[MF] I (F) 27 felt sorry for my (M) 29 bestie from back in college after finding out that he was still a virgin, so i helped with my tits to boost his confidence.

So yesterday was pretty interesting to say the least. While out shopping for groceries i ran into my old best friend from college who i hadn’t seen or talked to in over 6 years. I gave him my number and invited him over to my place to talk some more. My husband wasn’t going to be home until after midnight so we had plenty of time to catch up. We had some drinks and talked for hours about our lives after graduation. He told me how he was still living at his parents and when i asked him about his relationships he confessed to me that he has never had a girlfriend or been with a woman before. Back when we were in college i could tell that he had a crush on me but he never really made any effort to try to make the first move. I would get asked out by other guys and ride their cocks all while he remained the 3rd wheel up until i got married. He’s always been too overly shy and it really disheartened me when i found out that he was still a virgin living with his parents after all these years. I couldn’t help but to feel sorry for him especially since i can be too caring sometimes. It was obvious that while talking to me he wouldn’t stop staring at my breasts. My body breasts had overly developed from small C cups to heavy H cups since the last we had seen each other. I was wearing a white tank top which made it easy for him to see my areolas and nipples poking out and noticed a decent size bulge through his pants which made me a bit wet and curious about what it might look like.

We’ve always had a sense of humor and jokingly he asked if i had gotten breast implants. I looked at him and told him that they were real but that he was free to find out for himself which immediately put a big smile on his face. He was always a good friend to me so i figured i should finally return the favor. I flopped both of my tits from out of my tank top and without hesitating he grabbed both and gave them a gentle squeeze. I had never seen him so happy like he was yesterday which made me feel happy for him too. Surprisingly it wasn’t weird and we kept on joking and talking casually as he explored my bare tits with his hands. I was too wet and buzzing already, and in the heat of the moment i told him that i was curious about his bulge. He knew where it was all leading up to so he pulled his pants down to show me. His cock was smaller than average but i was fascinated and turned on by the size of his balls which were huge and sagged probably due to all his pent up cum. I started feeling them while he kept on grabbing and playing with my tits. He turned things up and started sucking on my nipples, before i knew it i was stroking his cock and massaging his huge balls. He let out a load moan after a few minutes and the biggest ropes of cum came out and landed on my hand and thighs. I had to use several wipes to clean myself afterwards but it seemed like i could never wipe it completely off since i was drenched with his massive load. We put our clothes back on and sat on my sofa for a few minutes happy for what had just happened. I knew he wasn’t going to be hard for anymore fun afterwards so i invited him over for next week and gave him a quick hug as i walked him out the door.

Source: reddit.com/r/gonewildstories/comments/q9pmcg/mf_i_f_27_felt_sorry_for_my_m_29_bestie_from_back

5 comments

  1. You are a truly wonderful and caring friend.

    Opening up his shyness towards women intimately will be a wonderful experience for him. Seeing him again, he will be more relaxed and be able to enjoy the experience of making love to a person so caring and sweet. His “first time” will be an everlasting memory for his lifetime.

  2. So what’s the plan you have for him next week? Are you just planning to do outercourse stuff with him? ☺️

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