Straight Male / 55
Took Advantage Of Roommate
Over 20 years ago I met a woman, Lynn, in a social group; she was 10 years younger than me, cute with brown hair and a smiley face. She also had ADD and perhaps because of that often had money troubles, either because that limited her job prospects or she didn't manage money well. She seemed to like me, but we never went past trading backrubs for a long time. After a year she let me know she was looking for a cheaper place to stay, and wondered if my spare bedroom was available. I suggested $150 per month, which was really cheap for the area, even granting that the "bedroom" was really just a sunroom off the living room with no real privacy. She accepted and soon moved in.
After a couple months, though, she said she couldn't even make that much rent, and asked if there was something else she could do to stay. I said "well I suppose sexual favors are out," and meant it as a joke, but she immediately asked, seriously, "like what kinds?" I said I'd be fine with blowjobs, and she said she'd think about it. I thought she would later explain how offensive this was, but the next day she said she could try that, and after a long awkward negotiation she eventually got on top of me in bed and started sucking me. Unfortunately I quickly learned she was *lousy* at it, and didn't seem to get much better with instruction. I asked about her experience and she confessed she had rarely done this. I finally stood up and jerked off into her mouth and face. She grimaced but let me finish, then ran to the bathroom to shower.
I asked her a few days later if intercourse would be better for her; she hesitated and said that would be more intimate for her, so she'd think about it. The next time she came into my room I suggested we could try that with her on her front, so she didn't see me. Soon I was fucking her from behind, she felt smooth and wonderful, but didn't really react to me, and when I asked how she felt she said it didn't matter, and I could just finish. I kneaded her little butt cheeks while fucking her another 10 minutes and then ejaculated and collapsed on top of her. I kissed her neck but she didn't really respond. Again, when I got up she quickly showered and went to her own bed.
I felt ashamed and guilty, but the next day she talked to me normally, and that evening said she'd like to just go back to what we did before, so I basically didn't even ask for a blowjob, I just had her lick my balls for a while until I jacked off into her mouth. We alternated between face and mouth for several weeks, but she didn't want to do it as often as I liked. I offered to buy all her food as well, and that made her more receptive for a while. But finally she moved out and I only saw her once or twice after that, finally she dated someone more serious, got married, and moved out of state.
I used her. But she seemed a bit shallow on her end as well, and used me in turn. She was constantly forgetting things and I got tired of having her around, so I didn't miss her. Might've missed her more if her blowjobs were better, but you can't have everything.
After a couple months, though, she said she couldn't even make that much rent, and asked if there was something else she could do to stay. I said "well I suppose sexual favors are out," and meant it as a joke, but she immediately asked, seriously, "like what kinds?" I said I'd be fine with blowjobs, and she said she'd think about it. I thought she would later explain how offensive this was, but the next day she said she could try that, and after a long awkward negotiation she eventually got on top of me in bed and started sucking me. Unfortunately I quickly learned she was *lousy* at it, and didn't seem to get much better with instruction. I asked about her experience and she confessed she had rarely done this. I finally stood up and jerked off into her mouth and face. She grimaced but let me finish, then ran to the bathroom to shower.
I asked her a few days later if intercourse would be better for her; she hesitated and said that would be more intimate for her, so she'd think about it. The next time she came into my room I suggested we could try that with her on her front, so she didn't see me. Soon I was fucking her from behind, she felt smooth and wonderful, but didn't really react to me, and when I asked how she felt she said it didn't matter, and I could just finish. I kneaded her little butt cheeks while fucking her another 10 minutes and then ejaculated and collapsed on top of her. I kissed her neck but she didn't really respond. Again, when I got up she quickly showered and went to her own bed.
I felt ashamed and guilty, but the next day she talked to me normally, and that evening said she'd like to just go back to what we did before, so I basically didn't even ask for a blowjob, I just had her lick my balls for a while until I jacked off into her mouth. We alternated between face and mouth for several weeks, but she didn't want to do it as often as I liked. I offered to buy all her food as well, and that made her more receptive for a while. But finally she moved out and I only saw her once or twice after that, finally she dated someone more serious, got married, and moved out of state.
I used her. But she seemed a bit shallow on her end as well, and used me in turn. She was constantly forgetting things and I got tired of having her around, so I didn't miss her. Might've missed her more if her blowjobs were better, but you can't have everything.
