Weekend Fun

I am playing catch-up on our activities, as we had a highly active week and weekend, and not a lot of time to write. In the last episode, our heroes were basking in the afterglow of a Wednesday session. On Thursday, we continued the fun, this time at her place.

After a long day of work for both of us, I showered and brought dinner to her house. Do not think me too special for that; it was leftovers that she had prepared the night before at my house. We sat on the deck for a bit. She talked on the phone with a few folks about some important things, I fetched some wine, and positioned my chair so that she could place her beautiful feet on my lap. I basked in the glow of the evening sun and the brilliance of her beauty, gently massaging her legs and feet, looking upon this most beautiful woman. Being in her presence, contacting her skin, I drifted into a submissive state, and cleared from my mind the challenges of a difficult workday. From that moment, and for the rest of the evening, I wanted only to please her in every possible way. After her calls, we had a pleasant conversation to catch up on the happenings of our lives and had dinner.

Afterward, I asked if she wanted to relax somewhere comfortable, nodding to the stairs. We proceeded to her bedroom. While she tended to herself in the bathroom, I stripped to just my pink HT and then strapped myself her to bed (yes, she still had the bondage gear attached), locking my ankles and left wrist. She smiled when she entered, locking my right wrist in place. The feeling of being bound and helpless in the presence of the woman I love and trust with my life is incredible. It was not long before she settled upon my face and my lips and tongue were dancing across her majestic feminine folds. After a while, she turned around and I continued my worship, while she toyed with my restrained cock and balls. As is normally the case, she wanted me inside her and for me to use my hands, and she undid the wrist restraints and unlocked the HT. I helped remove the base ring because it is a bit tricky to do in an aroused state. She alternatively rode my cock while I suckled and gently pinched her breasts and rode my face. It is such a turn-on for me to be of service to her. She came while I was inside her, and I watched her face in love and awe as she rode the wave of a massive orgasm. We snuggled for a while, caressing and kissing gently. I returned home, without locking myself back up, and went to bed.

Friday evening, we ate at my place, and then went to hers to spend the night. I had worn my steel cage all day and replaced it after showing again at the end of the workday. As we were both tired, we went to bed and fell asleep rather quickly. At around 3:00 AM, we found ourselves both awake. One thing led to another and soon I was worshipping her pussy again. My cock was trying to burst its metal prison and started to get a bit uncomfortable. We removed the cage part, but I was too engorged to get the ring off. She stroked my raging boner, with veins bulging, impressed with the extra hardness caused by the ring. She mounted me, and I could tell that she loved how it felt. She came again, gloriously. When things calmed down a bit, I was able to remove the ring, and we slept the rest of the night.

Saturday and early Sunday were busy with things that are not the stuff of sex blogs. On Sunday afternoon, she came over. I had prepared dinner and wanted it all set to make later so we could have some alone time in the bedroom. The whole meal prep task is a bit like foreplay for me. I love pleasing my lady in every way, and that includes making meals for her to enjoy.

Something had been bothering me, and I had difficulty putting my finger on it. Of course, she sensed it immediately, and we had a long discussion. I finally was able to describe it toward the end of the evening, but I will reveal it now. I have no doubt that she loves me deeply. I have no doubt that I love her as deeply. My difficulty is that I sometimes do not love myself as I should. It is important to feel good about yourself, to objectively appreciate your good qualities, and to accept those parts of you that you might wish were not there, or different, recognizing that humans are an evolutionary way point on a meandering route to survival and not a perfectly designed end state. 

For me, crossdressing has been a decades-long behavior, and I do not realistically see it coming to an end any time soon. My lady accepts "all of me," but at the same time I know it is a really, really big ask to have her deal with this part of me. She has been so incredibly supportive, comforting and amazing, and I could not have hoped for a better response from her. Still, I sometimes wish I could just make this part of me go away, to simplify things. I get down on myself about that, and that's how I was feeling.

She wanted to help me feel better and asked what she could do. I asked her to make love to me, and to hold me. I know, those are rather feminine types of responses, aren't they? Well, it is how I felt, so it is what I said. We did make love. She had crotch-less panties and matching bra under her dress, I had white panties under my clothes. We were quickly down to those and not much later we were naked. No toys today. No lingerie, dildos, restraints, or plugs. Just us. It was fabulous. She talked dirty to me, telling me that she was going to come on my face, and I worshipped her body. She sucked my cock, and told me she wanted to taste my cum. She watched as I masturbated, saying other sexy things to me, encouraging me. I told her that I needed her to come first, and so she did, riding my cock while I pinched her nipples, and she rubbed her clitoris on me. I could tell it was a huge one. She rolled over and I entered her in the missionary position. That is normally the way I climax, as I can thrust vigorously that way. 

I suppose that abstaining for a week, coupled with multiple mid-week sessions had me harder than usual, because it felt really good to both of us. In fact, it felt so good to her that she orgasmed again. That has not happened before; her coming twice in one session, and with me on top. Alas, my bigger sex organ, my brain was still not fully resolved of its inner turmoil, and climax eluded me again. That only bothers me for two main reasons. First, my lady wants me to have orgasms. It pleases her when I do. Second, physically, things are getting a bit backed up down there. Maybe during the week, we will have a chance to address that. Otherwise, I may continue my abstinence for another week.

By my count, my lady had five orgasms this week, while I had zero, and so ten for her to one for me in the last two weeks. It feels right to me that she should have some high number for each one of mine. 

Thanks for reading.

Jen

P.S. I added a couple of counters on the left side of the blog. Just experimenting with that.