I met Jo – a petite, 40-something qualified lawyer – at an industry event. Her hair was cut in a bob that framed her attractive face and her smile light up her eyes. Although she was no longer practicing law, she still did pro-bono work. She had moved into a related industry and was using her legal knowledge there as well. We worked in similar related industries and had a lot to talk about.
The next day I connected with her via social media. Her response to me included a suggestion to meet for coffee and have a catch up. I thought nothing of it as I usually meet business contacts for catch up meetings. A few weeks later we arranged to meet uptown for coffee. What I thought would be a 30-minute chat turned into a 2-hour coffee session.
We communicated regularly via email in the weeks that followed. Late one Wednesday, Jo phoned and sounded to be in a panic. She asked if I was free that weekend as she needed a partner for a wedding. My immediate response was to ask about her husband. When we first met, she was wearing a wedding band and engagement ring. She admitted that she divorced 4 years ago and wore that as a safety net to stop guys from hitting on her. Her current relationship ended a few weeks ago. I agreed to accompany her that weekend. It was only at the end of the call that she informed me we would be staying over at the hotel. Did I mind sharing a room, she asked.
After a very quick mental deliberation, I said it was fine. I collected Jo that Saturday and we made our way to the hotel. We changed into the appropriate clothes — I wore a standard lounge suit and Jo slipped on an off-the-shoulder black cocktail dress. It was quite snug fitting at the top with a flared bottom part. She looked stunning.
The wedding ceremony and reception passed uneventfully. The usual speeches and dancing took place. However, when it came to the slow dancing, we were both initially like two teenagers on their first date. How do we hold each other, how close? I took the initiative and pulled Jo close to me, feeling her breasts press softly into my chest. Wrapping my arms around her waist, I pulled her close to me with her head resting on my shoulder. Each time Jo spoke to me I could feel her warm breath on my neck and ear. Occasionally her lips touched my ear. This was starting to turn me on. I decided to see what would happen and did the same to her, making sure my lips touched her ear more often and also making sure they lingered there, almost kissing her. She did not object. I was concerned that Jo may be able to sense that I was getting an erection. If she did, she did not say anything or react. Maybe that is why she made sure we were holding each other close.
We returned to the room and Jo slipped into the toilet and I took my shoes off and lay on the bed. Jo returned and sat on top of me. She stated to undo my shirt buttons. I asked what she was doing. She told me to be quite as this was my present for agreeing to attend the wedding on short notice. She continued to undo my buttons. I tried to feel her legs. She stopped me. I tried to feel her breasts and she stopped me. Jo told me to lie still and not talk and to let her do all the work.
I was not used to being the submissive one. Once my shirt was undone, she moved to my belt and trousers. Once these were undone, she pulled them down, exposing my erect cock. Smiling, Jo moved her head towards my cock and began kissing and licking it. She then removed her dress, revealing her naked breasts. The dress she had on required no bra as it was one of those dresses with built in support. I noticed that she was completely naked. When she went to the toilet when we came back, she had removed her panties. Before I knew it, she had mounted me, Taking care to go down on my cock slowly, so she could get used to the feeling my cock. Her pussy was wet and so tight as my cock penetrated her for the first time. She grabbed my hands and placed then around her waist so that I could help her balance whilst she rode me, each time going down harder and deeper, bring us both to climax. Once she had climaxed, I could feel her juices trickle down my cock. My cum was also dribbling down, my cock still throbbing following my climax.
Jo leaned forward and we kissed what felt like for an eternity. She rolled off and lay next to me, her head on my chest and arms draped around me. We fell asleep like that. In the middle of the night, Jo got up to go to the toilet. I have always been and still am a light sleeper, so I stirred when she got up. Jo returned to bed and lay with her back to me. Out of habit, I snuggled up to her, spooning her. My arm draped around her and moved up between her breasts. She moved closer to me, pushing her hips into me. I though Jo was just making herself comfortable. Jo then started pushing her hips into me again, almost like she was slowly thrusting. This was turning me on, my cock started to become erect. At the same time, I could hear soft moans from Jo each time she pushed her hips into me.
I was not sure if she was dreaming or what, but I started to kiss her neck and play with her ear lobes with my tongue. I was kissing her neck, moving down and up her shoulder area. Her moans became louder. By now, my cock was fully erect and I was as horny as hell.
I positioned myself a bit lower down to Jo and guided my cock between her legs. She spread them for me, allowing me to enter her wet pussy from behind. I started slowly, thrusting gently before becoming more forceful. Holding her tightly, my thrusting and breathing became faster and harder. Jo was moaning louder now, pushing against me to create resistance as my cock fucked her pussy hard and deep. My hands moved to her breasts, fondling them, pulling at her nipples as she allowed me to fuck her. I came for the second time that night, filling her pussy once again. My cock throbbing as I shot cum and it started to dribble. Jo reached down with her hand, scooping some cum onto her fingers and licking them.
We departed that Sunday morning. We have met up again on a few occasions for chats. Occasionally we do have sex. We do not want to spoil something that seems special!
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