Being a virgin isn't easy. My Stepmom must really care about me because she checked on me today, and i really trust her so I told her the bad news. I met a girl and we were on a date and i came in my pants while we were making out. Needless to say that was our last date. I get too turned on and I need help. Good thing my stepmom was willing to help me as much as she could. I admit, i was way too turned on watching her strip for me, i was extra turned on by how embarrassed she was showing me her body. Trust me she had nothing to be embarrassed about, but in the end, i did because once again I came in my pants...I understand why my Stepmom can't help me further, but my Stepmom did agree to take me to meet my favorite Porn Star, Andi James to help me sort out my virgin problems. My Stepmom is a life-saver! I can't think of anything more exciting than getting to meet Andi James and hopefully lose my virginity to her! My Stepmom is cheerfully and dutifully supporting me, and although its going to be great , I feel more comfortable having my Stepmom come with me. She agrees reluctantly and off we go! Andi James was so sweet to me, and her big boobs were even better in person. My stepmom made sure she started slow, and she sensually stroked me, while talking so seductively, with those boobs ready to pop out of her lingerie... I held on longer than before but i totally nutted before i got to go to the next level with her. Luckily, she is able to meet tomorrow night too and my Stepmom is cool enough to help me. I am determined!The quest to lose my virginity continues! My Stepmom brought me back to Andi James's hotel and gave me a pep talk while we were waiting on Andi to come out. She was looking so good in her little floral shirt with her cleavage on display. Andi sucked my cock even better than she jerked it, and I held out for more. I was getting even more turned on taking glances at my stepmom, oscillating between embarrassment trying not to get turned on. Then Andi had a great idea; to jerk my cock off between her tits! IT felt so good and things got even more interesting when Andi asked my Stepmom to help her with her boobs to jerk me off better. I was so good holding my cum for them, until eventually i couldnt take it anymore, and i blew my load on Andi's juicy breasts! She slurped all of the cum off my still-throbbing cock as my Stepmom watched in amazement. Good thing Andi is in town for one more night; hopefully I make it her best night! After that i will no longer be a virgin, and i will be confident with the ladies...thanks to my Stepmom's help and Andi's training... Today is the day i finally lose my virginity in that hot MILF pussy! My Stepmom brought me back to Andi James's room for her last night in town. I am so glad she is supporting me and staying with me the whole time, its way better when she s here. I got comfortable on the bed and Andi started by giving me more of that amazing head, but not too much, so we could get to the main course. She got on top of me; i dont think ive ever been so hard in my life. And she started to swirl my cock head around in her juicy hairy pussy, and then plunged me deep into her wet hole. It felt so good and she went so slow, grindig on my cock while i felt up her breasts. I stayed focused on self control and its good i did because then i got a chance to fuck Andi in the position ive been looking most forward to: doggystyle. My Stepmom looked on in awe as i pounded away at Andi, her big ass bouncing off me with each thrust. By now, Andi was loving it too. She turned over and i continued to pound her missionary off the side of the bed. I knew i was supposed to pull out, but it just felt so good. I thought maybe i just go for it and cum inside anyway; i can tell them it was an accident....My Stepmom will take care of it; she takes care of everything, and hopefully she also takes care of my cock one day...