Women Love Mike's Bulge Ch. 03

Once the idea of fucking my sister Susan entered my brain, I couldn't shake it for a long time. I spent many hours tasting and fucking Susan's socks, panties, shoes and pantyhose. I had no idea how to go about it, so I had to be content with using her dirty laundry to pleasure myself. I shifted my focus to her friend, Kelly, and our neighbor, Jennifer. I really wanted to fuck Susan's friend Kelly but they hadn't hung out lately; so I focused on Jennifer. Knowing, full well, that the idea of fucking my Mom was ridiculous, I wanted to fuck her friend Jennifer as she was in the same league; being a gorgeous MILF about the same age.

I was fucking Mrs. Peckman regularly and was working on several girls at school who seemed to be enthralled with my large bulge. My confidence was building and I was starting to use my large cock to get my way.

Jennifer was a recently divorced, single mom of one daughter. She was almost my mother's age and rumors swirled that she was a lesbian. Her and my mother became good friends and she viewed me as the "boy next door". Part of me wondered if my Mom and Jennifer were having an affair since they spent so much time together. Mom told me that Jennifer could use help with things around her house and had volunteered me, all she had to do was call. I started to do everything I could to be helpful to Jennifer at the insistence of my own mother. If Jennifer needed her garbage taken out, her driveway shoveled, anything, I did my best to be there. I made sure that Jennifer got an eyeful of my giant bulge every time I was there and I definitely noticed her checking it out.

One evening, Jennifer called over to ask if I could change a lightbulb and her smoke detector batteries. It was a hot summer night, so I was dressed in loose shorts and a t-shirt. I made sure to take my underwear off before I went over. I wanted this to be the evening that presented Jennifer with a choice. I was going to show her my cock and find out if this mature woman wanted it.

Jennifer was a total smoke show. She was about 5'6" tall, brunette with a perfect, toned body. I had my doubts a beautiful woman like this would have interest in an 18 year old boy from next door, large cock or not. I guessed she had probably had her fill of cock and had turned lesbian. I was about to find out if my theory was correct as Jennifer should have been completely forbidden fruit for me.

When she met me at the door, my cock was already semi-erect and showing a very pronounced bulge in my shorts. I noticed Jennifer noticing it right away. So far, so good. She told me that her daughter, Sadie, was already fast asleep in bed and to please be quiet. I assured her that I would do my best. She pointed out two light bulbs that needed changing and the location of her smoke detectors. I couldn't help but notice she was wearing only an oversized t-shirt and ankle socks.

I asked her if she had a ladder to reach the one light fixture and she told me she only had a small step stool. I told her I'd see if that would do the job and grabbed it from her garage. I put the step stool near the light fixture and quickly realized that I would barely be able to reach it with only a step stool. I found Jennifer in the kitchen and asked her if she could help me.

I stood up on the step stool and attempted to reach for the light fixture and could only touch it with my fingertips. I asked Jennifer if she could hold me stable while I reached higher and she said "anything to help Mike". I left it up to her where to hold onto me and she ended up grabbing me around the middle of my thighs. Perfect placement as my cock had slipped out the one leg of my shorts. As I started removing the fixture lens, I rotated my hips until I felt my cock touch Jennifer's hands. Instead of pulling away, Jennifer froze, holding onto me. I kept doing my work and I felt her hand open up and wrap around my cock. My cock responded by getting harder and throbbing against her soft hand. I stopped working and just stood there enjoying her touch.

Something unspoken happened as I just stood there with Jennifer slowly stroking my cock. Finally, Jennifer broke the silence with an apology that she was keeping me from my work. I told her I was thankful for the break and finished up the job. When I stepped down off the ladder, my cock had lifted my loose shorts and all eleven inches was pointing straight out at Jennifer. I decided to go for it since Jennifer was just standing there, staring at my straining member.

Jennifer began thanking me for helping her out as I moved closer and lifted her t-shirt with the head of my cock. I told Jennifer I was always happy to be of any assistance I can and hugged her warmly. I discovered she hadn't bothered with panties as my cock slid in between her moist labia until I felt the head of my cock touching the back side of her shirt. She could definitely feel the thickness of my cock as it spread the gap between her upper thighs. Jennifer squeezed me and began sliding her wet pussy back and forth across my swollen monster.

Once I could feel my cock was slick with her juices, I pulled back, changed my angle and slipped the head of my cock inside her pussy. As if we read each other's minds, I picked Jennifer up as she wrapped her legs around me and let my cock slide deep into her. Tears began to well up in Jennifer's eyes and I asked her if she was OK. She was quiet for several moments until she said "You are a wonderful young man and you are so helpful and sweet to me. You treat me better than any man ever has.... and you have an amazing penis to boot!" Then, Jennifer's expression changed and she started to say "maybe we shouldn't be...." until I thrust upwards and went deeper inside her body.

My cock had bottomed out inside her pussy with another 3-4" inches to my balls. Jennifer's reluctance disappeared as she bounced up and down on my cock, trying to take more of it in. She managed to take another inch inside her before she erupted in orgasm all over my throbbing cock. Her pussy gripped my cock, trying to milk my orgasm from my body. I could feel her juices run down my shaft and wash over my balls. Jennifer held still and apologized for not being able to take my whole cock inside her. I told her she didn't need to apologize and that I was impressed she took 8 inches of my thick cock.

Jennifer then asked me if I had ever had anal. I told her I had never tried that. She told me she wanted me deep inside her body and her ass would accommodate me. I was speechless as she worked her pussy off my cock and I let her down. She bent down over the step stool and spread her ass cheeks for me. My cock, still slick with her pussy juice, slipped easily into her exposed anus. Jennifer had obviously done this before as I was expecting her to scream as my thick cock ripped her ass open. Instead she just said "fuck me deep Mike". I slowly sank my cock deep into Jennifer's ass and she seemed to be loving it. When my balls were against her labia, I knew my full eleven inches was buried in Jennifer's bowels.

Jennifer looked over her shoulder with a desperate look and said "please go slow, your cock is the biggest I've ever felt". With that, I slowly withdrew my cock and then plunged it back in just as slowly. I stroked in and out of Jennifer's ass in long, slow strokes until I got the idea to finger her pussy as I did. As soon as I had two fingers fucking her pussy, she erupted in an orgasm and yelled at me to fuck her hard. So much for waking her daughter up! I slipped two more fingers in her pussy and fucked her with them as I started slamming in and out of her ass. When I was about to cum, I slid my cock all the way out and slammed it in as hard and deep as I could. My orgasm started flooding her bowels and she groaned as she had another orgasm that coated the four fingers I was fucking her pussy with.

After a few moments, I slid my cock out of Jennifer's ass and she moved around to suck my cock clean. She was tasting her own pussy and ass on my cock and loving it. She devoured my cock hungrily and licked it completely clean.

It turns out Jennifer was bisexual but was mainly interested in women as she was fed up with men. However, she warmed up to my large cock and I fucked her a couple times a week for years. When I went off to college, I would visit Jennifer and fuck her whenever I was home.

Depending on who I fucked first when I was home, both Mrs. Peckman and Jennifer had unknowingly swapped pussy juices with each other. I often fucked them minutes apart, my cock still slick with pussy juice. I especially enjoyed when Jennifer wanted her ass fucked first and it was Mrs. Peckman's pussy juices that provided the lube for it. Whenever Mrs. Peckman or Jennifer started by giving me a blowjob, I couldn't help prematurely shooting my first load in their mouth, knowing they were tasting each other's pussies but too wrapped up in the moment to even question it.

I realize I need to get back to Kelly, as she was the real reason for this tangent away from the original story with Anna...