Indiscretions of [m]y youth with a [f]riend’s mom

Sorry for the length of the story, but here it goes. Also, all names have been changed to protect others identities.

A few points about me…

I was nineteen years old and things were going pretty well. I had a job, and at that time it paid way better than minimum wage. I was in college, mostly trying to figure out what I wanted to do. At that time I was fairly muscular, 5'10", and about 175 lbs. I'm not big in the dick department, statistically average. In high school I didn't have a lot of luck with girls, but as I got to college things started to change. Women weren't throwing themselves at me, but I wasn't having much trouble.

Background of the story….

Anyway to the event for this story. I was single, partying my balls off, and generally was on the hunt constantly. This particular night, like many others, I went to a bar that was fairly relaxed about underage consumption laws. I mean this bar was ridiculously easy to get into and get drinks at. I got fairly drunk, and being the stupid, young dumbass that I was got in my car to go home. (Note to those reading, I don't condone my actions, but rather now find them reprehensible.) Anyway, I was halfway home when I realized a few things: a) a cop had just appeared in my rearview, b) I was way too drunk to be driving, and c) I really needed to urinate.

Fortunately, I was near my cousin's girlfriend's place. Normally, I only went here if there was a party going out. The apartment was in a shady part of town, and generally my cousin's girlfriend, her friends, and her mom were all 5/10, with exception of one girl. So I really had no reason to go there, except tonight.

It begins…

I staggered up to Jane's apartment door on the third floor and knocked tentatively. It was pretty late but I was sure they would be awake. Success! Jane's mom, Tessa, opened the door. Her, Jane, and a couple of dudes I had never seen there were all drinking and playing spades. I told Tessa what was up (cop following my drunk ass), and asked if I could crash on her couch. She told me no problem and went back to playing cards. I curled up on the couch and was trying to go to sleep, when I heard one of the unknown guys trying to talk Tessa into giving him some attention. At that cue, Jane said she was going to bed. I was starting to drift off, when I heard Tessa say it was time for both of the guys to go. They protested a bit, but eventually left. That when I felt someone curl up on the couch with me.

I didn't open my eyes and just kind of thought, "fuck it." Yet, I was really surprised when I felt the person grab my hand and bring it up to her breast. Both Tessa and her daughter had C cup breasts, so no clue there. Yet still I was kind of hold back, not really getting what was going on. It wasn't until, she put my hand under the bra and directly on her nipple that I got with the program.

Two things happened rather quickly. First, I opened my eyes, and surprisingly, it was Tessa. Holy shit! Second, my cock started to grow very uncomfortable in my jeans. As I started getting harder and harder, I felt her tight, round ass gyrating and pushing back against me. She turned her face back to me and I gave Tessa a long, deep kiss. Our tongues explored each other's mouths at a feverish pace. I began rolling her nipples in my fingers, and she kept moving her 44 year old ass against up and down.

I slid my hand down her stomach, which to be honest was in pretty good shape given her age, and unbuttoned the top of her jeans. My hand slid smoothly under her panties and travelled across her trimmed mound. She was already hot. When my finger brushed over her clit, she moaned into my mouth. I slid my middle and ring fingers into her pussy, finding it warm, wet, and utterly ready. She really moaned this time. After a few moments of sliding my fingers in and doing my best to rub her gspot, I slowly slid my fingers back out and up the channel of her vagina until I reached her clit again; using Tessa's juices to lubricate her clit. I went back and forth between rubbing her clit and then plunging my fingers into her wet slit.

Somewhere along the way, Tessa had half turned on the couch and was on her back. She had unbuttoned my jeans and had been rubbing my achingly hard cock over my underwear. After my digital manipulation, however, she lost compunction in fishing my member out and stroking it. I was so turned on. Jane's mother was stroking my dick. It wasn't that this woman was hot, again 5/10, but that I was messing around with someone's mom…jesus. Anyway, a short time of her jerking me off had me very close to cumming, but I wanted to see if I could get more. So I whispered into her ear that I wanted to take her back to her bedroom and fuck her senseless.

We both headed back to her room stripping clothes, but holding onto them, and as we shut Tessa's door, it was on. I picked Tessa up, wrapping her legs around my waist and put her on the bed. I started kissing down her body, stopping to take her nipples into my mouth. I kissed around her areola, sucking lightly on her breasts before gently, then more forcefully, biting on her nipples. They hardened as my tongue flicked over them. She moaned…good sign.

I went lower, kissing down her abdomen. I took my time, though. I kiss-sucked on her sides. Traced the sides of her stomach with my tongue. Then lower. Lightly sucking and kissing her inner thighs and outer labia. I spread her lips apart and started teasing her clit. Nearly simultaneously I slipped two fingers into her sopping wet pussy. It was then I began to greedily lap at her clit. Long, flat-tongued stokes were followed by quick flicks, all while my fingers were curling up in the "come here" motion (I may have done some reading about finding the gspot back then…along with a fair amount of porn).

She started writhing and moaning as I continued my oral and tactile assault on her. At one point, I even slipped a finger about second knuckle into her small rosebud. She squirmed a bit for a second, but was soon enjoying that, too. As I continued working on her, I felt her starting to buck her hips a bit more, could hear her breathing getting ragged, feel her stomach tense. I knew she was getting ready to cum, so I kept at pace, but focused solely on her clit, letting my fingers just rest in the respective openings. God how she came! Her pussy flooded with juice, as her whole body wracked with an orgasm.her legs wrapped around my head and squeezed. I thought I was going to pass out. Her pussy contracted on my fingers, her tight sphincter clenched against the other finger. It was gloriously hot.

I would like to say I gave her a few moments to recover,but I was way too eager, way too horny, and was still slightly drunk. I climbed back up her body quickly. With her legs splayed wide and my body between them, I lined my throbbing prick up with the entrance of her freshly orgasmed vagina, and I plunged in hard.

I wasted little time in fucking her…I mean I was pounding away (thanks porn…./s) She told me to slow down. She wanted to feel it, not get hammered by it (she was being generous, again average). So I slowed my rhythm, and started grinding my hips into her with each slow thrust. She was talking dirty to me the entire time. Telling me how good I felt in her. Telling me how she came soo hard; about how she could taste herself on my lips. Soon I was picking up the pace, grinding a little less and thrusting a little more. I wanted to bury my cock into her. I wanted to fill her pussy. I really wanted to feel her pussy contract on me as she came again….god, I wanted her pussy to milk my cock for all it was worth. Sadly, I was drunk. It made it really difficult to get off.

She looked at me and asked me to stop and I did. Tessa wanted to know what was wrong, and so I told her that I was getting close…several times, but that I just could get over the edge. I was laying beside her at this point. She was stroking me and started to go down to suck me, but when she got down to my hard member she just bobbed her head twice, and let her saliva coat me. She then got on her knees and told me to fuck her.

I entered her doggystyle and was trying to be somewhat gentle, like earlier when she directed me. This time was different though. She looked back and said, "no, I want you to fuck me…hard. Pound me. Just don't cum in me." I won't lie, I fucked her like my life depended on it. I grabbed her ass cheeks and railed her hard. I could feel my balls slap against her as I smashed our bodies together. I was possessed with raw hunger and a need to cum. I played with her ass a little, and even pulled out once and pressed the tip of my engorged cock to her tight little hole, but she told me, "please don't fuck my ass, I'm a mother." But something told me to keep playing around with her, and as I slid my cock back into her vagina, I would thrust a few times and pull out. At that point I would slide my cock between her cheeks and rub the tip on her asshole. I continued doing this for a few minutes and slowly she started pushing back when I would get to her anus.

After a few more times of that same action, she pressed back much more, and the blood filled head of my prick popped past her sphincter. She moaned loudly. I moaned loudly. She told me to go slow. I didn't even move. She moved back, then forward, then back a little deeper. After she was comfortable moving around I pushed in, and my cock was finally to the hilt in her tight ass. It was incredible. I could feel her squeezing as I would pull out. She was milking me with her ass, and it was amazing. I stayed thrusting, but not quick or hard. I could feel my orgasm building, and my pace sped up a little. Then a lil more. She was moaning, and I was now earnestly fucking her ass. I let her know I was going to cum. My whole body was tensing and I wanted release. She said the most glorious words I heard that night. She literally whined, "cum in my ass, I want to feel it!" On cue, I came. I felt like my whole body came. I shot several hot, thick loads into her ass. Then I nearly collapsed on her. I was spent. Utterly. I raised up and pulled out of her and as my cock slipped out, I could see a small, beautiful gape and a bit of my cum was leaking out.

After a little small talk I went and cleaned up, and she said it was best if I went and slept on the couch, as to not arouse any suspicions by Jane. As I laid down on the old ass couch, I couldn't help but fucking grin.

Source: reddit.com/r/gonewildstories/comments/3xolvh/indiscretions_of_my_youth_with_a_friends_mom