. If you read some of my previous posts you’ll know I’ve been with my husband since I was 17 and he likes me being with other men. One of my other posts is about me going on msn back in the day with other men and stripping and playing with myself for them. One of them was this guy and it led to me going round to his to give him a blowjob but I ended up fucking him.
We met each other because we used to work together at the local supermarket. He was one of them friendly guys that every supermarket has been there over 30 years and done the same job the whole time. This guy worked in the bakery, I worked weekends in the fresh meats section while I was at uni. We worked the same shifts so our breaks always matched up and we used to sit with the same people around the same table and he was so funny, he had me crying tears of laughter every break time.
Over time the table dwindled to just us two at break time as people changed shifts or left. Our conversations got a bit deeper and he told me how lonely he gets at night sometimes. He would talk online to his fishing or football friends but they were so serious and that’s all they would talk about. His wife left him for his friend in his 30s and he never got with another woman because he didn’t want to have to introduce his kids to someone else. He was such a sweet guy, never swore, would do anything for anyone, did free handyman work for the local old people, one of the guys cars broke down and he couldn’t afford to fix it so he went round to his house after work with his toolbox and was there until midnight fixing it for him and all he asked for was a cup of tea. Just a genuine good guy. So I gave him my msn and told him to add me.
After a few weeks of talking to him most nights we were online one night and he asked if he could show me his new German shepherd, so of course I say yes and accept his webcam request and all I had was a vest top and shorts ready for bed, not revealing or anything like that but as soon as he saw me he shut off his cam and said “woah sorry I didn’t realise this was a bad time” I asked what he meant and he said the way I was dressed and he liked my boyfriend and wouldn’t want to disrespect him like that. I asked if I could tell him something and he said yes, so I rang my boyfriend and asked him if I could tell him about what we do and he said if I trust him go ahead. So I told him everything and said he won’t mind him seeing me in my pjs, I really wanted to see this puppy lol.
One Saturday night a few weeks later me and my boyfriend had been out drinking and come back to mine and I asked him if I could go online and put on a show for some people. So I went on and started showing off my tits and getting attention which was the point lol. Then my workmate came online so I asked him why he was up so late and he said he couldn’t sleep, asked me what I was doing and I told him and being confidently drunk I asked him if he wanted to watch and he said he still wasn’t sure that he believed about me and my bf so I ended the other conversations, told my boyfriend to come sit with me a minute and told my workmate to put on his cam and my boyfriend will tell him himself. So he did and there was me naked sitting on my boyfriends knee lol. We all stayed up late chatting until the sun came up and he told us it was the first time he’d seen a woman he knows tits in over 20 years!! So my boyfriend asked him had he not been with a woman for that long and he said no, no one wants a 40 year old divorced supermarket worker and after spending years just concentrating on his kids once they grew up he’d forgotten how to be with someone else and just concentrated on his odd jobs and his dogs.
It devastated me. He had so much to offer. For days after I kept thinking of offering to go round but didn’t bring the subject up, luckily my boyfriend did and asked me if I wanted to do it and I said I’d love to. He told me to ask him so one night on msn I brought it up and he said he’d like to but he doesn’t think my boyfriend would like it so I said we would both go round to his the following night and talk about.
We went round and it was awkward at first but then I brought it up and three times he asked my boyfriend if he genuinely didn’t mind and he kept saying no and said it wasn’t the first time we’d done it and she (meaning me) really thinks a lot of you. He then asked me if I was sure it wouldn’t ruin our friendship and I told him I had a couple of friends I give regular head to and we all still get on. We all sat and carried on talking and had a couple of drinks and I asked him if he wanted to do it now, my boyfriend said he’d take a walk to the local chip shop and get us some food for after and my workmate seemed a lot more confident and said sure so my boyfriend set off and told me to text him after and then he’d put the order in and bring our food back, then he left.
I decided to take the lead and sat straddling my workmate straight away kissing him and taking my top and my bra off. I could feel he got hard pretty instantly so I told him to take his bottoms off and stood up myself and got naked. He asked why and I just said I felt more comfortable that way lol. I got on my knees and started sucking him straight away, he put his hands on my head but never forced me just tested them there and ran his finger through my hair. I licked up and down his dick and licked and sucked his balls a bit too and he seemed to love it. Then he asked if I could get on the sofa next to him and give him head so he could see my tits. I said “yeah anything you want” and got up and carried on. He asked if he could touch me and I said “do whatever you want” so he started by playing with my tits squeezing them and pulling my nipples and then asked if he could “touch you down there” I said “definitely” lol so he started fingering me and I started pulling my own nipples while he did this and could feel myself getting ready to cum and stopped sucking his dick while I moaned until I came really loudly to let him know what he had done. I laid there for a minute catching my breath and then said to him “can I ride you?” He asked if my boyfriend would mind so I rang him and he said no he wouldn’t. So I asked my workmate again if I could and he said yes. So I climbed on his dick and started riding him pushing my tits in his mouth and told him to slap my arse. Within two minutes he said he was going to cum so I jumped off him put his dick in my mouth and swallowed the lot. Then hugged him and said “thanks for making me cum”.
After that I went round three more times over the next year before I left that job but still went on msn a lot with him but he retired a couple of years later and moved away to live near one of his kids and I tried ringing him a few times because he was offline a lot and he said he never had time to talk but I did surprise visit him once when I was passing near his house. I still think about him a lot.
Source: reddit.com/r/gonewildstories/comments/sg3ze2/the_biggest_age_gap_ive_had_with_someone_i_fucked