My Milf Friend

I went to graduate school early, at 21, in a master's program geared toward professional work. I was younger than most other students, though most were mid-20s. One woman, Linda, was around 30, and we had several classes together both semesters of the program. She was white like me, had curled-up light-colored hair, and somewhat plain. She immediately seemed more comfortable talking to me than many other people, and I soon learned that she was married but separated from her husband, who was also in school, and was soon having to move out of some special dorms or apartments for married students into her own place. We studied together a few times, and I came over to her place to help her move. She seemed to get a kick out of doing things for me in turn like cooking me meals. She generally seemed lonely and friendless, and I wondered if her social network had formerly been through her husband so now she had to find new connections. I was new to the area myself and wasn't a social butterfly, so I think that was part of our connection.

She called me once and asked me to come over to her new apartment, where she only had one small private room in a place shared with 4 other people. When I did she soon started crying, saying she was sad and feeling disconnected. I hugged her and she hugged back, but more sensually than I did, rubbing her face against mine. She came really close to kissing me, and then asked if I was comfortable, I said I was, though in truth I wasn't sure where this was going, I had done little more than kiss a woman before then, sleeping with a couple women platonically and having one awkward bout of intercourse a couple years earlier. I asked if I could rub her shoulders from a chair with her on the floor, and she let me do that for a bit through her shirt, that felt initially more comfortable for me as we could touch each other with true intimacy. she moved her shirt and bra so I could rub her skin directly, but didn't take anything more off.

She turned a little bit at one point and felt my erection through my shorts, it could have been unintentional but I'm not sure. she smiled and said "I think you like touching me!" I smiled, embarrassed, and agreed. She then said that she doesn't feel comfortable dating yet or having sex, having been so long with one man she only recently left, but she missed touching a man. She was touching my legs all this time, turning toward me, and then said she didn't want to make me uncomfortable, but wondered if I wanted a blowjob. I admitted I only had one, and didn't ejaculate, so I didn't have much experience with them. She said it was ok if I wasn't ready and started to apologize, but I said we could try that, I would like it. She soon unzipped me and started sucking on me. It felt strange for a while, in this tiny room which felt so unfamiliar and barely hers since had just moved in almost like a refugee, and I felt like I was entering a complicated adult space that I wasn't too familiar with. And yet here we were, connecting to each other with this simple pleasure. She stopped every once in a while to ask how it was feeling and if she could do anything different, I wasn't too useful in my feedback, and wasn't sure how she compared to anyone else, but it certainly felt good. It took me a surprisingly long time to cum, though Linda was very patient and seemed to enjoy every minute of it. She hardly ever looked at me while sucking me, while I could hardly keep my eyes off of her. It was amazing to see her lips take in my shaft, then pull back leaving a slight glimmer of spit on it. At one point she pulled back just to the head, and started flicking her tongue underneath very quickly...about 30 seconds of that and I started getting very excited, she then did some very short sucks up and down while gripping me with her hand, and then moaned and gasped softly as I started cumming in her mouth. I had to stay very quiet for fear that her new roommates would hear in our close quarters, but almost cried with pleasure as she sucked out my cum and swallowed my load.

She didn't smile or act embarrassed at all, just matter-of-factly continued to lick and suck a few more drops out of me, but said she was impressed with how much cum I had. I was impressed that she swallowed it all without any trouble, and thanked her, she said it was no trouble at all, and then brought me to the bed to cuddle. I fell asleep holding her, still with her clothes on but her boobs resting against my chest, which I fondled a bit before sleeping. I woke up to find she had gotten up to make us some dinner, and that sort of renormalized things for a while, and we even did some studying that evening. She then said that it was ok if we did that again sometime, I asked if she ever wanted me to do the same but she said she wasn't ready for that yet, I got the impression she felt more emotionally safe leaving her clothes on and just pleasing me. It felt a little like a Mrs. Robinson situation.