Some background my family specifically my moms side has always been really open about everything including sex and the likes of that. So it’s normal to make jokes and sexual references to each other pretty frequently. I’m not exactly the smallest guy, I’ve always been fairly large in the cock department and just in our open talks about sex my family has knows for a while about my size (obviously my parents knew as I was once a kid). So it’s not uncommon for someone to joke about it or make some lewd reference. It’s all fun and welcomed really. But puberty really hit I went from about 8” when I was sixteen and now at 25 I’m just over 9.5” hard and too thick to wrap my hand around it.

For new years this year I decided to go see my aunt (moms side) who I haven’t seen for probably 2 years. She is recently divorced and was going to be up in aspen alone so I figured why not go visit. After all she has a gorgeous house with a hot tub. I got up to her place late afternoon of the 30th and was immediately greeted with a jumping hug from her. She’s one of the most energetic women I’ve ever met. I was just in casual jogger sweats and a hoodie. And it was quite the long hug filled with probably 6 or 7 kisses on the cheek from her. I followed her inside and went up to the spare room to drop my things on the bed. She was getting ready to start cooking dinner so I tossed my things down and went down to help her. We cooked and shared a few glasses of wine over the next probably hour and a half and we sat down to eat. Had another few glasses of wine and were feeling pretty good. Just chatting and catching up on life. Filling her in on my new job with a fire department and things like that. After we ate I made her sit and relax and I did the dishes. Once dishes were done I asked if we could go out to the hot tub and relax a bit. So we both headed to our rooms and put on a swim suit. I’m about 6” soft so I always wear compression shorts under my swim suits to avoid any wardrobe malfunctions. And of course I forgot to pack them. But I wasn’t going to be swimming so I just had to be a bit conscious of myself to not leave a very noticeable bulge. I headed downstairs in just my trunks no shirt and waited on the couch for my aunt to come down. The couch I was on sits perpendicular to the stairs and I didn’t realize she was coming down and once I noticed she already had a smirk on her face like she was about to say some corny joke. She was wearing an amazing blue open one piece suit that exposed her stomach and she had a cover draped over her shoulders covering her back. She jokingly said something along the lines of “apparently the rumors are true. I guess you don’t take after your dads side.” I was confused a first but I looked down and saw the way I sat left a clearly defined outline on my thigh. I was mortified and blushed. But she said it was just a joke not to think about it too much and said we should get in. I grabbed another bottle of wine on the way out and we both got in and just sat in silence for a bit. She sat directly across from me. I still felt awkward and she could definitely tell. I poured us both a pretty heavy glass and we had some awkward small talk until I decided I should apologize for her seeing that. But she stopped me mid sentence and said “it’s okay to be blessed. Enjoy it not everyone is so lucky” she took another drink of her wine. I had already finished mine when the bubbles turned off so I hopped out again not thinking. My suit clung to my legs and showed again too much detail. But at least this time my cock was more down my thigh than across it. When I went to get back in I just saw her staring directly at my crotch. I won’t lie I didn’t mind it. I was a more than a few drinks in and getting relaxed. And after all she’s a very pretty woman. She’s 46, about 5’6 on the more curvy hourglass milf side. She has her breasts done and they are phenomenal. Probably a D cup. So it’s not she’s a hard woman to look at. I was getting a bit turned on so I got under the water and at that point it was too late. I could feel myself getting a little hard. So I tried to distract myself to no avail. I wasn’t completely hard but still half hard when we decided it was time to get some sleep. She got out first and my eyes traced her body. I couldn’t help myself. I stayed in and she looked back and asked if I was going inside. I stuttered a bit and said I’d be inside in a few. But she insisted I come in. So I got out and lo and behold. My cock was impossible to miss in my yellow swim trunks. It was down the inside of my thigh and clear as day you could see the outline. So I attempted to adjust myself only making matters worse and giving it more room. She hadn’t seen yet since she was walking in front of me but I did everything I could to hide it. Once we got inside I stood behind the counter half bent over because my cock was pointing straight down and I couldn’t necessarily stand up. All 9.5” was rock hard. She came around the counter to put our wine glasses in the sink and stopped dead in her tracks. She just stared and mumbled “holy fuck” under her breath. I tried to turn and hide it but I couldn’t. I just apologized profusely and said I should head up to get some sleep. She agreed it was probably good we get some rest and she went upstairs leaving me behind. Once she was gone I pulled down my trunks to adjust and flipped it up my waist band since she was already in her room she wouldn’t see. Good thing she didn’t because out of my waist band was still probably 5 inches and I’m thick so it just looks odd. I got to my room and jumped in the shower to rinse off. And decided to jerk off while I was at it. I wrapped up my shower and went to bed.

I woke up the next morning and heard her downstairs so I got dressed with my sweats and a t shirt and headed down. Once I saw her she was in some leggings and a baggy t-shirt. I again tried to apologize and she immediately told me to stop. She began to apologize to me because she shouldn’t have been looking. I told her it was okay and it doesn’t bother me. Well that was I guess the response she wanted. She paused for a minute. And stumbled over her words before she was able to spit it out. “Can I… see it?” She asked. Her voice was trembling as she asked. I didn’t even know how to respond and hesitated. She immediately tried to start back pedaling but to no avail. All she said was I promise I just want to see it. Nobody will ever know about it. And somewhat nervously I agreed. I pulled down my sweats and underwear and exposed myself. She knelt down and just looked at it for a moment before she looked back up at me and we locked eyes. And she asked how big it gets. At this point I was getting turned on with her kneeling down in front of me and my hormones were taking over. I told her I’m about 9.5” long and about 7.5” thick. Again she looked up and asked if she would feel it. I was already starting to have a rush of blood to it so it was starting to erect itself towards her. I didn’t even really have a chance to respond before she took both her hands around it. Immediately I began to get completely hard I could feel each heartbeat making it harder and harder. All she could really do was stare. She began to slowly stroke and I leaned one hand on the counter. My eyes closed and I just embraced it. There was no turning back. With my eyes closed I was met with a surprise of warmth running the length of my shaft to the tip from her tongue. My knees sort of buckled as she hit the tip and wrapped her mouth around it. She only took maybe 2 inches of me in her mouth before she really couldn’t do much more. She began to stroke and such me off for a few minutes before reality must have struck her what she was doing. She jumped up and began trying to say it should have never happened and she shouldn’t be doing this with her nephew. But I was in the mood already. I told her to stop apologizing it was okay and we can keep going if she wanted to. After some internal debate for her she said we should go upstairs. So I took my sweats off from around my ankles and followed her up. We got up to her room and I sat down on the edge of her bed. She got down on her knees and carried on from where she left off. After maybe 5 or 6 minutes I was about to cum so tried to push her off and told her I was going to. And she refused to get off. I grabbed the base of my cock as hard as I could to stop from shooting into her mouth and as she pulled off finally I lost the battle and shot my load all over her t-shirt and the floor behind her. I shoot a lot so her shirt was fairly splattered and a small puddle of it was on the hardwood behind her. She dropped down and sat on the floor and we both sat in silence. After a minute or so I came back to reality and asked if she was okay. Everything was good. It was very awkward but it was good. She climbed up on the bed and we sat next to each other for a bit before she went to the closet to change her shirt. She came out completely topless exposing her chest to me and my eyes locked immediately to them. As she walked back towards me she put her shirt on and said we should probably go back downstairs and have some coffee.

I know this was super long. But I have more if you’d like to hear it. We keep this a secret and it will die between us but we still hookup any time we get a chance to see each other. I also have a few more stories involving my mom, and my older sister.